4,689 results on '"BENZOPHENONES"'
Search Results
2. Dissolved organic matter-mediated adsorption behavior of benzophenones on functionalized covalent triazine frameworks
- Author
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Zhu, Chao, Yang, Mingzheng, Wu, Jiaxin, Wang, Jun, Fang, Qile, Song, Shuang, Chen, Baoliang, and Shen, Yi
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- 2024
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3. Exposure to endocrine disrupting chemicals from beverage packaging materials and risk assessment for consumers
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Marchiandi, Jaye, Alghamdi, Wejdan, Dagnino, Sonia, Green, Mark P., and Clarke, Bradley O.
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- 2024
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4. Cell cycle, apoptosis, cell differentiation, and lipid metabolism gene expression in endometriotic tissue and exposure to parabens and benzophenones
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Peinado, F.M., Olivas-Martínez, A., Iribarne-Durán, L.M., Ubiña, A., León, J., Vela-Soria, F., Fernández-Parra, J., Fernández, M.F., Olea, N., Freire, C., Ocón-Hernández, O., and Artacho-Cordón, F.
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- 2023
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5. Thin-film microextraction using the metal-organic framework DUT-52 for determining endocrine disrupting chemicals in cosmetics
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Gutiérrez-Serpa, Adrián, Pasán, Jorge, Jiménez-Abizanda, Ana I., Kaskel, Stefan, Senkovska, Irena, and Pino, Verónica
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- 2022
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6. Toxic effects and transcriptome analyses of zebrafish (Danio rerio) larvae exposed to benzophenones
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Meng, Qi, Yeung, Karen, Kwok, Man Long, Chung, Chun Ting, Hu, Xue Lei, and Chan, King Ming
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- 2020
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7. Chapter Four - Benzophenones from African plants to fight cancers and cancer drug resistance
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Nchiozem-Ngnitedem, Vaderament-A., Buyinza, Daniel, and Kuete, Victor
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- 2025
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8. Exploring pyrazolines as potential inhibitors of NSP3-macrodomain of SARS-CoV-2: synthesis and in silico analysis.
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Joshi, Rekha, Gaikwad, Harsh, Soge, Bhavana, Alshammari, Abdulrahman, Albekairi, Norah A., Kabra, Atul, Yashwante, Usha, Kolte, Baban, Lokhande, Pradip, and Meshram, Rohan J
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MOLECULAR dynamics , *SARS-CoV-2 Omicron variant , *BENZOPHENONES , *POTASSIUM hydroxide , *STRUCTURAL dynamics - Abstract
COVID-19 has proved to be a global health crisis during the pandemic, and the emerging JN.1 variant is a potential threat. Therefore, finding alternative antivirals is of utmost priority. In the current report, we present the synthesis of new and potential anti-viral pyrazoline compounds. Here we report a chemical scheme where β-aryl β-anilino ketones react with phenyl hydrazine in potassium hydroxide to give the corresponding 3,5-diarylpyrazoline. The protocol is applicable to a variety of β-amino ketones and tolerates several functional groups. This method is efficient and proceeds regioselectivity since the β-Anilino group acts as a protecting group for alkenes of chalcones. We identified the NSP3-microdomain (Mac-1) of SARS-CoV-2 as a putative target for newly synthesized triaryl-2-pyrazoline compounds. The molecular dynamics simulation-based free energy estimation suggests compounds 7a, 7d, 7 g, 7i, 7k, and 7 L as promising Mac-1 inhibitors. The detailed structural inspection of MD simulation trajectories sheds light on the structural and functional dynamics involved in the SARS-CoV-2 Mac-1. The data presented here is expected to guide the design and development of better anti-SARS-CoV-2 therapies. [ABSTRACT FROM AUTHOR]
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- 2025
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9. Photopatch testing: Clinical characteristics, test results, and final diagnoses from the North American Contact Dermatitis Group, 2009–2020.
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DeLeo, Vincent A., Adler, Brandon L., Belsito, Donald V., Pratt, Melanie D., Sasseville, Denis, Reeder, Margo J., Warshaw, Erin M., Atwater, Amber R., Taylor, James S., Storrs, Frances, Marks, James G., DeKoven, Joel G., Silverberg, Jonathan, Yu, JiaDe, Botto, Nina, Houle, Marie‐Claude, Mowad, Christen M., and Dunnick, Cory A.
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CONTACT dermatitis , *DELAYED hypersensitivity , *ULTRAVIOLET radiation , *ALLERGENS , *BENZOPHENONES - Abstract
Background: Photoallergic contact dermatitis (PACD) is a delayed hypersensitivity reaction to allergens only in the presence of ultraviolet radiation in sunlight. Photopatch testing (PhotoPT) is necessary to confirm the diagnosis of PACD. There are few published studies of PhotoPT in North America. Objective: To summarise the results of patients photopatch tested by members of the North American Contact Dermatitis Group (NACDG), 2009–2020. Methods: Retrospective analysis of patient characteristics and PhotoPT results to 32 allergens on the NACDG Photopatch Test Series. Results: Most of the 454 tested patients were female (70.3%), 21–60 years old (66.7%) and White (66.7%). There were a total of 119 positive photopatch tests. Sunscreen agents comprised 88.2% of those, with benzophenones responsible for over half of them. Final diagnoses included PACD in 17.2%, allergic contact dermatitis (ACD) in 44.5%, polymorphous light eruption (PMLE) in 18.9% and chronic actinic dermatitis (CAD) in 9.0% of patients. Conclusions: In 454 patients with suspected photosensitivity referred for photopatch testing in North America, approximately one‐fifth had PACD. Sunscreen agents, especially benzophenones, were the most common photoallergens. Other common diagnoses included ACD, PMLE and CAD. Photopatch testing is an important tool for differentiating these conditions. [ABSTRACT FROM AUTHOR]
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- 2024
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10. Uncovering the substituted-position effect on excited-state evolution of benzophenone-phenothiazine dyads.
