7,535 results on '"CINNAMIC acid"'
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2. Cinnamic Acid Derivatives as Potential Multifunctional Agents in Cosmetic Formulations Used for Supporting the Treatment of Selected Dermatoses.
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Kabat, Małgorzata, Popiół, Justyna, and Gunia-Krzyżak, Agnieszka
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Cinnamic acid and its natural derivatives were primarily used in cosmetics as fragrance materials as well as skin and hair conditioners. Nowadays, not only natural but also synthetic cinnamic acid derivatives are used as active ingredients of cosmetic formulations. They still serve as fragrance ingredients but also as active ingredients supporting the treatment of selected dermatoses such as acne vulgaris, atopic dermatitis, and hyperpigmentation. They are also commonly used in anti-aging cosmetic formulations. On the other hand, several cinnamic acid derivatives used as fragrances in cosmetic products are classified as potential allergens which can cause contact dermatitis. The main mechanisms of action proved for various cinnamic acid derivatives include antioxidant, antimicrobial, anti-inflammatory, and antimelanogenic properties. Most commonly used cinnamic acid derivatives in cosmetics products are hydroxy acids such as ferulic acid, caffeic acid, p-coumaric acid, and sinapic acid. Chemical synthesis led to several modified acids, esters, and amides, which also showed the potential to be used in cosmetic formulations. [ABSTRACT FROM AUTHOR]
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- 2024
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3. Study of Host-Guest Interaction and In Vitro Neuroprotective Potential of Cinnamic Acid/Randomly Methylated β-Cyclodextrin Inclusion Complex.
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De Gaetano, Federica, Leggio, Loredana, Celesti, Consuelo, Genovese, Fabio, Falcone, Marco, Giofrè, Salvatore Vincenzo, Iraci, Nunzio, and Ventura, Cinzia Anna
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Cinnamic acid (CA) has many beneficial effects on human health. However, its poor water solubility (0.23 g/L, at 25 °C) is responsible for its poor bioavailability. This drawback prevents its clinical use. To overcome the solubility limits of this extraordinary natural compound, in this study, we developed a highly water-soluble inclusion complex of CA with randomly methylated-β-cyclodextrin (RAMEB). The host-guest interaction was explored in liquid and solid states by UV-Vis titration, phase solubility analysis, FT-IR spectroscopy, and 1H-NMR. Additionally, molecular modeling studies were carried out. Both experimental and theoretical studies revealed a 1:1 CA/RAMEB inclusion complex, with a high apparent stability constant equal to 15,169.53 M−1. The inclusion complex increases the water solubility of CA by about 250-fold and dissolves within 5 min. Molecular modeling demonstrated that CA inserts its phenyl ring into the RAMEB cavity with its propyl-2-enoic acid tail leaning from the wide rim. Finally, a biological in vitro study of the inclusion complex, compared to the free components, was performed on the neuroblastoma SH-SY5Y cell line. None of them showed cytotoxic effects at the assayed concentrations. Of note, the pretreatment of SH-SY5Y cells with CA/RAMEB at 10, 30, and 125 µM doses significantly counteracted the effect of the neurotoxin MPP+, whilst CA and RAMEB alone did not show any neuroprotection. Overall, our data demonstrated that inclusion complexes overcome CA solubility problems, supporting their use for clinical applications. [ABSTRACT FROM AUTHOR]
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- 2024
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4. Exploring Juniperus phoenicea L extract through phytochemical analysis, anti-lipase effects, and comprehensive molecular studies.
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Serseg, Talia, Benarous, Khedidja, Elmastaş, Mahfuz, Misirli, Duygu, Serseg, Menaouar, and Yousfi, Mohamed
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METABOLITES , *LIPASE inhibitors , *CINNAMIC acid , *HYDROGEN bonding interactions , *MOLECULAR docking - Abstract
Lipase inhibitors are used in the treatment of candidiasis, obesity, and acne problems. Therefore, the investigation of new natural lipase inhibitors has generated great interest. Juniperus phoenicea is a small Mediterranean tree considered an important medicinal plant. Through this work, we investigated the composition and inhibition effect of J. phoenicea extract on Candida rugosa and human lipases; and we analyzed the interactions between detected compounds and lipases using molecular docking, ADME-T, and dynamic studies. We extracted the secondary metabolites from the plant aerial parts and tested their activities against lipase. We examined major components of J. phoenicea , using Autodock vina for molecular docking, Desmond from Schrodinger suite 2021–1 for dynamics, and evaluating its drug-likeness and toxicity properties using ADMET webserver. We found that the IC 50 values of ethyl acetate and methanol extracts are 1.33±0.10 and 1.731 mg/mL. Using HPLC quantitative analysis we identified in ethyl acetate extract the following phenolic compounds gallic acid, rutin, apigenin-7-O-glucoside, cinnamic acid, and quercetin. The complex apigenin-7-O-glucoside-lipase is stabilized by four hydrogen bonds and hydrophobic interactions, and the binding energy equals -10 Kcal/mol , which is better than the interactions saved for orlistat. Dynamic Simulation demonstrated better stability in the ligand-protein complex apigenin-7-O-glucoside-1lpb within 100 ns than the orlistat-1lpb complex. This study is described in this work for the first time. The results indicated that apigenin-7-O-glucoside from J. phoenicea L could be a good choice to develop a new drug candidate against candidiasis, obesity, and other lipase-related diseases. [Display omitted] ● Phytochemical profiling of Juniperus phoenicea metabolites using LC-MS/MS. ● Apigenin-7-O-glucoside inhibits lipases. ● In silico methods confirm apigenin-glucoside's strong affinity towards lipase. [ABSTRACT FROM AUTHOR]
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- 2024
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5. Economical and Facile Synthesis of Monolignols.
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Dell, Alexis, Keith, Mallorie, Zhu, Emily Y., Pence, James, Duan, Qizheng, Sultana, Sabiha, and Zhu, Yimin
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CINNAMIC acid , *HYDROXYCINNAMIC acids , *BOROHYDRIDE , *ANHYDRIDES , *LIGNINS - Abstract
Monolignols are efficiently synthesized from the corresponding cheap and readily available cinnamic acids through a borohydride reduction of the derived mixed carbonic anhydrides. Judicious choices of the reaction conditions allow for removal of the byproducts by aqueous workup and give the products cleanly in high yields. [ABSTRACT FROM AUTHOR]
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- 2024
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6. Potential Allelopathic Effect of Ipomoea aquatica to Microcystis aeruginosa Growth.
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Liu, Senwei, Jia, Huiyan, Peng, Yingting, Li, Zhuowei, Xi, Weihong, Yin, Fanxuan, Shi, Yundi, Zhou, Hongyu, Du, Lu, and Chen, Yonghua
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MICROCYSTIS aeruginosa ,CINNAMIC acid ,PLANT exudates ,ALLELOPATHIC agents ,SUCCINIC acid - Abstract
The allelopathic effect of macrophytes to phytoplankton has been widely formalized and accepted, while, less attention has been paid to aquatic vegetable. Herein, we investigated the inhibitory ability of Ipomoea aquatica (I. aquatica) at different concentrations to Microcystis aeruginosa, and verified the inhibition effect of main allelopathic substances. Results showed that, I. aquatica root secretion solution could effectively inhibit the growth of Microcystis aeruginosa (95%), and exhibited a concentration dependent effect. Seven potential allelopathic substances was both detected in root exudates and secretion solution of I. aquatic, they were succinic acid, salicylic acid, cinnamic acid, 3-(4-hydroxyphenyl) propionic acid, trans-cinnamic aldehyde, coumarin, and isophorone. Exogenous addition experiment further verified the inhibition effect, and the inhibition level varied with the types. Succinic acid, salicylic acid and cinnamic acid showed the tendency of promotion in lower concentration and inhibition in high concentration, with the inhibition threshold of 0.8 mmol/L, which was positively correlated with its concentration. 3-(4-hydroxyphenyl) propionic acid, coumarin and isophorone showed strong inhibition on Microcystis aeruginosa when the concentration was higher than 0.2 mmol/L, which was positively correlated with its concentration and co-culture time. Ipomoea aquatica can continuously release allelopathic substances under natural conditions and is expected to contribute to the restoration of aquatic ecosystems. [ABSTRACT FROM AUTHOR]
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- 2024
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7. Enhancing phenolic and lipid compound production in oat bran via acid pretreatment and solid-state fermentation with Aspergillus niger.
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NEMES, Silvia Amalia, FĂRCAS, Anca Corina, RANGA, Floricuta, TELEKY, Bernadette-Emoke, CĂLINOIU, Lavinia Florina, DULF, Francisc Vasile, and VODNAR, Dan Cristian
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SOLID-state fermentation , *OATS , *CINNAMIC acid , *BENZOATES , *BIOACTIVE compounds , *ESSENTIAL fatty acids - Abstract
Oat (Avena sativa) processing generates a large amount of by-products, especially oat bran. These by-products are excellent sources of bioactive compounds such as polyphenols and essential fatty acids. Therefore, enhancing the extraction of these bioactive substances and incorporating them into the human diet is critical. This study investigates the effect of acid pretreatment on the solid-state fermentation of oat bran with Aspergillus niger , with an emphasis on the bioaccessibility of phenolic acids and lipid profile. The results showed a considerable increase in reducing sugars following acid pretreatment. On the sixth day, there was a notable increase in the total phenolic content, reaching 58.114 ± 0.09 mg GAE/g DW, and the vanillic acid level significantly rose to 77.419 ± 0.27 μg/g DW. The lipid profile study revealed changes ranging from 4.66 % in the control to 7.33 % on the sixth day of SSF. Aside from biochemical alterations, antioxidant activity measurement using the DPPH technique demonstrated the maximum scavenging activity on day 4 (83.33 %). This study highlights acid pretreatment's role in enhancing bioactive compound accessibility in solid-state fermentation and its importance for functional food development. [Display omitted] • Acid pretreatment increased monosaccharides like maltose, glucose, and fructose. • The analysis of phenolic compounds showed a wide variety, including cinnamic acids, benzoic acids, and avenanthramides. • Vanillic acid increased during fermentation, indicating a synergistic effect with acid pretreatment. • The analyzed samples exhibit low levels of PUFAs/SFAs ratio. [ABSTRACT FROM AUTHOR]
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- 2024
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8. Bioavailability of mango (poly)phenols: An evaluation of the impact of the colon, and phenylalanine and tyrosine on the production of phenolic catabolites.
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Cáceres-Jiménez, Salud, Pereira-Caro, Gema, Dobani, Sara, Pourshahidi, Kirsty, Gill, Chris I.R., Moreno-Rojas, José Manuel, Ordoñez-Díaz, José Luis, Almutairi, Tahani M., Clifford, Michael N., and Crozier, Alan
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BENZOATES , *HIPPURIC acid , *GASTROINTESTINAL system , *DIETARY proteins , *CINNAMIC acid - Abstract
A mango pulp purée was ingested by ileostomists, whose colon had been removed surgically, and subjects with a full gastrointestinal (GI) tract, after which ileal fluid, urine and feces were collected over a 24 h period and analysed by UHPLC-HR-MS. The main (poly)phenols in the purée were gallotannins (356 μmol) and two hydroxy-methoxy-cinnamoyl glucose esters (43 μmol) together with the aromatic amino acids phenylalanine (22 μmol) and tyrosine (209 μmol). Analysis of ileal fluid revealed almost all the ingested gallotannins appeared to have broken down in the upper GI tract with the released benzoic acids being rapidly absorbed into the circulatory system prior to urinary excretion mainly as phase-2 metabolites. Likewise, the glucose moiety of the cinnamic acid conjugates was cleaved and the released cinnamic acids absorbed efficiently from the proximal GI tract and subjected to phase II metabolism prior to excretion. Among the main phenolics excreted after mango intake were phenylacetic and benzoic acids and hydroxybenzene catabolites which were present in lower, but none-the-less, substantial amounts, in the urine of ileostomists. This indicates that a portion of these phenolics, including the hydroxybenzene derivatives, originate from substrates absorbed in the upper GI tract and are principally products of endogenous metabolism rather than being derived from colonic microbiota-mediated catabolism. 1,2,3-Trihydroxybenzene (aka pyrogallol) was the dominant urinary catabolite in both groups. Hippuric acid excretion exceeded (poly)phenol intake indicating a significant contribution from phenylalanine and tyrosine. The aromatic amino acids, while present in the ingested pulp, can also originate from several sources including breakdown of dietary proteins in the GI tract, and endogenous breakdown of surplus mammalian proteins independent of the GI tract. The trial was registered at clinical trials.gov as NCT06182540. [Display omitted] • Mango pulp was ingested by ileostomists and subjects with a full GI tract. • Hydroxycinnamates and gallotannins are the main (poly)phenols in mango pulp. • Mango also contained phenylalanine and tyrosine. • The amino acids were major contributors to the excretion of phenolic catabolites. • Data indicated microbial colonisation of the small intestine of ileostomists. [ABSTRACT FROM AUTHOR]
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- 2024
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9. The Synthesis and Assembly of Mikto 8‐Shaped Cyclic Diblock Polymers.