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Li, Jiayu, Yang, Sirui, Deng, Ziqi, Islam, Amjad, Wu, Shiqi, He, Jiaxing, Ni, Shaofei, Dang, Li, and Li, Ming-De
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INTRAMOLECULAR charge transfer , *DYADS , *CHARGE transfer , *BENZOPHENONES , *POLAR solvents , *EXCITED states - Abstract
Photofunctional materials based on donor-acceptor molecules have drawn intense attention due to their unique optical properties. Importantly, Systematic investigation of substitution effects on excited-state charge transfer dynamics of donor-acceptor molecules is a powerful approach for identifying application-relevant design principles. Here, by coupling phenothiazine (PTZ) at the ortho-, meta-, and para-positions of the benzene ring of benzophenone (BP), three regioisomeric BP-PTZ dyads were designed to understand the relationship between substituted positions and excited-state evolution channels. Ultrafast transient absorption is used to detect and trace the transient species and related evolution channels of BP-PTZ dyads at excited state. In a non-polar solvent, BP-o-PTZ undergoes the through-space charge transfer process to produce a singlet charge-transfer (1CT) state, which subsequently proceeds the intersystem crossing process and transforms into a triplet charge-transfer (3CT) state; BP-m-PTZ experiences intramolecular charge transfer (ICT) process to generate the 1CT state, which subsequently transforms into the 3CT state by the intersystem crossing (ISC) and finally converts into the local-excited triplet (3LE) state; as for BP-p-PTZ, only 3LE states can be detected after the ISC process from the 1CT state. On the other hand, the twisted ICT states are generated via twisted motion between the donor and acceptor for all BP-PTZ dyads or planarization of the PTZ unit in high polar solvents. The excited-state theoretical calculations unveil that the features of ICT and intramolecular interaction between the three dyads play a decisive role in determining the through-bond charge transfer and through-space charge transfer processes. Also, these results demonstrate that the excited-state evolution channels of PTZ derivatives could be modified by tuning the substituted positions of the donor-acceptor dyads. This study provides a deep perspective for the substitute-position effect on donor-acceptor-type PTZ derivatives. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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11. Topical Sunscreens: A Narrative Review for Contact Sensitivity, Potential Allergens, Clinical Evaluation, and Management for their Optimal Use in Clinical Practice
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Vikram K. Mahajan, Neeraj Sharma, Vikas Sharma, Rohit Verma, Monika Chandel, and Ravinder Singh
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allergic contact dermatitis ,benzophenones ,cinnamates ,dibenzoylmethane ,octocrylene ,oxybenzone ,paba ,photoallergic contact dermatitis ,photoprotection ,salicylates ,sunscreens ,uva filters ,uvb filters ,Dermatology ,RL1-803 - Abstract
Topical sunscreens decrease the quantity of ultraviolet (UV) light from the sun reaching the skin by either blocking or scattering it and help protect the skin from dyspigmentation, photoaging, DNA damage, and photocarcinogenesis, especially in photosensitive individuals. The significant role played by visible light and infrared light in skin pigmentation and photoaging has been recognized in recent years. The majority of broad-spectrum sunscreens protect against UV-B (290–320nm) and UV-A (320–400nm) radiation. Allergic reactions to sunscreens were relatively uncommon compared to their widespread use in the last more than four decades. With growing awareness of problems associated with excessive sunlight exposure, their use has increased exponentially, especially that of cosmetics and other personal grooming products containing UV filters. In recent years, sunscreen agents have been commonly identified as causing allergic contact dermatitis and photodermatitis. Thus, allergic contact dermatitis, photo-irritation, photo-allergenicity, and photo-toxicity (acute/subacute effects) are of immediate concern in the assessment of topical sunscreens for their optimal use. Sunscreen chemicals such as p-aminobenzoic acid (PABA) and PABA esters, the cinnamates, benzophenones, oxybenzone, and dibenzoylmethane that absorb UV radiation are common contact sensitizers capable of producing both allergic contact dermatitis and photodermatitis. The excipients in sunscreen formulations by themselves may also cause allergic reactions. Herein, we review potential allergens, clinical evaluation, and management aspects of topical sunscreen contact sensitivity for their optimal use in clinical practice.
- Published
- 2024
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12. Apigeninidin chloride disrupts Toxoplasma gondii Mitochondrial membrane potential and induce reactive oxygen species and metabolites production.
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Moon, Miya Janelle, Kamasah, Japhet Senyo, Sharma, Homa Nath, Robertson, Boakai K., and Abugri, Daniel A.
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MEMBRANE potential ,MITOCHONDRIAL membranes ,LIQUID chromatography-mass spectrometry ,REACTIVE oxygen species ,BENZOPHENONES - Abstract
Introduction: Apigeninidin chloride (APi) is a form of 3-deoxyanthrocyanidins (3-DAs) abundantly produced by the red Sorghum bicolor plant. It has been previously reported to be effective against Toxoplasma gondii (T. gondii) tachyzoites grown in vitro with less cytotoxic effect. However, its possible mechanism(s) of action has not been elucidated. Biochemically, we discovered that APi induced high reactive oxygen species (ROS) and mitochondria superoxide (MitoSOX) productions in tachyzoites, leading to mitochondrial membrane potential (MMP) disruption in vitro. Methods: To confirm our biochemical results at the molecular level, we performed a liquid chromatography-mass spectrometry (LC-MS) analysis on APi-treated parasites to assess any metabolite and lipid alterations often associated with high ROS/MitoSOX production in cells. Results: Noteworthy is that we detected several important oxidative stress-induced metabolites such as hexanal, aldehydes, methyl undeo10-enoate, butadiynyl phenyl ketone, 16-hydroxyhexadecanoic acid (16-OH, 16:0), 2-hydroxytricosanoic acid (C23:0; O), 3-oxodecanosanoic acid (C22:1; O), 2-hydroxypropylsterate, and furan fatty acids F6 (19FU-FA). Discussion: These metabolites are associated with lipid, protein, and nucleic acid disruptions. Using atovaquone (Atov) as a control, we observed that it disrupted intracellular tachyzoites' mitochondrial membrane potential, increased ROS and MitoSOX production, and altered metabolite and lipid production similar to what was observed with our experimental compound APi. Overall, our results indicated that APi targets T. gondii tachyzoite growth through inducing oxidative stress, mitochondrial dysfunction, and eventually parasite death. [ABSTRACT FROM AUTHOR]
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- 2024
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13. Molecularly Imprinted Polyaniline as Solid‐Phase Material for the Extraction of UV Filters From Waters.
- Author
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Anene, Amira, Chevalier, Yves, and Hbaieb, Souhaira
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IMPRINTED polymers , *ACETONITRILE , *ACETIC acid , *ANALYSIS of variance , *PERCOLATION , *POLYANILINES , *BENZOPHENONES - Abstract
Solid‐phase extraction (SPE) using a polyaniline molecularly imprinted polymer (PANI@MIP) is optimized for the extraction of benzophenone‐4 (BP4) from aqueous matrices. First, the three main variables influencing the washing step of the SPE method—type, composition, volume, and percolation flow rate of the washing solvent—were investigated. The optimal conditions for the washing step using the new PANI@MIP‐SPE for maximum retention of BP4 and elimination of interfering molecules (benzophenone‐3 [BP3] and benzophenone [BP]) were determined as follows: 1.25 mL acetonitrile/acetic acid/hexane (45/05/50 v/v/v) as wash solvent at a flow rate of 1 mL min−1. A multiple linear regression model was validated using Student's t‐test to identify the most significant variables affecting this step, including the type and volume of each eluent solvent and the volume of the ternary mixture solvents. The reliability of the model was further confirmed by analysis of variance (ANOVA) and Fisher's F‐test at α = 0.05. The extraction recoveries of the target analyte exceeded 92% over the range of concentrations (from 0.1 to 120 mg L−1), and the maximum retention capacity of PANI@MIP‐SPE was 600 µg g−1, in contrast to 50 µg g−1 for PANI@NIP‐SPE. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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14. Topical Sunscreens: A Narrative Review for Contact Sensitivity, Potential Allergens, Clinical Evaluation, and Management for their Optimal Use in Clinical Practice.
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Mahajan, Vikram K., Sharma, Neeraj, Sharma, Vikas, Verma, Rohit, Chandel, Monika, and Singh, Ravinder
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ALLERGENS ,CONTACT dermatitis ,PERSONAL grooming ,ALLERGIES ,ULTRAVIOLET radiation - Abstract
Topical sunscreens decrease the quantity of ultraviolet (UV) light from the sun reaching the skin by either blocking or scattering it and help protect the skin from dyspigmentation, photoaging, DNA damage, and photocarcinogenesis, especially in photosensitive individuals. The significant role played by visible light and infrared light in skin pigmentation and photoaging has been recognized in recent years. The majority of broad-spectrum sunscreens protect against UV-B (290–320nm) and UV-A (320–400nm) radiation. Allergic reactions to sunscreens were relatively uncommon compared to their widespread use in the last more than four decades. With growing awareness of problems associated with excessive sunlight exposure, their use has increased exponentially, especially that of cosmetics and other personal grooming products containing UV filters. In recent years, sunscreen agents have been commonly identified as causing allergic contact dermatitis and photodermatitis. Thus, allergic contact dermatitis, photo-irritation, photo-allergenicity, and photo-toxicity (acute/subacute effects) are of immediate concern in the assessment of topical sunscreens for their optimal use. Sunscreen chemicals such as p-aminobenzoic acid (PABA) and PABA esters, the cinnamates, benzophenones, oxybenzone, and dibenzoylmethane that absorb UV radiation are common contact sensitizers capable of producing both allergic contact dermatitis and photodermatitis. The excipients in sunscreen formulations by themselves may also cause allergic reactions. Herein, we review potential allergens, clinical evaluation, and management aspects of topical sunscreen contact sensitivity for their optimal use in clinical practice. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
15. Nutshell Materials as a Potential Eco-Friendly Biosorbent for the Effective Extraction of UV Filters and Parabens from Water Samples.
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Narloch, Izabela, Wejnerowska, Grażyna, and Kosobucki, Przemysław
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EMERGING contaminants , *WATER filters , *WATER sampling , *WATER pollution , *BENZOPHENONES - Abstract
UV filters and parabens, as ingredients of cosmetics, are commonly occurring water pollutants. In our work, nutshells were used as biosorbents in the developed analytical procedure for the determination of UV filters and parabens in water samples. The shells obtained from walnuts, hazelnuts, peanuts and pistachios were applied as biosorbents. The proposed analytical method can be used as a powerful alternative to other methods for the analysis of UV filters and parabens in water samples. A method of carrying out the sorption step and its parameters, i.e., the effect of time, pH, and salt addition, was developed. A method for the desorption of analytes was also developed, in which the type and volume of solvent, and the desorption time, were established. The recoveries were in the range of 59–117% for benzophenones and lower recoveries from 14 to 75% for parabens. The results showed that nutshells can be used as low-cost, efficient and eco-friendly biosorbents for the determination of parabens and UV filters in water samples. These materials can be used as a 'greener' replacement for the commercially available adsorbents for the extraction of cosmetic ingredients from the environment. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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16. The new pattern for dual NOTCH pathway involving nuclear transcription and mitochondrial regulation supports therapeutic mechanism of 4-butyl benzophenone derivatives against SIRS.
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Song, Jiayu, Peng, Dan, Peng, Yu, Zhao, Guang, Ren, Yuan, Guo, Lina, Ren, Luyao, Zhang, Xiaohui, Xie, Xiaoxia, Zhang, Yajie, Cao, Lingya, and Li, Yunlan
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SYSTEMIC inflammatory response syndrome , *GENETIC transcription regulation , *STRUCTURE-activity relationships , *LIVER proteins , *UBIQUITINATION , *BENZOPHENONES - Abstract
The systemic inflammatory response syndrome (SIRS) represents a self-amplifying cascade of inflammatory reactions and pathophysiological states triggered by infectious or non-infectious factors. The identification of disease targets and differential proteins in the liver (the unique and important immune organ) of SIRS mice treated with the lead compound D1 was conducted using the Genecards database and proteomic analysis, respectively. Subsequently, NOTCH1 was identified as the potential hub target via an intersection analysis between the aforementioned differentially expressed proteins and disease targets. Based on our previous research on the structure-activity relationship, we designed and synthesized a series of SIRS-related derivatives, wherein butyl, halogen, and ester groups were incorporated into benzophenone, aiming at exploring the anti-inflammatory protective action from the perspective of macrophage polarization. Notably, these derivatives exhibited a direct binding capability to the O-glucosylation site (SER496) or its vicinities (such as SER492, VAL485) of NOTCH1 using docking, SPR, DARTS, and CETSA techniques. Mechanistically, derivative D6 exerted anti-inflammatory effects via the dual NOTCH pathway. Firstly, it could inhibit NOTCH1 nuclear transcriptional activity, attenuate the interaction between NICD and RBPJK, concurrently suppress NF-κB and NLRP3 inflammasome (NLRP3, ASC, and cleaved CASP1) activation, and promote NICD (NOTCH1 active fragments) ubiquitination metabolism (the nuclear transcriptional pathway). Secondly, it might possess the ability to increase PGC1α level, subsequently, enhance ATP and MMP levels, mitigate ROS production, increase mitochondrial numbers, and ameliorate mitochondrial inflammatory damage (the mitochondrial pathway). Importantly, the activator Jagged1 could effectively reverse the aforementioned effects, while the inhibitor DAPT exhibited a synergistic effect, suggesting that the nuclear transcriptional regulation and mitochondrial regulation were both in a NOTCH1-dependent manner. Subsequently, it effectively alleviated the inflammatory response and preserved organ function as evidenced by up-regulating M2-type macrophage-related anti-inflammatory cytokines (IL10, TGFβ, CD206, and ARG1) and down-regulating M1-type macrophage-related pro-inflammatory cytokines (NO, IL6, IL18, iNOS, TNFα, CD86, and IL1β). In a word, derivative D6 modulated macrophage polarization and effectively mitigated SIRS by targeting inhibition of the dual NOTCH pathway. [Display omitted] In this study, we designed and synthesized a series of benzophenone derivatives targeting NOTCH1, which exhibited anti-inflammatory properties. Notably, the representative derivative D6 demonstrated the ability to promote M2 macrophage polarization while inhibiting M1 polarization, thereby restoring the delicate balance between M1 and M2 immune responses in the treatment of systemic inflammatory response syndrome (SIRS). This effect was primarily attributed to its targeted inhibition of the NOTCH1 signaling pathway at both the transcriptional and mitochondrial levels. Importantly, this discovery unveiled a novel single-target dual-regulatory model involving nuclear transcriptional regulation (NOTCH1/NF-κB/NLRP3/ubiquitination pathway) as well as mitochondrial regulation (NOTCH1/PGC1α pathway). These findings will offer valuable insights for clinical prevention and treatment strategies for SIRS while providing a theoretical foundation for the development of 4-butylbenzophenone derivatives. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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17. Isolation and identification of the main components of garlic, Allium sativum, volatiles and their determination of repellent or toxic activities on green peach aphid, Myzus persicae.