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Wang, Jinghang, Zhao, Yu, and Liu, Hewen
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LINEAR polymers , *CINNAMIC acid , *COPOLYMERS , *MICELLES , *ELECTRONS - Abstract
Self‐assembly behaviors of special topological polymers such as 8‐figure shaped cyclic polymer are interesting, but are rarely reported so far due to the limited availability. In this work, mikto 8‐figure shaped cyclic copolymers are synthesized with cinnamic acid dimer junctions, in which both rings possess diblock PSx‐b‐PEGy structures. Their self‐assembly in water is investigated in comparison with their corresponding linear precursors. According to scanning electron microscopic (SEM) and transmission electron microscopic (TEM) observation, both of the mikto 8‐figure shaped cyclic polymers and their corresponding linear precursors can form vesicles. But those formed from the former have very smooth surfaces, while those from the linear precursors have rugous surfaces. TEM observation shows that the linear precursors form loose vesicles. The size of micelles formed from 8‐shaped cyclic copolymers is much smaller than that formed from the linear precursors. The topological structure exerts a significant influence on the solution aggregation behavior and provides broad ideas for the construction of precision solution aggregates. [ABSTRACT FROM AUTHOR]
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- 2024
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10. The Application of Mulberry Elements into a Novel Form of Easy-to-Prepare Dried Smoothie.
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Przeor, Monika, Mhanna, Nour I. A., Drożdżyńska, Agnieszka, and Kobus-Cisowska, Joanna
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PITAHAYAS ,CINNAMIC acid ,WHITE mulberry ,DRIED fruit ,DIETARY supplements - Abstract
Featured Application: The proposed new form of smoothie can find an application among young, busy people worldwide who are interested in a nutritious and easy-to-prepare meal, as well as manufacturers of food supplements and food concentrates. The European market offers a variety of functional foods targeted at prediabetic and diabetic patients, with different approaches to reducing postprandial glucose levels. The utilization of white and black mulberry in new products could be an area of interest to many conscious consumers. The study aimed to design a novel form (dried) of easy-to-prepare product by applying nutritious mulberry in various proportions and creating an aesthetically appealing smoothie product with a distinctive taste profile. Such an easy-to-prepare form of smoothie was obtained by utilizing the freeze-drying process, while typical market smoothies are liquid. Sensory evaluations of the fresh, dried, and reconstructed smoothies and their basic characteristics were conducted. Moreover, antiradical tests (with ABTS+
• and DPPH• ), the phenolic compound profile (HPLC/PDA), and the L*a*b profile were analyzed. The results of the sensory evaluation tests were divided into two groups: Polish and foreign panelists. It was observed that mulberry-licorice drop-based smoothies were preferred fresh. Yet dried and reconstituted capsule-based smoothies were favored overall. Generally, both Polish and foreign panelists preferred lower concentrations of mulberry and licorice extracts (DB) in fresh smoothies, while in dried or reconstructed smoothie form, panelists scored higher (DC) and lower (DB) concentrations quite similarly (favored both concentrations). From the group of identified phenolic compounds, cinnamic acid derivates dominated all analyzed smoothies. Many analyzed types of flavonoids (quercetin, rutin, kaempferol) and naringenin were found in the smoothies. Some differences were noted in the antiradical tests but were only statistically significant for DPPH• scavenging activity, which was higher for the DB1, DB2, and DC1 samples. Generally, even higher addition of licorice and mulberry did not negatively affect panelists' ratings and the analyzed activities. [ABSTRACT FROM AUTHOR]- Published
- 2024
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11. Synthesis of mulberry wood waste biochar through acid modification for removal of dyes: experimental and DFT-based analysis.
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Mutahir, Sadaf, Khan, Muhammad Asim, Ishfaq, Hina, Ahmed, Samia Ben, Abouzied, Amr S., Huwaimel, Bader, and Deng, Haishan
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In this study, a new adsorbent, mulberry wood waste biochar modified with cinnamic acid (CA-MWB), is generated to capture the methylene blue dye (MB) from an aqueous solution. The synthesized material was characterized using a variety of physicochemical methods, such as Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and X-ray diffraction (XRD), and several parameters, including initial concentration, contact time, pH, and adsorbent dosage, were examined. Initial concentration (100 mg/L), adsorbent dose (0.15 g), pH 9, and contact duration 120 min were the settings that worked best. According to model fitting findings, the Temkin isotherm (R
2 = 0.93813) and the pseudo-second-order kinetic model (R2 = 0.9978) both properly represent the adsorption process, showing that the adsorption mechanism was chemisorption and monolayer contact, respectively. The biochar treated with cinnamic acid has effective adsorption properties for removing methylene blue (95%). The electrostatic attraction was discovered to be the main factor in the hybrid system through density functional theory (DFT) analyses of the interfacial interaction between cinnamic acid and the surface of biochar. The adsorption mechanism was shown graphically by the molecule electrostatic potential interaction diagram. These results provide a fresh window for scholars to comprehend adsorption behavior. [ABSTRACT FROM AUTHOR]- Published
- 2024
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12. Antidiabetic potential of Lavandula stoechas aqueous extract: insights into pancreatic lipase inhibition, antioxidant activity, antiglycation at multiple stages and anti-inflammatory effects.
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Elrherabi, Amal, Abdnim, Rhizlan, Loukili, El Hassania, Laftouhi, Abdelouahid, Lafdil, Fatima Zahra, Bouhrim, Mohamed, Mothana, Ramzi A., Noman, Omar M., Eto, Bruno, Ziyyat, Abderrahim, Mekhfi, Hassane, Legssyer, Abdelkhaleq, and Bnouham, Mohamed
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SYRINGIC acid ,HIGH performance liquid chromatography ,TYPE 2 diabetes ,PHENOLS ,CINNAMIC acid ,LIPASES - Abstract
Background: With the increasing global prevalence of type 2 diabetes (T2D) and obesity, there is a pressing need for novel therapeutic interventions. Lavandula stoechas, a medicinal plant traditionally used for various ailments, holds promise as a potential agent for T2D management, particularly in Morocco, where it is commonly used to treat diabetes. This study aims to evaluate the pharmacological potential of L. stoechas aqueous extract (AqLs) by assessing its lipase inhibition antioxidant and anti-inflammatory activities, identifying phenolic compounds, and examining its efficacy in reducing diabetic complications. Methods: The pharmacological potential of L. stoechas aqueous extract was investigated using in vitro assays. The inhibitory effect on pancreatic lipase, antioxidant power (FRAP), and anti-inflammatory activity (albumin denaturation method) was assessed. High-performance liquid chromatography (HPLC) analysis identified phenolic compounds. Additionally, albumin glycation was evaluated by estimating fructosamine, carbonyl groups, and amyloid β-structures to assess efficacy in mitigating diabetic complications. Results: The extract demonstrated concentration-dependent inhibition of pancreatic lipase (IC
50 = 0.132 ± 0.006 mg/mL), potent antioxidant activity (IC50 = 604.99 ± 1.01 μg/mL), and dose-dependent anti-inflammatory effects (IC50 = 207.01 ± 34.94 mg/mL). HPLC analysis revealed phenolic compounds: naringin (38.28%), syringic acid (25.72%), and cinnamic acid (15.88%) were the most abundant, with 4-hydroxybenzoic acid, hydrated catechin, and catechin ranging from 9.60% to 5.24%, and p-coumaric acid (1.73%). Furthermore, the extract inhibited albumin glycation and fructosamine production, suggesting efficacy in mitigating diabetic complications. Conclusion: These findings highlight the multifaceted pharmacological potential of L. stoechas aqueous extract in T2D management, suggesting that this plant can be highly beneficial for diabetic individuals. [ABSTRACT FROM AUTHOR]- Published
- 2024
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13. In vitro antimicrobial and antioxidant activities of bioactive compounds extracted from Streptomyces africanus strain E2 isolated from Moroccan soil.
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Rammali, Said, Kamal, Fatima Zahra, El Aalaoui, Mohamed, Bencharki, Bouchaib, Burlui, Vasile, khattabi, Abdelkrim, Abderrahim, Aasfar, Saad, Salhi, Romila, Laura, Novac, Bogdan, Aitlhaj-Mhand, Rokaya, Petroaie, Antoneta Dacia, and Ciobică, Alin
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PATHOGENIC microorganisms , *KLEBSIELLA pneumoniae , *CINNAMIC acid , *CHLOROGENIC acid , *MULTIDRUG resistance - Abstract
This study aimed to isolate Streptomyces sp. from Moroccan terrestrial ecosystems and identify bioactive compounds through GC–MS analysis. Antimicrobial activity was assessed against various pathogenic microorganisms including Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922 and Candida albicans ATCC 60193, and multi-drug resistant strains comprising Listeria monocytogenes, Klebsiella pneumoniae 19K 929, Proteus sp. 19K1313, Klebsiella pneumoniae 20B1572, Proteus vulgaris 16C1737, and Klebsiella pneumoniae 20B1572. Based on the results of the gene sequencing of gene 16S rRNA and phylogenetic analysis, the E2 isolate belongs to the genus Streptomyces with the highest degree of resemblance (97.51%) to the Streptomyces africanus strain NBRC 101005 (NR_112600.1). The isolate exhibited broad-spectrum antibacterial activity, with maximum efficacy against Klebsiella pneumoniae 20B1572 indicated by an inhibition zone diameter of 22.5 ± 0.71mm and a minimum inhibitory concentration (MIC) of 0.0625 mg/mL. The in vitro antioxidant potential of E2 strain was determined through screening of its ethyl acetate extract against sets of antioxidant assays. The results were indicative of E2 strain displaying strong antioxidant activity against ABTS, DPPH free radicals, and FRAP. Furthermore, there was a high significant correlation (p < 0.0001) between the total phenolic and flavonoid content and antioxidant activities. The GC–MS analysis of the extract identified six volatile compounds, with Eugenol (96%) and Maltol (93%) being the most prominent. Additionally, the HPLC–UV/vis analysis revealed six phenolic compounds: gallic acid, chlorogenic acid, vanillic acid, trans-ferulic acid, ellagic acid, and cinnamic acid. Overall, the study highlights Streptomyces sp. strain E2 as a potential source of potent antimicrobial and antioxidant metabolites, offering promise in addressing antibiotic resistance and oxidative stress-related conditions. [ABSTRACT FROM AUTHOR]
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- 2024
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14. Cinnamon – A Competent Drug: A Review on Extraction, Analysis and Anticancer Action.
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Demina, T. D., Margaret Rodrigues, Roopa, George, Louis, and Varghese, Anitha
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ALZHEIMER'S disease , *DRUG discovery , *CINNAMIC acid , *PARKINSON'S disease , *INDIGENOUS species - Abstract
Cinnamon, an Indigenous species, is extensively used as a folk medicine in India, China, and other parts of the world due to its therapeutic potential inherited via the latent chemical composition. The vital component presented is cinnamaldehyde, along with cinnamic acid and cinnamate, which contributes to being an anti‐inflammatory, antimicrobial, antidiabetic, and anticancer agent together with the capability to control neurological syndromes like Alzheimer's and even Parkinson's diseases. Given the importance of the anticarcinogenic properties of cinnamon on various cell strains concerning the curable effect, this review focuses on evaluating different extraction methods like steam distillation, Soxhlet extraction, microwave‐assisted extraction, and more, in addition to a summary of new technologies like gas chromatography, HPLC, DART‐MS, and NMR, etc. which paved the way in characterizing the chemical composition of cinnamon. Cinnamaldehyde showed its apoptosis through various mechanistic pathways on an adequate number of cell lines and antineoplastic potential on specific multifaceted cancerous cells, which advocates for continued research and investment in this vital area of drug discovery and suggestions for future scope. [ABSTRACT FROM AUTHOR]
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- 2024
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15. Chemical Composition, Antioxidant, and Anti-Inflammatory Properties of the Extracts of Hormophysa triquetra and Padina gymnospora.