- Author
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Lai, Rongquan, Mi, Yuee, Lai, Yufei, Gu, Gang, Cheng, Zhihou, Yang, Chen, Zhou, Ting, and Zhang, Bang
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POISONS , *GREEN peach aphid , *BENZOPHENONES , *DIBUTYL phthalate , *PHTHALATE esters - Abstract
To determine the control mechanism of garlic on Myzus persicae, volatiles from garlic plants were collected, and the components were determined by GC–MS. Then, the volatile extracts and standard components were screened by electroantennogram (EAG) apparatus and Y‐tube olfactometer, and the toxic effects were determined by the immersion method. The results showed the main components from garlic plant volatile were 2‐methoxyphenol, 2,4‐di‐tert‐butylphenol, diallyl disulfide, butyl phthalate esters, (1‐hydroxycyclohexyl) phenyl ketone, and 2,6‐di‐tert‐butylp‐cresol. The volatile extracts and the standard components had significant repellent effects (P ≤ 0.05) on M. persicae when the volume ratio was 1:100. The relative values of EAG from volatile extracts and diallyl disulfide were significantly higher than those of the other substances (P ≤ 0.05) when the volume ratio was 1:100. The toxicity of garlic volatile extracts to M. persicae significantly (P ≤ 0.05) increased with increasing concentration. After 72 h (treated), the adjusted mortality of the extract to M. persicae was 36.99% at 90 ml/L. The standard components had the significant toxic effect on M. persicae at 30 mg/mL, and the rates of mortality were over 78.95%. Thus, the results suggested that the volatile extracts and the four standard components from garlic plants had significant repellent effects and electroantennogram responses for M. persicae, and the toxic effects were stronger than the repellent effects for M. persicae. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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18. Novel Synthesized Benzophenone Thiazole Hybrids Exhibited Ex Vivo and In Silico Anti‐Inflammatory Activity.
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Leão, Luiz Paulo Melchior de Oliveira, Neto, Albert Katchborian, de Jesus Nicácio, Karen, Lavorato, Stefânia Neiva, Leite, Fernanda Brito, Teixeira, Karina Camargo, Murgu, Michael, de Paula, Ana Cláudia Chagas, Soares, Marisi Gomes, Chagas‐Paula, Daniela Aparecida, and Dias, Danielle Ferreira
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CYCLOOXYGENASE 2 , *MOLECULAR docking , *DRUG target , *BINDING sites , *DINOPROSTONE - Abstract
Novel benzophenone–thiazole hybrids with different substituents were synthesized and evaluated for anti‐inflammatory activity using an ex vivo human whole‐blood assay. All hybrids (3c and 5a–h) showed significant anti‐inflammatory activity via prostaglandin E2 (PGE2) release inhibition. Moreover, 5c (82.8% of PGE2 inhibition), 5e (83.1% of PGE2 inhibition), and 5h (82.1% of PGE2 inhibition) were comparable to the reference drugs. Molecular docking revealed potential preferable binding to the active sites of cyclooxygenase 2 (COX‐2) and microsomal prostaglandin E synthase‐1 (mPGES‐1) enzymes. This study provides the first evidence that benzophenone–thiazole hybrids may also dock in mPGES‐1, a new attractive anti‐inflammatory drug target, besides providing promising ex vivo anti‐inflammatory activity. Thus, the novel hybrids are promising anti‐inflammatory lead compounds and highlight the significance of optimal substituent selection in the design of potent PGE2 inhibitors. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
19. On-site extraction of benzophenones from swimming pool water using hybrid tapes based on the integration of hydrophilic-lipophilic balance microparticles and an outer magnetic nanometric domain.
- Author
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Belhameid, Ahmed, Casado-Carmona, Francisco Antonio, Megriche, Adel, López-Lorente, Ángela Inmaculada, Lucena, Rafael, and Cárdenas, Soledad
- Subjects
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LIQUID chromatography-mass spectrometry , *MASS spectrometry , *MAGNETIC domain , *SWIMMING pools , *MAGNETIC nanoparticles - Abstract
An on-site extraction device is presented consisting of scotch tape modified with concentric domains of micrometric hydrophilic-lipophilic balance (HLB) particles surrounded by a ring of nanometric magnetic ones. On the one hand, HLB microparticles are readily available at the surface of the tape, exposed to interact with the target analytes, being responsible for the extraction capacity of the sorptive phase. On the other hand, the presence of magnetic nanoparticles enables the attachment of the modified tape onto a metallic screw via a magnet, which is then coupled to a wireless drill, enabling the stirring of the microextraction device. Both are simply fixed to the cost-effective, flexible, and versatile support, i.e., scotch tape, owing to their adhesive properties. The microextraction device has been applied to the determination of six benzophenones in swimming pool water samples. The variables that may affect the extraction process have been evaluated. Under the optimum conditions and using liquid chromatography-tandem mass spectrometry as the instrumental technique, the method provided a limit of detection of 0.03 µg L−1. The intra-day precision, evaluated at three different concentration levels and expressed as relative standard deviation, was lower than 10%, which also comprises the variability within single-use sorptive tapes. The accuracy, calculated with spiked samples and expressed as relative recovery, ranged from 71 to 138%. The method was applied to the analysis of swimming pool water, revealing the presence of such compounds. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
20. A pH-Responsive Hydrogel for the Oral Delivery of Ursolic Acid: A Pentacyclic Triterpenoid Phytochemical.
- Author
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Gutierrez, Carlos D., Aranzábal, Rosana L., Lechuga, Ana M., Serrano, Carlos A., Meza, Flor, Elvira, Carlos, Gallardo, Alberto, and Ludeña, Michael A.
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METHYL methacrylate ,BENZOPHENONES ,ITACONIC acid ,FICK'S laws of diffusion ,URSOLIC acid - Abstract
In this study, poly(HEMA-PEGxMEM-IA) hydrogels were prepared by radical copolymerization of poly(ethylene glycol) methyl ether methacrylate (PEGxMEM), 2-hydroxyethyl methacrylate (HEMA), and itaconic acid (IA). The reaction was carried out in ethanolic solution using N,N′-methylenebisacrylamide (MBA) as a crosslinking agent and 1-hydroxycyclohexyl phenyl ketone (HCPK) as a photo-initiator. The poly(HEMA-PEGxMEM-IA) hydrogels (HGx) were evaluated as a delivery system for ursolic acid (UA), a phytochemical extracted from the plant Clinopodium revolutum, "flor de arena". The hydrogels were characterized by Fourier-transform infrared spectroscopy (FTIR-ATR), Raman spectroscopy, X-Ray diffraction (XRD), thermogravimetric analysis (TGA), and scanning electron microscopy (SEM). The swelling behavior was studied in buffer solutions from pH 2 to 10, specifically at pH 2.2 (gastric environment) and 7.4 (intestinal environment). It was found that the hydrogels studied showed sensitivity to pH. At pH 2.2, the degree of swelling for HG
5 and HG9 hydrogels was 0.45 and 0.93 (g water/g hydrogel), respectively. At pH 7.4, the degree of swelling for HG5 and HG9 hydrogels was 1.97 and 2.64 (g water/g hydrogel), respectively. The SEM images show the variation in pore size as a function of pH, and the UA crystals in the pores of the hydrogels can also be observed. The in vitro UA release data best fit the Korsmeyer–Peppas kinetic model and the diffusion exponent indicates that the release mechanism is governed by Fickian diffusion. [ABSTRACT FROM AUTHOR]- Published
- 2024
- Full Text
- View/download PDF
21. Photopolymerization and characterization of vinyl imidazole based allyl derivative polymers; Cr3+ and Cd2+ metal adsorption and antibacterial studies.
- Author
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Saltan, Fehmi, Saltan, Gözde Murat, İlktaç, Raif, and Özdokur, Kemal Volkan
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PHOTOPOLYMERIZATION ,POLYMERS ,ESCHERICHIA coli ,METALS ,IMIDAZOLES ,LANGMUIR isotherms ,BENZOPHENONES - Abstract
A new type polymeric adsorbent, poly(allylphenol‐co‐hydroxyethyl methacrylate‐co‐vinyl imidazole) (PAHV), is synthesized in this study. 2‐Hydroxyethyl methacrylate is used as complementary monomers along with 1‐vinyl imidazole and allylphenol monomers. The photopolymerization method is preferred as a synthesis method and benzophenone is used as the photoinitiator. The effectiveness of the PAHV against bacterial species such as Escherichia coli and Staphylococcus aureus is investigated by the Clinical and Laboratory Standards Institute (CLSI) disk diffusion method. The inhibition areas of PA1H1V3 and PA1H1V1 derivatives against E. coli and S. aureus are measured as 25 mm ± 0.25 mm and 7 mm ± 0.1 mm; 20 mm ± 0.25 mm, and 5 mm ± 0.1 mm, respectively. Sorption efficiencies (%) at pH = 6 (selected optimum pH) for 100 μg/L Cd and Cr of the PA1H1V1, PA1H3V1, and PA1H1V3 derivatives are found to be 69.0 ± 2.7 and 58.3 ± 6.7, 66.8 ± 6.2 and 75.8 ± 5.5, and 97.2 ± 3.7 and 97.7 ± 3.2 (n = 3), respectively. Adsorption studies revealed that the PA1H1V3 polymer can be used as an alternative for the sorption of cadmium and chromium. The pseudo‐second‐order model and Langmuir isotherm model fits for both adsorption processes. The adsorption capacities obtained from the Langmuir isotherm model for chromium and cadmium sorption are 52.63 and 68.49 μg g−1, respectively. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
22. A Novel Approach of Electrocatalytic Deamination From Aromatic Amide to Diarylimide on Ni‐PTFE Modified Electrode.
- Author
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Chen, Wenjun, Huang, Ziyang, Chen, Hongyan, and Liu, Min
- Subjects
- *
ARAMID fibers , *BENZOPHENONES , *MASS spectrometry , *DEAMINATION , *RADICALS (Chemistry) - Abstract
A hydrophobic Ni‐PTFE modified electrode has been prepared by constant current and cathodic electroplating with a nickel sheet as substrate in a PTFE suspension. Then the Ni‐PTFE modified electrode was used for electroreduction from aromatic amide to diarylimide. The electrochemical characterizations such as cyclic voltammogram, EIS, polarization curves, and electrode stability have been carried out by electrochemical workstation. The structure of the electroreduction product diarylimide was characterized by 1H NMR, FT‐IR, MS(Mass Spectrum), and EA(Elemental Analyzer). Based on the hydrophobicity of the electrode, an approach suggested that the phenyl ketone radical may be formed by electroreductive deamination at the cathode. With the construction of C−N bond by the radical coupling, the electrocatalytic reduction may be comprised of a one‐electron process including an ECC (Electrochemical‐Chemical‐Chemical) process. The electroreduction of aromatic amide to diarylimide may be controlled by both charge migration and concentration polarization. Electrocatalytic reduction of aromatic amides on Ni‐PTFE modified electrodes is all well conversion ratio. [ABSTRACT FROM AUTHOR]
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- 2024
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23. Synthesis, Characterization, and Evaluation of a Hindered Phenol-Linked Benzophenone Hybrid Compound as a Potential Polymer Anti-Aging Agent.
- Author
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Wang, Shenshuai, Huang, Yingjie, Sun, Weiye, and Lin, Xufeng
- Subjects
NUCLEAR magnetic resonance ,FOOD additives ,PROPIONIC acid ,SINGLE molecules ,AGING prevention ,BENZOPHENONES - Abstract
Hindered phenol antioxidants and benzophenone UV absorbers are common polymer additives and often used in combination applications to enhance the anti-aging performance of polymer materials. This study primarily aims to incorporate hindered phenol and benzophenone structures into a single molecule to develop a multifunctional polymer additive with good anti-aging performance. Thus, a novel potential polymer anti-aging agent, namely 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid 3-(4-benzoyl-3-hydroxyphenoxy)propyl ester (3C), was synthesized using 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid, 3-bromo-1-propanol, and 2,4-dihydroxybenzophenone as raw materials by two-step procedure. The structure of compound 3C was characterized by nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HRMS), Fourier-transform infrared (FT-IR) spectroscopy, and X-ray single crystal diffraction. Its thermal stability and UV resistance were assessed using thermogravimetric analysis (TGA) and UV absorption spectroscopy (UV). The compound 3C as an additive was incorporated into the preparation of polyolefin elastomer (POE) films. The anti-aging performance of POE films was evaluated by measuring parameters such as oxidation induction time, melt flow index, transmittance, and infrared spectra of the artificially aged POE films. The results indicate that the compound 3C exhibits a promising anti-aging performance in both thermo-oxidative aging and ultraviolet aging tests of POE films and is a potential polymer anti-aging agent. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
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24. Solid‐state room‐temperature phosphorescence activated by the end‐capping strategy of cyano groups.
- Author
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Yu, Jia‐Lin, Chen, Zhaojun, Zhu, Yu‐Qi, Jin, Yu‐Long, Wang, Xin, Wu, Ming‐Xue, Wang, Xing‐Huo, and Yang, Ying‐Wei
- Subjects
CYANO group ,VAN der Waals forces ,BENZOPHENONES ,PHOSPHORESCENCE ,PHOSPHORIMETRY ,STACKING interactions - Abstract
Avoiding the tedious process of crystal cultivation and directly obtaining organic crystals with desirable phosphorescent performance is of great significance for studying their structure and properties. Herein, a set of benzophenone‐cored phosphors with bright green afterglow are obtained on a large scale through in‐situ generation via an end‐capping strategy to suppress non‐radiative triplet excitons and reinforce the intermolecular interactions. The ordered arrangement of phosphors with alkyl‐cyano groups as regulators is crucial for the enhancement of room‐temperature phosphorescence (RTP) emission, which has been further verified by the attenuated lifetimes in isolated states through the formation of inclusion complexes upon binding with pillar[5]arenes. Moreover, the hierarchical interactions of phosphors, including hydrogen bonding, π‐π stacking interactions, and van der Waals forces, are quantified by crystal structures and theoretical calculation to deeply interpret the origins of RTP emission. With this study, we provide a potential strategy for the direct acquisition of crystalline organic phosphors and modulation of RTP. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
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25. Two new benzophenones from the moss Pogonatum spinulosum.