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Osman, Nehal A.H.K., Arooj, Madeeha, Kang, Hee-Kyoung, Hyun, Jin Won, and Koh, Young-Sang
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HIGH performance liquid chromatography , *GAS chromatography/Mass spectrometry (GC-MS) , *FATTY acid derivatives , *CINNAMIC acid , *DENDRITIC cells - Abstract
Introduction: Hormophysa triquetra and Padina gymnospora are widely distributed seaweeds in subtropical and tropical seas; however, there are limited or no reports on their biomedical applications. The aim of this study was to investigate the chemical composition of these species and present their antioxidant and anti-inflammatory properties. Methods: The total phenolic content in an 80% methanol extract of the species was measured. High-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS) were used to assess the components of the extracts. Antioxidant activity against AAPH- or H2O2-induced oxidative stress in Vero cells was measured using the MTT assay. For anti-inflammatory assessment, the Griess assay was used to measure nitric oxide (NO) production in LPS-stimulated RAW264.7 cells, and enzyme linked immunosorbent assay was employed to measure the inhibition of cytokine production in LPS-stimulated bone marrow-derived dendritic cells. Results: Both seaweed species exhibited significant phenolic content. HPLC profiles revealed 19 compounds, with cinnamic acid (29.63 µg/g) and pyrogallol (25.33 µg/g) dominating in Hormophysa triquetra and Padina gymnospora, respectively. GC-MS profiles were dominant for fatty acids and their derivatives, along with diterpenes. The extracts exhibited protective effects against oxidative stress. Furthermore, the extracts inhibited the production of NO and cytokines in a dose-dependent manner. Conclusion: These findings highlight the therapeutic potential of the species against oxidative stress and inflammation, suggesting their applicability in the pharmaceutical and nutraceutical industries. [ABSTRACT FROM AUTHOR]
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- 2024
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16. Combined Transcriptome and Metabolome Analyses Provide New Insights into the Changes in the Flesh Color of Anthocyanins in Strawberry (Fragaria × ananassa (Weston) Duchesne ex Rozier).
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Ren, Xiangrong, Sun, Meile, Hui, Jingtao, Yang, Jing, Zhang, Jun, Li, Pengbing, and Lin, Guocang
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CHALCONE synthase , *PLANT breeding , *CINNAMIC acid , *STARCH metabolism , *FLAVONOIDS , *PROANTHOCYANIDINS - Abstract
Background: Strawberries are bright in color, sweet and sour in taste, and rich in nutrients and flavonoid compounds such as anthocyanins and proanthocyanidins. The synthesis and accumulation of anthocyanins are the decisive factors that make strawberries appear bright red. From the perspective of plant breeding, a change in flesh color is an important goal. Methods: In this study, two strawberry plants with different flesh colors were selected, and transcriptome and metabolome analyses were performed during the color change period (S1) and ripening period (S2). Results: RNA-seq revealed a total of 13,341 differentially expressed genes (DEGs) between and within materials, which were clustered into 5 clusters. A total of 695 metabolites were detected via metabolome analysis, and 243 differentially regulated metabolites (DRMs) were identified. The anthocyanin biosynthesis, starch and sucrose metabolism and glycolysis/gluconeogenesis pathways were determined to be important regulatory pathways for changes in strawberry flesh color through a joint analysis of RNA-seq data and the metabolome. The leucoanthocyanidin reductase (LAR) and chalcone synthase (CHS) gene is a key gene related to anthocyanins, cinnamic acid, and phenylalanine. In addition, through joint RNA-seq and metabolome analyses combined with weighted gene co-expression network analysis (WGCNA), we identified 9 candidate genes related to strawberry flesh color. Conclusions: Our research findings have laid the groundwork for a more comprehensive understanding of the molecular mechanisms governing the color transformation in strawberry flesh. Additionally, we have identified novel genetic resources that can be instrumental in advancing research related to strawberry color change. [ABSTRACT FROM AUTHOR]
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- 2024
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17. Characterization of Spray Dried Starch Systems of Natural Antioxidant Compounds.
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Marinopoulou, Anna, Zoumaki, Maria, Raphaelides, Stylianos, Karageorgiou, Vassilis, and Goulas, Athanasios
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SPRAY drying , *MOLECULAR shapes , *CINNAMIC acid , *DIFFERENTIAL scanning calorimetry , *PRINCIPAL components analysis - Abstract
Starch systems of natural antioxidants containing different starch sources (lentil, chickpea, corn, pea, and tapioca) and a variety of antioxidants (ascorbic acid, linalool, carvacrol, and cinnamic acid) are prepared using a pilot scale spray dryer. The effect of drying process on structural, morphological, and physical properties of the starch complexes is investigated. X‐ray analysis (XRD) reveals that there is a possible molecular interaction of starch with natural antioxidants. Differential Scanning Calorimetry (DSC) shows the presence of an endothermic peak ranging from 91.0 to 112.1 °C, which is most probably attributed to the dissociation temperature of starch systems. Microscopic examination shows that the spray dried particles are irregular and spherical in shape and the antioxidant molecules are uniformly distributed within the starch systems matrix. All powders have moisture content values lower than 10%. The spray dried powders exhibit high lightness (L*) values and hue angle values close to 90 implying a yellow color. Chickpea‐ascorbic acid systems exhibit the highest bulk and tapped densities values and are the most hygroscopic while tapioca‐cinnamic acid systems have the lowest ones. Principal Component Analysis (PCA) and Cluster analysis show that there is a strong relationship between the physical properties of the powders. [ABSTRACT FROM AUTHOR]
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- 2024
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18. Exogenous p‐coumaric acid treatment improves phenolic compounds biosynthesis of postharvest cherry tomatoes by regulating physiological metabolism.
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Lu, Chengwen, Zhang, Linli, Mao, Shuo, Feng, Jingyi, Li, Fangyu, Zhang, Tiehua, and Yan, Xiaoxia
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PHENYLALANINE ammonia lyase , *FRUIT ripening , *CINNAMIC acid , *PHENOLS , *PRESERVATION of fruit , *1-Methylcyclopropene - Abstract
To investigate the effect of p‐coumaric acid (p‐CA) on postharvest cherry tomatoes, breaker stage fruits were treated with p‐CA to analyze the physiological metabolism during storage. The results showed that exogenous p‐CA treatment improved the sensory quality of tomato fruits. Transcriptomics results indicated that 782 genes (339 up‐regulated and 443 down‐regulated) were differentially expressed between p‐CA treated and control fruits. Results suggested that p‐CA treatment regulated the synthesis of phenolic compounds and inhibited the fruit ripening through the pathways of mangiferic acid biosynthesis and phenylalanine metabolism. Key enzymes activities of the phenylpropane metabolic pathway of tomato fruits were increased, including phenylalanine ammonia lyase (PAL), cinnamic acid 4‐hydroxylase (C4H), and 4‐coumarate‐CoA ligase (4CL). In addition, the total phenols content, flavonoids content and antioxidant capacities of tomato fruits were improved with p‐CA treatment. Overall, these findings showed that p‐CA treatment could be a potential strategy for fruit and vegetable preservation. [ABSTRACT FROM AUTHOR]
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- 2024
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19. Removal of undesirable genes using yeast backcrossing.
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Fukuda, Nobuo and Takeuchi, Mio
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CINNAMIC acid , *FERULIC acid , *SACCHAROMYCES cerevisiae , *YEAST , *KOJI - Abstract
4-Vinylguaiacol (4-VG) is one of the causative compounds for the phenolic odor characteristics of brewed liquor. In the case of Japanese sake brewing, 4-VG is formed through the decarboxylation of ferulic acid produced by rice koji enzymes from steamed rice. PAD1 (phenylacrylic acid decarborxylase gene) and FDC1 (ferulic acid decarboxylase gene) genes are essential for decarboxylation of ferulic acid in Saccharomyces cerevisiae and the single polymorphisms of both genes show a relationship with ferulic acid decarboxylation ability. While most of the Kyokai yeasts distributed by the Brewing Society of Japan have homozygous non-function fdc1 alleles, many newly isolated natural yeasts for local specialities carry the wild-type FDC1 gene. In our previous research, we found that a crossbreed strain lost a significant amount of chromosomal DNA as it underwent meiosis-like adaptation. Here, we established a breeding approach to exclude undesirable gene alleles (such as the wild-type FDC1 genes) from yeast strains of interest by backcrossing using Kyokai yeasts. Homozygous fdc1 crossbreeds were generated through the three rounds of crossing procedures, and we confirmed the reduction of 4-VG in the culture supernatant of the homozygous fdc1 hybrid strain compared to the parental strain. Importantly, this approach does not include growth selection for the mutation of interest (the fdc1 mutant in the current case). Using various yeast strains generated throughout human history, it may become possible to design and build any yeast strains according to the purpose. [ABSTRACT FROM AUTHOR]
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- 2024
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20. In vitro and computational investigation of antioxidant and anticancer properties of Streptomyces coeruleofuscus SCJ extract on MDA-MB-468 triple-negative breast cancer cells.
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Rammali, Said, Idir, Abderrazak, Aherkou, Marouane, Ciobică, Alin, Kamal, Fatima Zahra, Aalaoui, Mohamed El, Rahim, Abdellatif, khattabi, Abdelkrim, Abdelmajid, Zyad, Aasfar, Abderrahim, Burlui, Vasile, Calin, Gabriela, Mavroudis, Ioannis, and Bencharki, Bouchaib
- Subjects
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TRIPLE-negative breast cancer , *DRUG discovery , *SYRINGIC acid , *CINNAMIC acid , *ELLAGIC acid , *ETHYL acetate - Abstract
This study aimed to explore the antioxidant potential of the ethyl acetate extract of Streptomyces coeruleofuscus SCJ strain, along with its inhibitory effects on the triple-negative human breast carcinoma cell line (MDA-MB-468). The ethyl acetate extract's total phenolic and flavonoid contents were quantified, and its antioxidant activity was investigated using DPPH (1,1-Diphenyl-2-picrylhydrazyl), ABTS (2,2'-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid), and FRAP (Ferric Reducing Antioxidant Power) assays. Furthermore, the cytotoxic effect of the organic extract from Streptomyces coeruleofuscus SCJ on MDA-MB-468 cancer cells was assessed via the crystal violet assay. In tandem, a thorough computational investigation was conducted to explore the pharmacokinetic properties of the identified components of the extract, utilizing the SwissADME and pKCSM web servers. Additionally, the molecular interactions between these components and Estrogen Receptor Beta, identified as a potential target, were probed through molecular docking studies. The results revealed that ethyl acetate extract of SCJ strain exhibited remarkable antioxidant activity, with 39.899 ± 1.56% and 35.798 ± 0.082% scavenging activities against DPPH and ABTS, respectively, at 1 mg/mL. The extract also displayed significant ferric reducing power, with a concentration of 1.087 ± 0.026 mg ascorbic acid equivalents per mg of dry extract. Furthermore, a strong positive correlation (p < 0.0001) between the antioxidant activity, the polyphenol and the flavonoid contents. Regarding anticancer activity, the SCJ strain extract demonstrated significant anticancer activity against TNBC MDA-MB-468 cancer cells, with an inhibition percentage of 62.76 ± 0.62%, 62.67 ± 0.93%, and 58.07 ± 4.82% at 25, 50, and 100 µg/mL of the extract, respectively. The HPLC-UV/vis analysis revealed nine phenolic compounds: gallic acid, sinapic acid, p-coumaric acid, cinnamic acid, trans-fereulic acid, syringic acid, chloroqenic acid, ellagic acid, epicatechin. Streptomyces coeruleofuscus SCJ showed promise for drug discovery, exhibiting antioxidant and anticancer effects. [ABSTRACT FROM AUTHOR]
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- 2024
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21. New Phytol Derivatives with Increased Cosmeceutical Potential.