- Author
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Duan, Wen-Bin, Peng, An-tang, Yuan, Shi-Nong, Wang, Shao-Nan, Li, Bo-Wen, and Duan, Xu-Hong
- Subjects
BENZOPHENONES ,CYTOTOXINS ,CELL lines ,DATA analysis - Abstract
Two new benzophenone derivatives (1 and 2), named Pogonatone C and pogonatone D, were isolated from the moss Pogonatum spinulosum. Their structures were elucidated by spectroscopic data analyses. The cytotoxicity of compounds for HepG2, HCT-116, A-549 and PANC-1 cells line was also evaluated by using the MTT method. Pogonatone C (1) displays high cytotoxicity on PANC-1 cell with IC
50 value of 9.2 μM. [ABSTRACT FROM AUTHOR]- Published
- 2024
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26. The Ecological Effects of Micro(nano)plastics in the Water Environment.
- Author
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Khosrovyan, Alla
- Subjects
PLASTIC marine debris ,PLASTIC scrap ,POLLUTANTS ,MARINE debris ,ACUTE toxicity testing ,POISONS ,BENZOPHENONES ,BIODEGRADABLE plastics - Abstract
This document discusses the ecological effects of micro(nano)plastics in the water environment. It highlights the accumulation and degradation of plastic products in aquatic systems, leading to the creation of micro- and nanoplastics. The document presents findings from a special issue collection, including studies on the impact of plastic litter on marine biodiversity, the toxicity of plastic additives to freshwater animals, the combined effect of microplastics and organic micropollutants on crustaceans, the toxic potential of conventional and compostable plastic particles for goldfish, the avoidance of plastic particles by climbing perch, and a method for detecting micro- and nanoplastics using the phototrophic behavioral response of crustaceans. The document concludes that more research is needed to understand the long-term effects of micro- and nanoplastics on aquatic species and calls for standardized testing methods for risk assessment of plastic contaminants in aquatic systems. [Extracted from the article]
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- 2024
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27. Characterization of Dimethoxybenzene Isomers and 2,2'-dihydroxy-4,4'-dimethoxybenzophenone by Voltammetry in Acetonitrile, Allyl Alcohol and Mesityl Oxide, Effect of Electrode Size.
- Author
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KISS, LÁSZLÓ, KOVÁCS, FERENC, HUI YAN, HENG LI, and KUNSÁGI-MÁTÉ, SÁNDOR
- Subjects
ISOMERS ,BENZOPHENONES ,VOLTAMMETRY ,ACETONITRILE ,ALLYL alcohol - Abstract
The electrochemistry of dimethoxybenzene isomers and 2,2'-dihydroxy-4,4'-dimethoxybenzophenone is discussed in this paper concerning their electrooxidation in acetonitrile, allyl alcohol and mesityl oxide. The voltammograms of 1,2- and 1,4-isomers were reproducible in each solvent, only the 1,3-isomer fouled the platinum macroelectrode. In case of 2,2'-dihydroxy-4,4'-dimethoxybenzophenone a low electronically conducting film was formed in all of the investigated solvents. In mesityl oxide, the growing film showed significant adsorption capability towards the substrate molecules. Microelectrode studies shed light to interesting phenomena due to the increased mass transport to the electrode surface, in case of dimethoxybenzenes leading to more conducting polymers. The specially formed film from 2,2'- dihydroxy-4,4'-dimethoxybenzophenone demonstrated its adsorption capability towards selected compounds. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
28. Microstructuring of Thermoresponsive Biofunctional Hydrogels by Multiphoton Photocrosslinking.
- Author
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Morozov, Yevhenii M., Wiesner, Fiona, Grün, Jonas J., Pertiller, Matthias, Fossati, Stefan, Schmidt, Katharina, Quilis, Nestor Gisbert, Gusenbauer, Claudia, Zbiral, Barbara, Toca‐Herrera, Jose Luis, Klees, Sven, Thiagarajan, Clinton Richard Victor, Jonas, Ulrich, and Dostalek, Jakub
- Subjects
- *
PHOTOCROSSLINKING , *SURFACE plasmon resonance , *ATOMIC force microscopy , *SURFACE analysis , *POLYMER networks , *BENZOPHENONES - Abstract
A pioneering method is reported for creating thermoresponsive biofunctional hydrogel microstructures using maskless multiphoton lithography. Departing from conventional multiphoton‐triggered polymerization‐based techniques, this approach relies on simultaneous photocrosslinking and attachment of already pre‐synthesized polymer chains onto solid substrates. The method allows improving control over polymer network characteristics and enables facile integration of additional functionalities through postmodification with biomolecules at specific sites. Exploring two distinct benzophenone‐ and anthraquinone‐based photocrosslinkers incorporated into specially designed poly(N‐isopropyl acrylamide)‐based co‐ and terpolymers, the photocrosslinking efficacy is scrutinized with the use of a custom femtosecond near‐infrared laser lithographer. Comprehensive characterization via surface plasmon resonance imaging, atomic force microscopy, and optical fluorescence microscopy reveals swelling behavior and demonstrates postmodification feasibility. Notably, within a specific range of multiphoton photocrosslinking parameters, the surface‐attached microstructures exhibit a quasiperiodic topography akin to wrinkle‐pattern formation. Leveraging the capabilities of established multiphoton lithographer systems that offer fast pattern writing with high resolution, this approach holds great promise for the versatile fabrication of multifunctional 3D micro‐ and nanostructures. Such tailored responsive biofunctional materials with spatial control over composition, swelling behavior, and postmodification are particularly attractive in the areas of bioanalytical and biomedical technologies. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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29. Unveiling the Multifaceted Nature of 4‐(4‐Methylphenyl Thio)benzophenone: Electronic Structure and Excited States in Gas Phase and Solvents.