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Rosa, Gonçalo P., Seca, Ana M. L., Pinto, Diana. C. G. A., and Barreto, M. Carmo
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ACID derivatives , *CHEMICAL synthesis , *CINNAMIC acid , *HYALURONIDASES , *CHEMICAL yield , *PHENOL oxidase - Abstract
Natural compounds are widely incorporated into cosmetic products for many purposes. Diterpenes often function as fragrances, enhancing the sensory experience of these formulations. However, current trends in cosmetic science aim to develop multifunctional products, where compounds traditionally used for texture or fragrance also possess biological activities that contribute to the product's efficacy. In this context, this study focuses on synthesizing derivatives of phytol—a compound already presents in cosmetic formulations—to enhance its anti-aging properties. The derivatives were synthesized through esterification with substituted benzoic and cinnamic acids, known for their antioxidant and enzyme inhibition properties. Reaction yields ranged from 91.0% to 5.2%, depending on the substituents in acid derivatives. The structures of the synthesized compounds were confirmed through NMR and MS techniques. Both the natural and newly synthesized derivatives were evaluated for their cosmeceutical potential using antioxidant assays and inhibition assays for tyrosinase, elastase, collagenase, and hyaluronidase. This work presents the first report of the synthesis and cosmetic evaluation of several of these derivatives. Comparing with phytol (1), which presented an IC50 of 77.47 µM, four of the derivatives presented improved tyrosinase inhibitory activity, with phytyl 4-methoxybenzoate being the most active (IC50 = 27.9 µM), followed by phytyl benzoate with an IC50 of 34.73 µM. Substitutions at other positions on the aromatic ring were less effective. Molecular docking studies confirmed that the modifications potentiated a stronger interaction between the synthesized compounds and tyrosinase. [ABSTRACT FROM AUTHOR]
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- 2024
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22. Integrating ADMET, enrichment analysis, and molecular docking approach to elucidate the mechanism of Artemisia herba alba for the treatment of inflammatory bowel disease-associated arthritis.
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Wahnou, Hicham, Hmimid, Fouzia, Errami, Ahmed, Nait Irahal, Imane, Limami, Youness, and Oudghiri, Mounia
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INFLAMMATORY bowel diseases , *CINNAMIC acid , *MOLECULAR docking , *BIOACTIVE compounds , *DRUG target , *CHLOROGENIC acid - Abstract
Inflammatory Bowel Disease-Associated Arthritis (IBD-associated arthritis) poses a significant challenge, intertwining the complexities of both inflammatory bowel disease (IBD) and arthritis, significantly compromising patient quality of life. While existing medications offer relief, these drugs often initiate adverse effects, necessitating the requirement for safer therapeutic alternatives. Artemisia herba-alba, a traditional medicinal plant known for its anti-inflammatory properties, emerges as a potential candidate. Our computational study focused on examining 20 bioactive compounds derived from A. herba-alba for potential treatment of IBD-associated arthritis. These compounds detected in A. herba-alba include camphor, alpha-thujone, eucalyptol, cis-chrysanthenyl acetate, vicenin-2, 4,5-di-O-caffeoylquinic acid, chlorogenic acid, hispidulin, isoschaftoside, isovitexin, patuletin-3-glucoside, vanillic acid, rutin, schaftoside, lopinavir, nelfinavir, quercetin, artemisinin, gallic acid, and cinnamic acid. Following rigorous analysis encompassing pharmacokinetics, toxicity profiles, and therapeutic targets, compounds with favorable, beneficial characteristics were identified. In addition, comparative analysis with disease-gene associations demonstrated the interconnectedness of inflammatory pathways across diseases. Molecular docking studies provided mechanistic insights indicating this natural plant components potential to modulate critical inflammatory pathways. Overall, our findings indicate that A. herba-alba-derived compounds may be considered as therapeutic agents for IBD-associated arthritis, warranting further experimental validation and clinical exploration. [ABSTRACT FROM AUTHOR]
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- 2024
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23. In Vitro Antitumor, Antioxidant, and Hemolytic Activities of Chlorella sorokiniana Methanol Extracts and Collective Fractions.
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Domínguez-Gámez, Maribel, Romo-Sáenz, César I., Gomez-Flores, Ricardo, González-Ochoa, Guadalupe, García-Romero, Andrés, Orozco-Flores, Alonso A., Rodríguez-Padilla, Cristina, and Tamez-Guerra, Patricia
- Subjects
MONONUCLEAR leukocytes ,CHLORELLA sorokiniana ,CINNAMIC acid ,COLUMN chromatography ,VITAMIN C - Abstract
Chlorella species are fast-growing microalgae with significant industrial applications. The aim of the present study was to investigate the antitumor, antioxidant, and hemolytic activities of Chlorella sorokiniana UTEX 1230 crude methanol extracts and fractions. Ch. sorokiniana crude methanol extracts and collective fractions (CFs) were obtained from lyophilized biomass by maceration and column chromatography. Antitumor assays against murine lymphoma L5178Y-R and human breast cancer MCF-7 cells were performed by the colorimetric 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) reduction technique, using human peripheral blood mononuclear cells (PBMC) as the control group. Antioxidant and hemolytic activities were evaluated using the 2,2-diphenyl-1-picrylhydrazyl radical scavenging assay (DPPH) and erythrocyte hemolysis, respectively. We showed that crude methanol extracts (IC
50 ) increased L5178Y-R and MCF-7 cell growth inhibition, without affecting PBMC. In addition, all evaluated CFs showed significantly higher antioxidant activity than the positive control (ascorbic acid). CF3 and CF4 showed the highest cytotoxicity against L5178Y-R, whereas CF3, CF4, and CF5 caused the highest antitumor activity against MCF-7 cells. CF3, CF4, and CF5 induced significantly higher hemolytic activity compared with all other fractions. CF characterization revealed loliolide, cinnamic acid, methyl dihydrojasmonate, salsalvamide A, 1-monolinolenin, cryptophycin 29, costunolide, riboflavin lumicrome, and germicidin B, which have been related to antitumor and antioxidant activities. In conclusion, we demonstrated that Ch. sorokiniana extracts and fractions possess antitumor and antioxidant potential, without affecting human erythrocytes and PBMC. [ABSTRACT FROM AUTHOR]- Published
- 2024
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24. Synergistic effect of zinc oxide-cinnamic acid nanoparticles for wound healing management: in vitro and zebrafish model studies.
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Tayyeb, Jehad Zuhair, Guru, Ajay, Kandaswamy, Karthikeyan, Jain, Divya, Manivannan, Chandrakumar, Mat, Khairiyah Binti, Shah, Mohd Asif, and Arockiaraj, Jesu
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CINNAMIC acid , *WOUND healing , *DENATURATION of proteins , *WOUND infections , *HEALING - Abstract
Wound infections resulting from pathogen infiltration pose a significant challenge in healthcare settings and everyday life. When the skin barrier is compromised due to injuries, surgeries, or chronic conditions, pathogens such as bacteria, fungi, and viruses can enter the body, leading to infections. These infections can range from mild to severe, causing discomfort, delayed healing, and, in some cases, life-threatening complications. Zinc oxide (ZnO) nanoparticles (NPs) have been widely recognized for their antimicrobial and wound healing properties, while cinnamic acid is known for its antioxidant and anti-inflammatory activities. Based on these properties, the combination of ZnO NPs with cinnamic acid (CA) was hypothesized to have enhanced efficacy in addressing wound infections and promoting healing. This study aimed to synthesize and evaluate the potential of ZnO-CN NPs as a multifunctional agent for wound treatment. ZnO-CN NPs were synthesized and characterized using key techniques to confirm their structure and composition. The antioxidant and anti-inflammatory potential of ZnO-CN NPs was evaluated through standard in vitro assays, demonstrating strong free radical scavenging and inhibition of protein denaturation. The antimicrobial activity of the nanoparticles was tested against common wound pathogens, revealing effective inhibition at a minimal concentration. A zebrafish wound healing model was employed to assess both the safety and therapeutic efficacy of the nanoparticles, showing no toxicity at tested concentrations and facilitating faster wound closure. Additionally, pro-inflammatory cytokine gene expression was analyzed to understand the role of ZnO-CN NPs in wound healing mechanisms. In conclusion, ZnO-CN NPs demonstrate potent antioxidant, anti-inflammatory, and antimicrobial properties, making them promising candidates for wound treatment. Given their multifunctional properties and non-toxicity at tested concentrations, ZnO-CN NPs hold significant potential as a therapeutic agent for clinical wound management, warranting further investigation in human models. [ABSTRACT FROM AUTHOR]
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- 2024
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25. Active packaging coating based on Lepidium sativum seed mucilage and propolis extract: Preparation, characterization, application and modeling the preservation of buffalo meat.
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Majdi, Fatemehe, Alizadeh Behbahani, Behrooz, Barzegar, Hassan, Mehrnia, Mohammad Amin, and Taki, Morteza
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BACTERIAL cell walls , *RADIAL basis functions , *SYRINGIC acid , *CINNAMIC acid , *CHLOROGENIC acid , *EDIBLE coatings , *PHENOLIC acids - Abstract
Buffalo meat is naturally perishable, making it susceptible to spoilage due to its high moisture content and vulnerability to microbial contamination. Edible coatings have attracted attention as a packaging method that can prolong the shelf life of meat. The study aimed to examine the impact of a combination of Lepidium sativum mucilage (LS) coating and propolis extract (PE) on prolonging the shelf life of buffalo meat. The chemical characteristics (chemical compounds, total phenol content (TPC), total flavonoid content (TFC), antioxidant activity, and cytotoxicity) and antimicrobial activity of the PE (disk diffusion agar, well diffusion agar, minimum inhibitory concentration, and minimum bactericidal concentration) were investigated. The effect of the PE on the cell wall of pathogenic bacteria was examined using a scanning electron microscope. Biological properties of LS (TPC, TFC, antioxidant activity and antimicrobial effect (pour plate method)) was investigated. Different concentrations of PE (0, 0.5, 1.5, and 2.5%) were added to the coating mixture containing LS, and their effects on extending the shelf life of buffalo meat samples stored at 4°C for 9 days were assessed. The PE included gallic acid, benzoic acid, syringic acid, 4–3 dimethoxy cinnamic acid, p-coumaric acid, myricetin, caffeic acid, luteolin, chlorogenic acid, and apigenin. The PE was determined to have a TPC of 36.67 ± 0.57 mg GAE/g and a TFC of 48.02 ± 0.65 mg QE/g. The extract's radical scavenging activity ranged from 0 to 76.22% for DPPH radicals and from 0 to 50.31% for ABTS radicals. The viability of C115 HeLa cell was observed to be 94.14 μg/mL. The PE and LS, exhibited strong antimicrobial properties against pathogenic bacteria. The LS was determined to have a TPC of 15.23 ± 0.43 mg GAE/g and a TFC of 11.51± 0.61 mg QE/g. The LS was determined to have a DPPH of 429.65 ± 1.28 μg/mL and a ABTS of 403.59 ± 1.46 μg/mL. The microbiological analysis revealed that the LS+2.5%PE treatment was the most effective in inhibiting the growth of total viable count (6.23 vs. 8.00 log CFU/g), psychrotrophic bacteria count (3.71 vs. 4.73 log CFU/g), coliforms count (2.78 vs. 3.70 log CFU/g), and fungi count (2.39 vs. 3.93 log CFU/g) compared to the control sample. The addition of PE to the edible coating also demonstrated a concentration-dependent effect on preserving the moisture, pH, color, and hardness of the buffalo meat. Sensory evaluation results suggested that incorporating PE into the edible coating extended the shelf life of buffalo meat by three days. In the second stage of this paper, this investigation employed two distinct forecasting methodologies: the Radial Basis Function (RBF) and the Support Vector Machine (SVM), to predict a range of quality indicators for coated meat products. Upon comparison, the RBF model exhibited a higher level of accuracy, showcasing its exceptional capacity to closely match the experimental outcomes. Therefore, this type of food coating, renowned for its strong antimicrobial properties, has the potential to effectively package and preserve perishable and delicate food items, such as meat. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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26. Convenient Synthesis, Characterizations and Biological Evolution of Novel 1‐Phenyl‐N'‐(3‐phenylacryloyl)cyclopropane carbohydrazide Derivatives.
- Author
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Patagani, Suresh, Balakrishna, Kolli, Kumar Katari, Naresh, Panasa, Mahesh, and Gundla, Rambabu
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BIOLOGICAL evolution , *CINNAMIC acid , *CANCER cells , *CYTOTOXINS , *T cells , *CYCLOPROPANE derivatives - Abstract
Cancer is a longstanding worldwide issue, current chemotherapeutic treatments have limited effectiveness and high toxicity. An extensive investigation has revealed a significant potential link between ITK and the development of cancer. Hence, it is recommended to prioritize investigating ITK to develop and produce novel inhibitors for treating diseases associated with T cells. In our study, we have designed and synthesized two new series of compounds, which consist of cinnamic acid, carbohydrazide, and cyclopropanamide groups in a single compound. We have developed a facile method to synthesize 20 new derivatives of two series of innovative 1‐phenyl‐N'‐(3‐phenylacryloyl)cyclopropane carbohydrazide derivatives with good yields and purity. The Synthesized derivatives are conformed by analytical techniques (FT‐IR, 1H NMR, 13C NMR, elemental analysis) and their biological evaluation data is provided. The synthesized compounds displayed favorable docking scores in comparison to the ITK inhibitor, Ibrutinib. The in vitro cancer investigation shows that these compounds have good IC50 values, causing cytotoxicity against malignant cell lines. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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27. The Bioprotective Effects of Marigold Tea Polyphenols on Obesity and Oxidative Stress Biomarkers in High‐Fat‐Sugar Diet‐Fed Rats.
- Author
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Alsuwayt, Bader, Iftikhar, Neelam, Hussain, Abdullah Ijaz, Ahmad, Ashfaq, Zafar, Irsa, Khanam, Arifa, Tan, Wen-Nee, Nahar, Lutfun, Almuqati, Afaf F., Haji, Esraa Mohammad, Almutairy, Ali F., Sarker, Satyajit D., and Gasparotto Junior, Arquimedes
- Subjects
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LABORATORY rats , *CINNAMIC acid , *BODY mass index , *ELLAGIC acid , *SALICYLIC acid , *PHENOLIC acids , *GALLIC acid - Abstract
Background: The research is aimed at exploring the potential of marigold petal tea (MPT), rich in polyphenol contents, against oxidative stress and obesity in a rat model following a high‐fat‐sugar diet (HFSD). Methods: The MPT was prepared through the customary method of decoction and was subjected to analysis for its polyphenol composition using reversed‐phase high‐performance liquid chromatography (RP‐HPLC). Two specific doses of MPT, namely, 250 and 500 mg/kg body weight (BW), were chosen for the study—referred to as MPT‐250 and MPT‐500, respectively. Result: The main phenolic acids and flavonoids identified in MPT, with concentrations exceeding 10 mg/100 mL of tea, included catechin, rutin, salicylic acid, gallic acid, sinapic acid, chlorogenic acid, cinnamic acid, and ellagic acid. The total phenolic (TP) and total flavonoid (TF) contents in MPT were measured to be 5.53 and 7.73 mg/g, respectively. Additionally, MPT demonstrated a 57.2% scavenging capacity with 2,2‐diphenyl‐1‐picrylhydrazyl radical. Notably, the administration of a higher dose (MPT‐500) showed a significant reduction in body mass index (BMI) and a 51.24% reduction in the rate of increase in BW compared to the HFSD group. The findings indicated that all the treatment groups, that is, orlistat treatment (OT), MPT‐250, and MPT‐500 groups, experienced reduced levels of serum total cholesterol (TC), triglyceride (TG), and markers of lipoproteins in contrast to the HFSD group. Moreover, MPT helped restore the levels of malondialdehyde (MDA), superoxide dismutase (SOD), and reduced glutathione (GSH), thereby demonstrating its potential in combating oxidative stress. The MPT‐500 group also displayed decreased liver and kidney weights and an improved atherogenic index when compared to the HFSD group. Conclusion: The results clearly indicate that a high dosage of MPT showed antiobesity activity which was comparable to the same effects produced by the conventional drug orlistat. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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28. Targeting Matrix Metalloproteinase‐3 for Dental Caries Prevention Using Herbal Isolates: MMP3 Inhibition by Cinnamic Acids.
- Author
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Salman, Mahdieh, Asgartooran, Bahareh, Taherkhani, Amir, and Spagnuolo, Gianrico
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CAVITY prevention ,CINNAMIC acid ,CHLOROGENIC acid ,ROSMARINIC acid ,FERULIC acid ,CAFFEIC acid - Abstract
Objectives: Dental caries, a prevalent infectious disease affecting teeth, ranks highest among 328 diseases, according to a 2017 Lancet study. In demineralized human dentin, matrix metalloproteinase‐3 (MMP3) functions as a proteoglycanase, contributing to the degradation of proteoglycan components. This process exposes collagen fibrils, thereby facilitating the demineralization of the dentin matrix. Inhibiting MMP3 shows potential for preventing dental caries. Methods: The binding affinity of 20 cinnamic acid derivatives, namely cynarin, chlorogenic acid, rosmarinic acid, cinnamyl caffeate, phenethyl caffeate, N‐p‐coumaroyltyramine, caffeic acid 3‐glucoside, caffeic acid phenethyl ester, roscovitine, benzyl caffeate, o‐coumaric acid, artepillin C, caffeic acid, methyl caffeate, 2‐methylcinnamic acid, ferulic acid, drupanin, p‐coumaric acid, cinnamic acid, and sinapinic acid, to the MMP3 catalytic cleft, was assessed utilizing AutoDock 4.0. Molecular dynamics simulation was then employed to analyze the stability of backbone atoms in free MMP3, MMP3‐positive control inhibitor, and MMP3 complexed with the top‐ranked cinnamic acid over a 100 ns computer simulation. Results: Four cinnamic acids demonstrated ΔGbinding scores below −10 kcal/mol, with cynarin emerging as the most potent MMP3 inhibitor, featuring a ΔGbinding score and inhibition constant value of −15.57 kcal/mol and 3.83 pM, respectively. The MMP3–cynarin complex exhibited stability after a 50 ns computer simulation, showing a root‐mean‐square deviation of 8 Å. Conclusions: The inhibition of MMP3 by cynarin, chlorogenic acid, rosmarinic acid, and cinnamyl caffeate holds promise as a potential preventive strategy for dental caries. [ABSTRACT FROM AUTHOR]
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- 2024
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29. Physical, functional and bioactive properties of microencapsulated powders from banana pseudostem and inflorescence extracts.
- Author
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Gayathry, K. S. and John, Jenny Ann
- Subjects
PLANTAIN banana ,TROPICAL fruit ,AGRICULTURAL wastes ,SYRINGIC acid ,CINNAMIC acid - Abstract
Application of agricultural by-products in the functional food and beverage industry is currently gaining prominence. Banana (Musa spp) is a popular tropical fruit with global production of 124.97 million tonnes. The banana production industry contributes to large amount of solid waste/ banana by-products, such as, pseudostem and inflorescence. Palayankodan (Musa × paradisiaca Mysore AAB group), Nendran (Musa × paradisiaca AAB group) and Njalipoovan (Musa × paradisiaca AB group) are three popular and common cultivars in Kerala, a state in South India. The present study was aimed to extract the potential bioactive compounds from the pseudostem and inflorescence of the above-mentioned cultivars and to standardise the process of microencapsulation using spray drying. Ultrasonication assisted extraction using ethanol as solvent was carried out. The extract and wall material parameters were standardised for microencapsulation. The encapsulated powders were analysed for encapsulation yield, retention efficiency, physical properties, phytochemical composition, antioxidant potential and anti-diabetic activity. The encapsulation yields and retention efficiencies of the encapsulated powders were found to be approximately 75 and 70.51%, respectively. Results revealed that the powders exhibited lower bulk density, good solubility and reconstitutability. Scanning electron microscopy was also conducted to reveal the particle morphology. All the powders exhibited smooth, spherical shape, with no pores. The phenolic and flavonoid contents of the encapsulated pseudostem and inflorescence extract powders ranged from 2.75 to 3.13 mg GAE/ g of powder and 34.83 to 46.67 mg QE/g of powder, respectively. The present study also reported the in vitro bioactive properties, in terms of antioxidant and anti-diabetic activities of the encapsulated powders. The HPLC analysis of the microencapsulated powders revealed the presence of gallic acid, protocatechuic acid, trans cinnamic acid, trans ferulic acid, epicatechin and syringic acid. It is clear from the study that the encapsulated powders from banana by-products have a great potential to be utilised by the functional food industry. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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- View/download PDF
30. Cinnamic acid lowers blood pressure and reversesvascular endothelial dysfunction in rats.
- Author
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Shah, Abdul Jabbar, Qamar, Hafiz Misbah-ud-Din, Salma, Umme, and Khan, Taous
- Abstract
Cinnamic acid (CA) possesses important cardiovascular effects such as cardioprotective, antiatherogenic, antihyperlipidemic and antioxidant, which predicts its potential role in the treatment of hypertension. The study was executed to investigate the antihypertensive potential of CA in Sprague Dawley (SD) rats followed by evaluation in diverse vascular preparations. Invasive blood pressure monitoring technique was used in normotensive and hypertensive rats, under anesthesia. Isolated aortic rings from rat and rabbit, Langendorrf's perfused isolated rabbit heart and guinea-pig right atria were used to probe the underlying mechanisms. The responses were recorded with pressure and force transducers connected to PowerLab Data Acquisition System. Intravenous administration of CA induced a respective 54% and 38% fall in mean arterial pressure (MAP) in the hypertensive and normotensive rats, respectively. In rat aortic rings, the CA exhibited muscarinic receptors-linked NO and indomethacin-sensitive endothelium-dependent (>50%) and calcium antagonistic and KATP-mediated endothelium-independent vasodilator effects. The CA showed negative inotropic and chronotropic effects in guinea-pig atrial strips. The CA suppressed force of ventricular contraction and heart rate while caused a 25% increase in coronary flow. This study supports the medicinal importance of CA as antihypertensive agent. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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31. Common Mitochondrial Targets of Curcumin and Cinnamic Acid, the Membrane-Active Natural Phenolic Compounds.
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Fedotcheva, Tatiana A., Beloborodova, Natalia V., and Fedotcheva, Nadezhda I.
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CINNAMIC acid , *MICROBIAL products , *MEMBRANE potential , *OXIDATIVE phosphorylation , *CURCUMIN - Abstract
Background: Research has shown the multiple actions of curcumin on different cell systems, including enzymes and mitochondria. The detected effects of curcumin on mitochondria are diverse, ranging from protective to toxic. Objectives: In this present work, the influence of curcumin, as well as cinnamic acid, which is a microbial metabolite and a possible product of the microbial breakdown of curcumin, on isolated mitochondria, was investigated. Methods: Membrane potential, swelling, respiration, and calcium retention capacity were studied using selective electrodes, fluorescence and spectral methods. Results: It was found that curcumin at low concentrations (10–20 μM) activated the opening of the calcium-dependent permeability transition pore (mPTP) and decreased the calcium retention capacity and threshold concentrations necessary for the mPTP opening. Moreover, curcumin caused a concentration-dependent stepwise decrease in the membrane potential, accompanied by the activation of respiration and a decrease in oxidative phosphorylation, which indicates that curcumin is a typical mitochondrial uncoupler. The uncoupling effect strongly depended on the concentration of curcumin, which also increased, stepwise, from weak uncoupling at 25 µM to complete uncoupling at 75–100 µM. Cinnamic acid had similar effects, with the exception of the depolarizing effect, at concentrations that were an order of magnitude higher. Conclusions: Presumably, the uncoupling action of curcumin is a priming event that modulates any energy- and redox-dependent mitochondrial functions, from positive stimulation to toxic disorder. This effect can also underlie the curcumin-induced changes in different cellular processes and be achieved by targeted delivery of curcumin to certain cells, bypassing the microbiota. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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32. Efficient Production of Some Bioactive Depsides and Simple Phenolic Acids by Microshoots of Aronia × Prunifolia (Purple Aronia) Agitated Cultures as the Result of Feeding Strategy with Four Different Biogenetic Precursors.