- Author
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Bhatia, Manjeet
- Subjects
- *
EXCITED states , *ABSORPTION spectra , *CHEMICAL properties , *VISIBLE spectra , *DENSITY functional theory - Abstract
Benzophenone and its derivatives are widely used as UV filters and UV‐ink photoinitiators. The photoinitiating properties of benzophenones depend on their degree of conjugation and delocalization within the molecule. By understanding how conjugation, delocalization, and different substituents affect these properties, benzophenone derivatives can be customized for specific applications. Using quantum mechanical calculations based on B3LYP/6‐311++G(d, p) density functional theory (DFT), chemical reactivity, stability, and photoinitiating capabilities of 4‐(4‐methylphenylthio)benzophenone are analyzed. This includes studying its physical and chemical properties in the gas phase, as well as its excited state electronic transitions, vibrational characteristics, and spectroscopic properties both in gas phase and in various solvents. The DFT‐computed infrared spectra match experimental results. The UV/Visible spectra shows absorption towards longer wavelengths due to extended delocalization of π‐electrons. In different solvents with varying polarity, the absorption spectra exhibit high‐intensity peaks, shift in excitation energy and wavelengths based on the polarity of the solvent. This knowledge allows for the development of novel initiators with customized light absorption, excited state lifetimes, and reaction selectivities, which can enhance processes like UV‐curing, photopolymerization, and other light‐driven reactions. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
30. Naturally occurring benzophenones and xanthones from Garcinia smeathmannii (Planch. & Triana) Oliv. displayed anti-inflammatory effects by modulating the activities of inflammatory mediators in LPS-stimulated RAW 264.7 macrophages.
- Author
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Jeelani, Mohammed, Fouotsa, Hugues, Mohammed, Osama A., Alfaifi, Jaber, Adebayo, Salmon, Ahmed, Mohammad Muzammil, Omer Yahia, Amar Ibrahim, Eissa, Hanan, Bahashwan, Emad, Mohammed, Nahid Ahmed, Alotaibi, Yousef Ayesh, Asiri, Ashwaq Yahya, Rezigallah, Assad, Alharthi, Muffarah Hamid, Dzoyem, Jean Paul, and Isa, Adamu Imam
- Subjects
BENZOPHENONES ,XANTHONE ,GARCINIA ,INFLAMMATORY mediators ,MACROPHAGES ,DOSAGE forms of drugs ,NATURAL products - Abstract
Introduction: There is a growing interest in studying natural products for the identification of novel lead compounds for drug development for treating inflammatory diseases. Although some studies have focused anti-inflammatory activity of benzophenones and xanthones, exploring additional targets such as enzymes and cytokines, involved in their inflammatory response could provide more comprehensive understanding of the compounds' anti-inflammatory effects. In this study, four xanthones ananixanthone (1), smeathxanthone A (2), smeathxanthone B (3), and 1,3,5,8-tetrahydroxy-2-(3-methybut-2-enyl)-4-(3,7- dimethyloct-2,6-dienyl) xanthone (4); and three benzophenones guttiferone O (5), guttiferone M (6), and aristophenone A (7) from Garcinia smeathmannii (Planch. & Triana) Oliv. were investigated for their effect on nitric oxide production, cyclooxygenase, lipoxygenase inhibition, and Th1/Th2 cytokines production in activated RAW 264.7 macrophages. Methods: The Griess reagent method and the ferrous oxidation-xylenol orange assay were used to evaluate the inhibition of NO production and the 15-lipoxygenase activity respectively. Cyclooxygenase activity was assessed using the fluorometric COX activity assay kit and measurement of Th1/Th2 cytokines was performed using a flow cytometer. Results: All the tested compounds exhibited a dose-dependent inhibition of NO production with varying degrees of inhibitory effects on 15-LOX activity. Compound (6), displays the best inhibitory effect on COX-1/COX-2 activity. A general trend of the tested compounds on cytokines profiles revealed that compound (5) showed a pronounced enhancement of anti-inflammatory cytokines (IL-4 and IL-10). Conclusion: This observation supports future exploration of ananixanthone (1), guttiferone O (5), and guttiferone (6) as potential candidates for the development of anti-inflammatory drugs. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
31. Toxicity of UV Filter Benzophenone-3 in Brine Shrimp Nauplii (Artemia salina) and Zebrafish (Danio rerio) Embryos.
- Author
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Ortiz-Román, Melissa I., Casiano-Muñiz, Ileska M., and Román-Velázquez, Felix R.
- Subjects
- *
ZEBRA danio embryos , *ARTEMIA , *ZEBRA danio , *BRACHYDANIO , *EMBRYOS , *SPINE abnormalities - Abstract
The benzophenone (BP) family, including oxybenzone (BP-3), a prevalent sunscreen ingredient and environmental contaminant, has raised concerns since the year 2005. This study investigated oxybenzone toxicity in zebrafish (Danio rerio) eleutheroembryos and brine shrimp (Artemia salina) nauplii, focusing on the LC50 and developmental impacts. Zebrafish embryos (0.100–1.50 mg/L BP-3, 96 h) and A. salina (0.100–5.00 mg/L BP-3, 48 h) were tested with ultrasound-assisted emulsified liquid-phase microextraction (UA-ELPME) used for zebrafish tissue analysis. HPLC-DAD determined BP-3 concentrations (highest: 0.74 ± 0.13 mg/L). Although no significant zebrafish embryo mortality or hatching changes occurred, developmental effects were evident. Lethal concentrations were determined (A. salina LC50 at 24 h = 3.19 ± 2.02 mg/L; D. rerio embryos LC50 at 24 h = 4.19 ± 3.60 mg/L), with malformations indicating potential teratogenic effects. A. salina displayed intestinal tract alterations and D. rerio embryos exhibited pericardial edema and spinal deformities. These findings highlight oxybenzone's environmental risks, posing threats to species and ecosystem health. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
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32. An evaluation of dogs' exposure to benzophenones through hair sample analysis.