- Author
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Kubica, Paweł, Szopa, Agnieszka, Setkiewicz, Adam, and Ekiert, Halina
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CINNAMIC acid , *CAFFEIC acid , *SYRINGIC acid , *BIOACTIVE compounds , *BENZOIC acid , *PHENOLIC acids , *CHLOROGENIC acid - Abstract
A precursor feeding strategy was used for the first time in agitated microshoot cultures of Aronia × prunifolia. This strategy involved the addition of biogenetic precursors of simple phenolic acids (phenylalanine, cinnamic acid, and benzoic acid) and depsides (caffeic acid) into the culture media, with an assessment of its effect on the production of these bioactive compounds. The in vitro cultures were maintained in Murashige–Skoog medium (1 mg/L BAP and 1 mg/L NAA). Precursors at five concentrations (0.1, 0.5, 1.0, 5.0, and 10.0 mmol/L) were fed into the medium at the time of culture initiation (point "0") and independently on the 10th day of growth cycles. The contents of 23 compounds were determined in methanolic extracts of biomass collected after 20 days of growth cycles using an HPLC method. All extracts contained the same four depsides (chlorogenic, neochlorogenic, rosmarinic, and cryptochlorogenic acids) and the same four simple phenolic acids (protocatechuic, vanillic, caffeic, and syringic acids). Chlorogenic and neochlorogenic acids were the predominant compounds in all extracts (max. 388.39 and 263.54 mg/100 g d.w.). The maximal total contents of all compounds were confirmed after feeding with cinnamic acid (5 mmol/L, point "0") and caffeic acid (10 mmol/L, point "0"), which caused a 2.68-fold and 2.49-fold increase in the contents of the estimated compounds vs. control cultures (603.03 and 558.48 mg/100 g d.w., respectively). The obtained results documented the efficacy of the precursor feeding strategy in enhancing the production of bioactive compounds in agitated cultures of A. × prunifolia and suggest a potential practical application value. [ABSTRACT FROM AUTHOR]
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- 2024
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33. Discovery of Cinnamic Acid Derivatives as Potent Anti- H. pylori Agents.
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Li, Yonglian, Zhao, Kun, Wu, Zhidi, Zheng, Yujun, Yu, Jialin, Wu, Sikun, Wong, Vincent Kam Wai, Chen, Min, Liu, Wenfeng, and Zhao, Suqing
- Subjects
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CINNAMIC acid derivatives , *HELICOBACTER pylori , *AMINO acid residues , *CINNAMIC acid , *ANTIBACTERIAL agents - Abstract
Antibiotics are currently used for the treatment of Helicobacter pylori (H. pylori), which is confirmed to be the major cause of gastric disorders. However, the long-term consumption of antibiotics has already caused antibiotic resistance and side effects in vivo. Therefore, there is an emerging need for searching for safe and effective anti-H. pylori agents. Inspired by the excellent bioactivities of cinnamic acid, a series of cinnamic acid derivatives (compounds 1–30) were synthesized and determined for H. pylori inhibition. The initial screening revealed that compound 23, a 2,4-dinitro cinnamic acid derivative containing 4-methoxyphenol, showed excellent H. pylori inhibition with an MIC value of 4 μM. Further studies indicated that compound 23 showed anti-bacterial activity and had a bactericidal effect on H. pylori due to the destruction of the bacterial structure. Molecular docking analysis revealed that the 2,4-dinitro groups in cinnamic acid moiety formed hydrogen bonding with amino acid residues in an active pocket of H. pylori protein. Interestingly, the ester moiety fitted into the hydrophobic pocket, attaining additional stability to compound 23. Above all, the present study reveals that compound 23 could be considered a promising anti-H. pylori agent to treat H. pylori causing gastritis. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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34. Metabolome and Transcriptome Joint Analysis Reveals That Different Sucrose Levels Regulate the Production of Flavonoids and Stilbenes in Grape Callus Culture.
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Gu, Xiaojiao, Fan, Zhiyi, Wang, Yuan, He, Jiajun, Zheng, Chuanlin, and Ma, Huiqin
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VITICULTURE , *METABOLITES , *CHALCONE synthase , *GENE expression , *CINNAMIC acid , *SUCROSE , *ISOFLAVONES , *PHENOLIC acids , *RESVERATROL - Abstract
To reveal the effect of sucrose concentration on the production of secondary metabolites, a metabolome and transcriptome joint analysis was carried out using callus induced from grape variety Mio Red cambial meristematic cells. We identified 559 metabolites—mainly flavonoids, phenolic acids, and stilbenoids—as differential content metabolites (fold change ≥2 or ≤0.5) in at least one pairwise comparison of treatments with 7.5, 15, or 30 g/L sucrose in the growing media for 15 or 30 days (d). Resveratrol, viniferin, and amurensin contents were highest at 15 d of subculture; piceid, ampelopsin, and pterostilbene had higher contents at 30 d. A transcriptome analysis identified 1310 and 498 (at 15 d) and 1696 and 2211 (at 30 d) differentially expressed genes (DEGs; log2(fold change) ≥ 1, p < 0.05) in 7.5 vs. 15 g/L and 15 vs. 30 g/L sucrose treatments, respectively. In phenylpropane and isoflavone pathways, DEGs encoding cinnamic acid 4-hydroxylase, chalcone synthase, chalcone isomerase, and flavanone 3-hydroxylase were more highly expressed at 15 d than at 30 d, while other DEGs showed different regulation patterns corresponding to sucrose concentrations and cultivation times. For all three sucrose concentrations, the stilbene synthase (STS) gene exhibited significantly higher expression at 15 vs. 30 d, while two resveratrol O-methyltransferase (ROMT) genes related to pterostilbene synthesis showed significantly higher expression at 30 vs. 15 d. In addition, a total of 481 DEGs were annotated as transcription factors in pairwise comparisons; an integrative analysis suggested MYB59, WRKY20, and MADS8 as potential regulators responding to sucrose levels in flavonoid and stilbene biosynthesis in grape callus. Our results provide valuable information for high-efficiency production of flavonoids and stilbenes using grape callus. [ABSTRACT FROM AUTHOR]
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- 2024
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35. A critical examination of human data for the biological activity of phenolic acids and their phase-2 conjugates derived from dietary (poly)phenols, phenylalanine, tyrosine and catecholamines.
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Williamson, Gary and Clifford, Michael N.
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PHENOLIC acids , *PHENYLACETIC acid , *CINNAMIC acid , *MEDIAN (Mathematics) , *AMINO acids , *CAFFEIC acid , *TRIMETHYLAMINE oxide - Abstract
AbstractFree or conjugated aromatic/phenolic acids arise from the diet, endogenous metabolism of catecholamines (adrenaline, noradrenaline, dopamine), protein (phenylalanine, tyrosine), pharmaceuticals (aspirin, metaprolol) plus gut microbiota metabolism of dietary (poly)phenols and undigested protein. Quantitative data obtained with authentic calibrants for 112 aromatic/phenolic acids including phase-2 conjugates in human plasma, urine, ileal fluid, feces and tissues have been collated and mean/median values compared with
in vitro bioactivity data in cultured cells.Ca 30% of publications report bioactivity at ≤1 μmol/L. With support from clinical studies, it appears that the greatest benefit might be produced in vascular tissues by C6–C3 metabolites, including some of gut microbiota origin and some phase-2 conjugates, 15 of which are 3′,4′-disubstituted with multiple sources including caffeic acid and hesperetin, plus one unsubstituted and two mono-substituted examples which can originate from protein. There is an unexamined potential for synergy. Free-living and washout plasma data are scarce. Some metabolites have been overlooked, notably phenyl-lactic, phenyl-hydracrylic and phenyl-propanoic acids, especially those from amino acids plus glycine, hydroxy-glycine and glutamine conjugates. Phenolic acids and conjugates from multiple sources exhibit biological activities, some of which are likely relevantin vivo and link to biomarkers of health. Further targeted studies are justified. [ABSTRACT FROM AUTHOR]- Published
- 2024
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36. Degradation of Cinnamic Acid by the Rhizospheric Strain Achromobacter insolitus LCu2.
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Kryuchkova, E. V., Morozova, E. S., Grinev, V. S., Burygin, G. L., Gogoleva, N. E., and Gogolev, Yu. V.
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CINNAMIC acid , *FERULIC acid , *GENOMICS , *GENE clusters , *ACHROMOBACTER - Abstract
The strain Achromobacter insolitus LCu2 isolated from the roots of alfalfa (Medicagosativa L.) utilized cinnamic acid and its methoxy derivatives (vanillic and ferulic acids) as the sole carbon source. Weak growth was observed with m-coumaric acid, but not on o- or p-coumaric acids. Growth on the cinnamic acid was slow and diauxic. The substrate decreased in the cultivation medium by 53%; the degradation efficiency during 14 days was 30 μg/mg wet weight. Despite the bactericidal effect of cinnamic acid, the culture A. insolitus LCu2 remained viable for a long time. Genomic analysis revealed two gene clusters (hca and mhp) responsible for the dihydroxylation of the phenyl ring (hcaA1A2CDB) and its subsequent cleavage to central metabolic products (mhpACDE), as well as a transcriptional regulator (hcaR) and a putative transporter (hcaT). A putative biochemical pathway for cinnamic acid degradation by the strain A. insolitus LCu2 was predicted using genomic data. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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37. Down-regulation of NF-κB signalling by methanolic extract of Viola odorata (L.) attenuated in vivo inflammatory and angiogenic responses.
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Andleeb, Farzana, Elsadek, Mohamed Farouk, Asif, Muhammad, Al-Numair, Khalid S., Chaudhry, Shafqat Rasul, Saleem, Mohammad, and Yehya, Ashwaq Hamid Salem
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CINNAMIC acid , *CAFFEIC acid , *NEOVASCULARIZATION inhibitors , *GALLIC acid , *BENZOIC acid , *PHENOLIC acids - Abstract
Intractable inflammation plays a key role in the progression of autoimmune diseases such as rheumatoid arthritis. Oedema and angiogenesis are the hall marks of chronic inflammation. The current study was aimed to investigate the pharmacological effects of the methanolic extract of Viola odorata (Vo.Me) on inflammation induced oedema and angiogenesis, and to identify the active principles and explore the molecular mechanisms thereof. Various models of inflammation were utilized in rats, including carrageenan- and histamine-induced acute oedema, as well as chronic models of Complete Freund's Adjuvant (CFA)-induced arthritis and cotton pellet-induced granuloma. Anti-angiogenic activity was evaluated by CAM assay followed by quantification of phytoconstituents through HPLC. Effect of Vo.Me treatment on the expression of various mediators (PGE-2 and NO) and genes (IL-1β, TNF-α, NF-κB, and COX-2) were explored by qPCR and ELISA assays. HPLC analysis showed the presence of quercetin, chlorogenic acid, gallic acid, benzoic acid, m-coumaric acid, p-coumaric acid, synergic acid, caffeic acid, vanillic acid, sinapic acid, and cinnamic acid in Vo.Me. Significant dose-dependent inhibition of rats' paw oedema was observed in the Vo.Me administered groups (p < 0.05) in both acute and chronic inflammatory models. Moreover, at a dosage of 500 mg/kg, Vo.Me exhibited a comparable anti-inflammatory effect to indomethacin (p > 0.05). Additionally, Vo.Me demonstrated a remarkable anti-granulomatous activity. Histopathological findings demonstrated amelioration of inflammation in animal paws which were treated with Vo.Me and indomethacin. CAM assay also displayed significant inhibitory effect of Vo.Me on the blood vasculature growth. Vo.Me treatment also caused relatively less gastric irritation and hepatic damage as compared to indomethacin. At a molecular level, the down-regulation of NF-κB signalling leading to the decreased activation of pro-inflammatory mediators (such as IL-1β, TNF-α, and COX-2) and their downstream molecules including prostaglandin E-2 (PGE-2) and nitric oxide (NO), is suggested to be responsible for these diverse anti-inflammatory effects. These findings confirmed the promising anti-inflammatory and anti-angiogenic activities of Vo.Me, which warrant bench-to-bedside translational studies to assess its safety and suitability for clinical usage. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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38. The hydrates of chlorogenic acid in its aqueous solution and in stored food products.
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Dawidowicz, Andrzej L., Typek, Rafał, Hołowiński, Piotr, and Olszowy-Tomczyk, Małgorzata
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CINNAMIC acid derivatives , *QUINIC acid , *CINNAMIC acid , *CAFFEIC acid , *FOOD storage - Abstract
Chlorogenic acids (CQAs), a large family of naturally occurring esters of quinic acid with one, two or even three cinnamic acids moieties and/or moieties of cinnamic acids derivatives, supplied to human organisms mainly with coffee, tea, fruit and vegetables, have been among the most frequently studied polyphenols. Of these, caffeic acid esters predominate, and 5-O-caffeoylquinic acid (5-CQA) is their main and most widespread representative. Recently performed studies have shown that after removing water from the aqueous solution of 5-CQA, its dry residue contains two hydrates of this compound, each consisting of two 5-CQA molecules and two molecules of H2O (2 × 5-CQA*2xH2O). The results presented in the paper not only define the characteristic features of 5-CQA but, more importantly, offer solid evidence that 5-CQA hydrates begin to form already in the aqueous solution of 5-CQA immediately after the dissolution of this compound and that the analogous process can occur in food products containing 5-CQA during their storage. Moreover, the performed experiments indicate the validity of the hypothesis that 5-CQA hydrates are formed by active collisions of 5-CQA molecules with monomeric/dimeric water molecules existing in trace amount in strongly associated aqueous systems. The presence of 5-CQA hydrates in liquid food products may have a significant impact on the assessment of some of their physicochemical properties as well as their biochemical activity. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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39. The Effect of CKD-495, Eupacidin, and Their Marker Compounds on Altered Permeability in a Postoperative Ileus Animal Model.
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Kim, Min-Jae, Hussain, Zahid, Lee, Young Ju, and Park, Hyojin
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INTESTINAL barrier function ,ANIMAL models of inflammation ,CINNAMIC acid ,TIGHT junctions ,LEUKOCYTE count - Abstract
Background and Objectives: Postoperative ileus (POI) is a delay in gastrointestinal transit following surgery that leads to various complications. There is limited understanding of its effective treatment options. CKD-495 and eupacidin are natural products licensed for treating mucosal lesions in acute and chronic gastritis; however, little is known about their effects on intestinal permeability. This study evaluated the effects of CKD-495, eupacidin, and its components (eupatilin and cinnamic acid) on intestinal permeability in an animal model of POI. Materials and Methods: Guinea pigs underwent surgical procedures and were randomly assigned to different treatment groups. Drugs were administered orally prior to surgery. Intestinal permeability, leukocyte count, and the expression of calprotectin and tight junction proteins were measured in the harvested ileum tissue. Results: The intestinal permeability and leukocyte count were higher in the POI group than in the control group. The pre-administration of CKD-495, cinnamic acid, eupacidin, and eupatilin effectively prevented these changes in the POI model. No significant differences were observed in the expression of tight junction proteins. Conclusions: CKD-495, cinnamic acid, eupacidin, and eupatilin exerted protective effects against increased intestinal permeability and inflammation in an animal model of POI. These natural products have potential as therapeutic options for the treatment of POI. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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40. Evaluation of phytotoxic potential in Asteraceae plant extracts for biological control of Echinochloa crus‐galli and Echinochloa colona.
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Trang, Nguyen Thi Thuy, Cuong, Nguyen The, Van Vang, Le, and Le Thi, Ho
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BIOLOGICAL weed control ,TITHONIA diversifolia ,CINNAMIC acid ,CAFFEIC acid ,COMMON sunflower ,HERBICIDES - Abstract
This study evaluates the phytotoxic potential of methanolic extracts from six Asteraceae species: Wedelia chinensis, Helianthus annuus, Cosmos bipinnatus, Tagetes erecta, Tithonia diversifolia, and Zinnia elegans. The extracts were tested at concentrations of 0.03, 0.1, 0.3, and 1.0 g/mL to assess their inhibitory effects on the radicle and hypocotyl lengths of Echinochloa crus‐galli and Echinochloa colona. The two most potent species, C. bipinnatus and T. diversifolia, were further evaluated using extracts from their roots, stems, and leaves. Among these, C. bipinnatus leaf extracts showed the most significant phytotoxicity and were tested at 20, 40, and 60 days of plant age. At 0.03 g/mL, C. bipinnatus extract inhibited the hypocotyl and radicle lengths of E. colona by 23.01% and 56.45%, and E. crus‐galli by 8.5% and 36.35%, respectively. At 1.0 g/mL, the extract inhibited the hypocotyl lengths of E. colona and E. crus‐galli by 97.54% and 88.15%, and the radicle lengths by 93.52% and 99.99%, respectively. The 60‐day‐old C. bipinnatus leaf extract exhibited the highest inhibitory effect, correlating with the identification of key allelochemicals such as cinnamic acid, caffeic acid, coumaric acid, ferulic acid, 2‐4 dimethohydroxy benzoic acid, and salicylic acid. These findings suggest that the 60‐day‐old C. bipinnatus leaf extracts have strong potential for use in the biological control of these weed species, offering a promising avenue for the development of natural herbicides. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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41. Global organization of phenylpropanoid and anthocyanin pathways revealed by proximity labeling of trans-cinnamic acid 4-hydroxylase in Petunia inflata petal protoplasts.
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Aravena-Calvo, Javiera, Busck-Mellor, Silas, and Laursen, Tomas
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PLANT enzymes ,PHENYLPROPANOIDS ,CINNAMIC acid ,CARBON cycle ,CYTOCHROME P-450 - Abstract
The phenylpropanoid pathway is one of the main carbon sinks in plants, channeling phenylalanine towards thousands of products including monolignols, stilbenes, flavonoids and volatile compounds. The enzymatic steps involved in many of these pathways are well characterized, however the physical organization of these enzymes within the plant cell remains poorly understood. Proximity-dependent labeling allows untargeted determination of both direct and indirect protein interactions in vivo, and therefore stands as an attractive alternative to targeted binary assays for determining global proteinprotein interaction networks. We used TurboID-based proximity labeling to study protein interaction networks of the core phenylpropanoid and anthocyanin pathways in petunia. To do so, we coupled the endoplasmic reticulum (ER) membrane anchored cytochrome P450 cinnamic acid 4-hydroxylase (C4H, CYP73A412) from Petunia inflata to TurboID and expressed it in protoplasts derived from anthocyanin-rich petunia petals. We identified multiple soluble enzymes from the late anthocyanin pathway among enriched proteins, along with other C4H isoforms, and other ER membrane anchored CYPs. Several of these interactions were subsequently confirmed by bimolecular fluorescence complementation (BiFC). Our results suggest that C4H co-localizes with enzymes from the phenylpropanoid- and downstream anthocyanin pathways, supporting the idea that C4H may serve as ER anchoring points for downstream metabolic pathways. Moreover, this study demonstrates the feasibility of using protoplasts to perform global mapping of protein network for enzymes in their native cellular environment. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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42. Physiological and biochemical response of strawberry cv. diamond to nano zeolite soil application and cinnamic acid foliar application
- Author
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Najmeh Zeinalipour and Safoora Saadati
- Subjects
Antioxidants ,Cinnamic acid ,Fruit quality ,Strawberry ,Nano fertilizer ,Yield ,Medicine ,Science - Abstract
Abstract The increasing global population and climate change are pressing challenges that necessitate innovative agricultural solutions to ensure food security. One promising approach is the use of nano fertilizers and foliar spraying techniques, which enhance nutrient delivery to plants. The purpose of this research was to examine how three different concentrations of nano zeolite (0, 30, and 60 mg L− 1) applied to the soil through irrigation and three different concentrations of cinnamic acid (0, 100, and 200 µM) applied topically affected the physiological and biochemical characteristics of strawberry (Fragaria × ananassa Duch.) cv. diamond, as well as the crop’s yield and quality of its fruits. A factorial system with three replications was used in the experiment, which was designed in a completely randomized design. According to the data, all features except stomatal conductivity were considerably impacted by soil application of nano zeolite and foliar spraying of cinnamic acid. Moreover, cinnamic acid (200 µM) spray combined with soil application nano zeolite (60 mg L− 1) decreased electrolyte leakage, transpiration rate, and malondialdehyde, while enhanced chlorophyll content, net photosynthesis rate, leaf dry matter, relative water content, fruit length and diameter, yield, and fruit quality parameters.
- Published
- 2024
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43. Synergistic effect of zinc oxide-cinnamic acid nanoparticles for wound healing management: in vitro and zebrafish model studies
- Author
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Jehad Zuhair Tayyeb, Ajay Guru, Karthikeyan Kandaswamy, Divya Jain, Chandrakumar Manivannan, Khairiyah Binti Mat, Mohd Asif Shah, and Jesu Arockiaraj
- Subjects
Cinnamic acid ,Zinc oxide nanoparticle ,Wound healing ,Nanomedicine ,Zebrafish model ,Wound infection ,Biotechnology ,TP248.13-248.65 - Abstract
Abstract Wound infections resulting from pathogen infiltration pose a significant challenge in healthcare settings and everyday life. When the skin barrier is compromised due to injuries, surgeries, or chronic conditions, pathogens such as bacteria, fungi, and viruses can enter the body, leading to infections. These infections can range from mild to severe, causing discomfort, delayed healing, and, in some cases, life-threatening complications. Zinc oxide (ZnO) nanoparticles (NPs) have been widely recognized for their antimicrobial and wound healing properties, while cinnamic acid is known for its antioxidant and anti-inflammatory activities. Based on these properties, the combination of ZnO NPs with cinnamic acid (CA) was hypothesized to have enhanced efficacy in addressing wound infections and promoting healing. This study aimed to synthesize and evaluate the potential of ZnO-CN NPs as a multifunctional agent for wound treatment. ZnO-CN NPs were synthesized and characterized using key techniques to confirm their structure and composition. The antioxidant and anti-inflammatory potential of ZnO-CN NPs was evaluated through standard in vitro assays, demonstrating strong free radical scavenging and inhibition of protein denaturation. The antimicrobial activity of the nanoparticles was tested against common wound pathogens, revealing effective inhibition at a minimal concentration. A zebrafish wound healing model was employed to assess both the safety and therapeutic efficacy of the nanoparticles, showing no toxicity at tested concentrations and facilitating faster wound closure. Additionally, pro-inflammatory cytokine gene expression was analyzed to understand the role of ZnO-CN NPs in wound healing mechanisms. In conclusion, ZnO-CN NPs demonstrate potent antioxidant, anti-inflammatory, and antimicrobial properties, making them promising candidates for wound treatment. Given their multifunctional properties and non-toxicity at tested concentrations, ZnO-CN NPs hold significant potential as a therapeutic agent for clinical wound management, warranting further investigation in human models.
- Published
- 2024
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44. Correlating structural distortions and optical shifts in carboxylate-exchanged CdSe nanoplatelets.
- Author
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Peifer, Shoshanna, Wiscons, Ren A., and Olshansky, Jacob H.
- Subjects
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OPTICAL distortion , *NANOPARTICLES , *QUANTUM confinement effects , *CARBOXYLATES , *CINNAMIC acid , *BENZOATES - Abstract
Quasi-2D nanomaterials such as semiconducting nanoplatelets (NPLs) have drawn considerable interest due to their tunable optical properties and large surface to volume ratios. Cadmium selenide (CdSe) NPLs are of particular fundamental interest since their thicknesses can be controlled with atomic precision using well-established solution-phase synthetic techniques. Additionally, their large surface area makes them especially susceptible to changes in the identity of the capping ligands and, therefore, good model systems for understanding surface chemistry. In the current work, we explore the role of these ligands in altering the lattice parameters and optical properties of CdSe NPLs. We build on prior research that has employed varying binding groups, including thiols, phosphonic acids, and halides, to demonstrate ligand-dependent optical bandgap changes and concomitant lattice distortions as determined by powder x-ray diffraction (PXRD). Our work investigates the correlations between ligand-induced optical and structural changes with a series of ligands that maintain a consistent carboxylic acid binding group, thus allowing us to probe secondary ligand effects. We perform ligand exchanges on oleic acid-capped CdSe NPLs with benzoic acids, cinnamic acids, and cyclohexanecarboxylic acid. In all cases, the optical bandgap decreases upon ligand exchange, and a correlated expansion in the thickness of the NPLs is observed via PXRD. We also observe that the benzoic acids produce larger optical and structural distortions than the cinnamic acids. We show that the optical and structural correlation is nearly quantitatively described by quantum confinement effects, with the thicker quantum wells exhibiting smaller energy gaps. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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45. Phenylalanine ammonia‐lyases and 4‐coumaric acid coenzyme A ligases in Chara braunii, Marchantia polymorpha, and Physcomitrium patens as extant model organisms for plant terrestrialization.
- Author
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Schwarze, Christoph Michael and Petersen, Maike
- Subjects
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MOLECULAR evolution , *CINNAMIC acid , *PHENYLPROPANOIDS , *PHENYLALANINE , *BIOCHEMICAL substrates - Abstract
SUMMARY: The conquest of land posed severe problems to plants which they had to cope with by adapting biosynthetic capacities. Adaptations to respond to UV irradiation, water loss, pathogen and herbivore defense, and the earth's pull were essential. Chemical compounds alleviating these problems can be synthesized by the phenylpropanoid pathway, the core of which are three enzymes: phenylalanine ammonia‐lyase (PAL), cinnamic acid 4‐hydroxylase, and 4‐coumaric acid coenzyme A‐ligase (4CL). The genomes of model organisms, Chara braunii as aquatic alga and the two bryophytes Physcomitrium patens and Marchantia polymorpha, were searched for sequences encoding PAL and 4CL and selected sequences heterologously expressed in Escherichia coli for biochemical characterization. Several possible isoforms were identified for both enzymes in Marchantia polymorpha and Physcomitrium patens, while only one or two isoforms could be retrieved for Chara braunii. Active forms of both enzymes were found in all three organisms, although the catalytic efficiencies varied in a wide range. l‐Phenylalanine was accepted as best substrate by all PAL‐like enzymes, despite annotations in some cases suggesting different activities. The substrate spectrum of 4CLs was more diverse, but caffeic and/or 4‐coumaric acids generally were the best‐accepted substrates. Our investigations show that PAL and 4CL, important enzymes for the formation of phenolic compounds, are present and active in extant charophytes and bryophytes as model organisms for the conquest of land. Significance Statement: Upon terrestrialization, plants have profited from an effective phenylpropanoid metabolism enabling them to cope with stressors on land. Essential enzymes, phenylalanine ammonia‐lyase, and 4‐coumaric acid coenzyme A‐ligase are present and active in the charophyte Chara braunii (shown for the first time) and the bryophytes Marchantia polymorpha and Physcomitrium patens and have been characterized on molecular and biochemical levels. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
46. An ancient role for CYP73 monooxygenases in phenylpropanoid biosynthesis and embryophyte development.
- Author
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Knosp, Samuel, Kriegshauser, Lucie, Tatsumi, Kanade, Malherbe, Ludivine, Erhardt, Mathieu, Wiedemann, Gertrud, Bakan, Bénédicte, Kohchi, Takayuki, Reski, Ralf, and Renault, Hugues
- Subjects
- *
GENE silencing , *CINNAMIC acid , *GENE families , *PHENYLPROPANOIDS , *PLANT adaptation - Abstract
The phenylpropanoid pathway is one of the plant metabolic pathways most prominently linked to the transition to terrestrial life, but its evolution and early functions remain elusive. Here, we show that activity of the t -cinnamic acid 4-hydroxylase (C4H), the first plant-specific step in the pathway, emerged concomitantly with the CYP73 gene family in a common ancestor of embryophytes. Through structural studies, we identify conserved CYP73 residues, including a crucial arginine, that have supported C4H activity since the early stages of its evolution. We further demonstrate that impairing C4H function via CYP73 gene inactivation or inhibitor treatment in three bryophyte species—the moss Physcomitrium patens, the liverwort Marchantia polymorpha and the hornwort Anthoceros agrestis —consistently resulted in a shortage of phenylpropanoids and abnormal plant development. The latter could be rescued in the moss by exogenous supply of p -coumaric acid, the product of C4H. Our findings establish the emergence of the CYP73 gene family as a foundational event in the development of the plant phenylpropanoid pathway, and underscore the deep-rooted function of the C4H enzyme in embryophyte biology. Synopsis: The phenylpropanoid pathway is assumed to represent a key plant metabolic adaptation associated with terrestrial life, and processes about 30% of all photosynthetic carbon on Earth. This study highlights the importance of the evolutionary co-emergence of the CYP73 gene family, which encodes t -cinnamic acid 4-hydroxylase (C4H) enzymes, in establishing this pathway in a land plant's ancestor. The CYP73 gene family emerged in an ancestor of land plants and has subsequently been conserved. The CYP73 gene family encodes C4H, the first plant-specific enzyme in the phenylpropanoid pathway, from the earliest stages of its evolution. Alteration of C4H function via CYP73 gene inactivation or inhibitor treatment consistently disrupts phenylpropanoid synthesis and development in land plants. This paper shows that the t -cinnamic acid 4-hydroxylase activity emerged with the CYP73 gene family in a common ancestor of all land plants. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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47. 1,2-Dicinnamoyl- sn -glycero-3-phosphocholine Improves Insulin Sensitivity and Upregulates mtDNA-Encoded Genes in Insulin-Resistant 3T3-L1 Adipocytes: A Preliminary Study.
- Author
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Cierzniak, Aneta, Gliszczyńska, Anna, and Małodobra-Mazur, Małgorzata
- Abstract
Background: Insulin resistance is a condition characterized by a reduced biological response to insulin. It is one of the most common metabolic diseases in modern civilization. Numerous natural substances have a positive effect on metabolism and energy homeostasis including restoring the proper sensitivity to insulin. There may be several possible mechanisms of action. In the present study, we elucidated two natural compounds with an impact on insulin signaling in IR adipocytes involving mitochondria. Methods: Mature 3T3-L1 adipocytes with artificially induced insulin resistance by palmitic acid (16:0) were used for the study. Cinnamic acid and 1,2-dicinnamoyl-sn-glycero-3-phosphocholin (1,2-diCA-PC) were tested at three concentrations: 25 μM, 50 μM, and 125 μM. The number of mitochondria and the expression of genes encoded by mtDNA were elucidated in control and experimental cells. Results: Experimental cells treated with 1,2-diCA-PC displayed increased insulin-stimulated glucose uptake in a dose-dependent manner, accompanied by an increase in mtDNA copy number. Moreover, in experimental cells treated with 1,2-diCA-PC at a concentration of 125 μM, a significant increase in the expression level of all analyzed genes encoded by mtDNA compared to control cells was observed. Our study showed a relationship between improved cellular sensitivity to insulin by 1,2-diCA-PC and an increase in the number of mitochondria and expression levels of genes encoded by mtDNA. Conclusions: To summarize, the results suggest the therapeutic potential of cinnamic acid derivative 1,2-diCA-PC to enhance the insulin sensitivity of adipocytes. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
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48. Evaluation of the cytotoxic activity of chemically characterized propolis originating from different geographic regions and vitamin D co-supplementation against human ovarian cancer cells.
- Author
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Ali, Eman, Helmy, Maged W., Radwan, Eman H., Abdul Aziz, Karoline K., El-Wahed, Aida A. Abd, El-Samad, Lamia M., and El Wakil, Abeer
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LIQUID chromatography-mass spectrometry , *FATTY acid methyl esters , *DRUG discovery , *NUTRITION , *CINNAMIC acid - Abstract
Ovarian cancer is the second most common and lethal gynecologic malignancy. Among natural product-based therapy, the honeybee products, particularly propolis, serve a valuable source contributing directly to human nutrition and health. In the present study, we determined the chemical composition of different types of propolis originating from Egypt, Germany and France using liquid chromatography-tandem mass spectrometry. The compounds identified belong to different metabolite classes, including flavonoids, cinnamic acid, chalcones, terpenoids, phenolic lipids, stilbenes, phenolic compounds, carbohydrates, vitamins, coumarins, polyprenylated benzophenone, benzoic acids, fatty acid methyl ester, and coumaric acid, and their derivatives. The most active extract is from France then Egypt and Germany. Afterwards, we treated the human ovarian cancer cells, OVCAR4, with different concentrations (1–400 μg/mL) of variable propolis types supplemented or not with vitamin D (0.0015–0.15 μg/mL) in order to evaluate the efficacy and the cytotoxic activities of our local P as compared to other types collected from different geographic regions. Importantly, the combinatorial treatment of OVCAR4 cancer cells with propolis and vitamin D in the same concentration ranges resulted in enhanced cell viability inhibition. Furthermore, such co-supplementation with vitamin D inhibits predominately the proliferative activity of cell population with the French propolis type as manifested by Ki67 expression, while it reduces considerably its expression, particularly with the German type, followed by the Egyptian one. Nowadays, scientists are interested by natural products which have risen to the forefront of drug discovery. Chemically characterized propolis showing cell viability inhibition and antiproliferative potential seems a valuable extract for further consideration as anti-carcinogenic agent. [ABSTRACT FROM AUTHOR]
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- 2024
- Full Text
- View/download PDF
49. Twenty‐eight days of repeated dose sub‐acute toxicological evaluation of polyherbal Ayurvedic medicine BPGrit in Sprague–Dawley rats.
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Balkrishna, Acharya, Sinha, Sandeep, Bhattacharya, Kunal, and Varshney, Anurag
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DIETARY patterns ,ANIMAL behavior ,AYURVEDIC medicine ,CINNAMIC acid ,BODY weight - Abstract
A pre‐clinical toxicological evaluation of herbal medicines is necessary to identify any underlying health‐associated side effects, if any. BPGrit is an Ayurveda‐based medicine prescribed for treating hypertensive conditions. High‐performance liquid chromatography‐based analysis revealed the presence of gallic acid, ellagic acid, coumarin, cinnamic acid, guggulsterone E, and guggulsterone Z in BPGrit. For sub‐acute toxicity analysis of BPGrit, male and female Sprague–Dawley rats were given repeated oral gavage at 100, 300, and 1000 mg/kg body weight/day dosages for 28 days, followed by a 14‐day recovery phase. No incidences of mortality, morbidity, or abnormal clinical signs were observed in BPGrit‐treated rats throughout the study period. Also, the body weight and food consumption habits of the experimental animals did not change during the study duration. Hematological, biochemical, and histopathological analysis did not indicate any abnormal changes occurring in the BPGrit‐treated rats up to the highest tested dose of 1000 mg/kg body weight/day. Finally, the study established the "no‐observed‐adverse‐effect level" for BPGrit at >1000 mg/kg body weight/day in Sprague–Dawley rats. BPGrit, an Ayurvedic polyherbal medicine prescribed to hypertensive patients, was evaluated for sub‐acute toxicity Sprague–Dawley rats over a period of 28 days, with a 14‐day recovery phase. Presence of several beneficial phytochemicals was observed in BPGrit using high‐performance liquid chromatography analysis. Repeated oral gavage of BPGrit in male and female animals did not induce mortality, morbidity, or abnormal clinical, biochemical, hematological, or histological signs. Based on these observations, the "no‐observed‐adverse‐effect level" for BPGrit was established at >1000 mg/kg body weight/day. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
50. Evaluation of Shoot Collection Timing and Hormonal Treatment on Seedling Rooting and Growth in Four Poplar Genomic Groups.
- Author
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Varnagirytė-Kabašinskienė, Iveta, Suchockas, Vytautas, Urbaitis, Gintautas, Žemaitis, Povilas, Muraškienė, Milda, Čiuldienė, Dovilė, Černiauskas, Valentinas, Armoška, Emilis, and Vigricas, Egidijus
- Subjects
COTTONWOOD ,BIOMASS energy ,CINNAMIC acid ,FOREST biomass ,ROOT formation ,POPLARS - Abstract
Populus spp. is an economically valuable tree worldwide, known for its adaptability, fast growth, and versatile wood, often cultivated in short-rotation plantations. Effective propagation is crucial for rapid genetic improvement and global demand for forest products and biomass energy. This study focused on the rooting and growth of poplar cuttings, examining shoot collection timing and growth stimulant treatments across four hybrids: Populus deltoides × P. nigra (Agathe F), P. maximowiczii × P. trichocarpa (Arges), P. deltoides × P. trichocarpa (Donk), and an interspecific hybrid Populus × canadensis (F-448). The experiment used hybrid poplar cuttings collected in spring 2022 and 2023, planted in controlled climates with a randomized block design. Cuttings were soaked for 24 h in growth stimulants, namely indole-3-butyric acid, cinnamic acid, and indole-3-acetic acid. After 12 weeks, rooting percentage and seedling height were assessed. The study found that the optimal time for collecting poplar cuttings for best rooting is late winter to early spring, specifically from March to early April, with shoots collected after early April showing the lowest rooting potential. The growth stimulants significantly influenced the growth of poplar seedlings. There was a tendency for lower concentrations to increase root formation and seedling height, while higher concentrations had adverse effects. Despite variations in growth rates, a consistent growth pattern was observed across different shoot collection dates for all genomic groups. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
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