- Author
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Gonkowski, Sławomir, Martín, Julia, Rychlik, Andrzej, Aparicio, Irene, Santos, Juan Luis, Alonso, Esteban, and Makowska, Krystyna
- Subjects
HAIR analysis ,BENZOPHENONES ,DOGS ,FEMALE dogs ,ULTRAVIOLET filters ,DOG barking ,DOMESTIC animals - Abstract
Benzophenones (BPs) are used in various branches of industry as ultraviolet radiation filters, but they pollute the natural environment, penetrate living organisms, and disrupt endocrine balance. Knowledge of the exposure of domestic animals to these substances is extremely scant. The aim of the study was to investigate long-term exposure of companion dogs to BPs and relate this to environmental factors. Hair samples taken from 50 dogs and 50 bitches from under 2 to over 10 years old were analysed for BP content with liquid chromatography–tandem mass spectrometry. The results revealed that dogs are most often exposed to 2-hydroxy-4-methoxybenzophenone (BP-3) and 4-dihydroxybenzophenone (BP-1). Concentration levels of BP-3 above the method quantification limit (MQL) were noted in 100% of the samples and fluctuated from 4.75 ng/g to 1,765 ng/g. In turn, concentration levels of BP-1 above the MQL were noted in 37% of the samples and ranged from <0.50 ng/g to 666 ng/g. Various factors (such as the use of hygiene and care products and the dog's diet) were found to affect BP concentration levels. Higher levels of BP-3 were observed in castrated/spayed animals and in animals that required veterinary intervention more often. The results obtained show that the analysis of hair samples may be a useful matrix for biomonitoring BPs in dogs, and that these substances may be toxic to them. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
33. Benzophenone-3 exposure induced apoptosis via impairing mitochondrial function in human chondrocytes
- Author
-
Ye Yang, Rui Gao, Zhenyu Zhu, Wenfeng Xiao, Jing Wang, Wenxia Zhao, and Yingjun Li
- Subjects
Benzophenones ,Chondrocytes ,Mitochondrial dysfunction ,Mitophagy ,PINK1/Parkin pathway ,Environmental pollution ,TD172-193.5 ,Environmental sciences ,GE1-350 - Abstract
Osteoarthritis (OA) is a chronic joint disease affecting millions of adults worldwide, characterized by degeneration of articular cartilage. Many environmental risk factors contribute to OA development. Benzophenone-3 (BP-3), a commonly used ultraviolet filter in personal care products, has been positively associated with OA risk. However, it remains unclear whether and how BP-3 induces toxic effects on articular chondrocytes and promote OA development. This study aims to investigate the damage of BP-3 at environmentally relevant concentrations to human chondrocytes, as well as potential mechanisms linking BP-3 with injury of chondrocytes. Notably, BP-3 significantly inhibited cell viability, induced apoptosis, and up-regulated matrix metalloproteinase (MMP) 1 and 13 which mediated cartilage degradation in C28/I2 human normal chondrocytes. Moreover, the function of mitochondria was impaired and oxidative stress occurred in BP-3 exposure groups, evidenced by elevation of reactive oxygen species (ROS) generation, reduction of mitochondrial membrane potential, decrease of ATP production and inhibition of mitochondrial respiratory chain complex I, II, III and IV. Meanwhile, BP-3 caused mitochondrial cristae vague and formation of autophagosomes. PTEN induced putative kinase 1/E3 ubiquitin protein ligase (PINK1/Parkin) pathway was also activated by BP-3. Addition of autophagy inhibitor, 3-Methyladenine (3-MA), suppressed PINK1/Parkin-mediated mitophagy, but increased BP-3-induced expression of MMP1 and 13, as well as exacerbated BP-3-induced apoptosis, suggesting mitophagy may exert a chondroprotective effect and partially alleviate apoptosis induced by this compound. In brief, BP-3 exposure may increase OA risk via inducing apoptosis and increasing breakdown of extracellular matrix in chondrocytes, and mitochondrial dysfunction and mitophagy may play a crucial role in the mechanisms of BP-3-induced toxicity to articular chondrocytes.
- Published
- 2024
- Full Text
- View/download PDF
34. Gold‐Catalyzed Synthesis of Ortho‐Quinone Methide Analogues as Reactive Synthetic Precursors.
- Author
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Yamada, Tsuyoshi, Fujii, Akiko, Furugen, Chikara, Kobayashi, Kwihwan, Hyodo, Tomoki, Ikawa, Takashi, and Sajiki, Hironao
- Subjects
- *
BENZOPHENONES , *DENSITY functional theory , *RING formation (Chemistry) - Abstract
2‐Exomethylene indolin‐3‐ones are useful synthetic intermediates with a unique indole scaffold. However, their synthesis has not yet been reported owing to their reactivity and instability. In this study, a gold(I)‐catalyzed method for generating 2‐exomethylene indolin‐3‐one derivatives via the 5‐exo‐dig‐selective cyclization of 2‐(2‐amino)phenyl alkynyl ketones with an alkyne terminus was developed. The subsequent pseudo‐dimerization of the generated 2‐exomethylene indolin‐3‐ones and their [4+2] cyclization reactions with 1,1‐disubstituted alkenes afforded spiropseudoindoxyl and pyranoindole derivatives, respectively, in 21% to quantitative yields. Density functional theory calculations of the gold‐catalyzed cyclization provided insights into the 5‐exo‐dig selectivity. Furthermore, the reactive 2‐exomethylene indolin‐3‐one was isolated for the first time based on the results from 1H NMR spectroscopic monitoring. The isolated product was applied to various transformations. Our synthesis method promotes the development of bioactive agents and functional materials with complex cyclic structures. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
35. Temporal trends in exposure to parabens, benzophenones, triclosan, and triclocarban in adult females in Kyoto, Japan, from 1993 to 2016.
- Author
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Yoshida, Nao, Lyu, Zhaoqing, Kim, Sungmin, Park, Nayoun, Hitomi, Toshiaki, Fujii, Yukiko, Kho, Younglim, Choi, Kyungho, and Harada, Kouji H.
- Subjects
PARABENS ,TRICLOSAN ,BENZOPHENONES ,TRICLOCARBAN ,MEDIAN (Mathematics) ,ADULTS ,RISK exposure - Abstract
Products used in daily life can contain chemicals such as parabens, benzophenones, triclosan, and triclocarban that have potential endocrine-disrupting effects. Little is known about the temporal trends of exposure levels to some of these chemicals in Japan. Our study assessed the intake and risk associated with exposure to commonly used chemicals. We measured the concentrations of five parabens, four benzophenones, and triclosan and triclocarban in 133 single spot urine samples. The urine samples were collected in 1993, 2000, 2003, 2009, 2011, and 2016 from healthy female residents in Kyoto, Japan. With the exception of methylparaben, ethylparaben, and butylparaben, there were no significant fluctuations in the concentrations of target chemicals over the study period; however, methylparaben, ethylparaben, and butylparaben showed temporal changes in concentrations. Methylparaben concentrations peaked in 2003 with a median value of 309 μg/g creatinine, ethylparaben concentrations peaked in 1993 with a median value of 17.3 μg/g creatinine, and butylparaben showed a decline, with the median values becoming non-detectable in 2009 and 2016. We calculated estimated daily intakes and hazard quotients for each chemical. In the analysis of total samples, 2.3% (3 samples) for butylparaben and 0.8% (1 sample) for propylparaben were found to surpass a hazard quotient of 1. Overall, 3% (n = 4) of the study participants exceeded a hazard index of 1. The potential health risks associated with exposure to butylparaben and propylparaben emphasize the need for further monitoring and research. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
36. Ultraviolet Filters: Dissecting Current Facts and Myths.
- Author
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Breakell, Thomas, Kowalski, Isabel, Foerster, Yannick, Kramer, Rafaela, Erdmann, Michael, Berking, Carola, and Heppt, Markus V.
- Subjects
- *
ULTRAVIOLET filters , *VITAMIN D , *SKIN cancer , *SKIN care , *MARINE ecology - Abstract
Skin cancer is a global and increasingly prevalent issue, causing significant individual and economic damage. UV filters in sunscreens play a major role in mitigating the risks that solar ultraviolet ra-diation poses to the human organism. While empirically effective, multiple adverse effects of these compounds are discussed in the media and in scientific research. UV filters are blamed for the dis-ruption of endocrine processes and vitamin D synthesis, damaging effects on the environment, induction of acne and neurotoxic and carcinogenic effects. Some of these allegations are based on scientific facts while others are simply arbitrary. This is especially dangerous considering the risks of exposing unprotected skin to the sun. In summary, UV filters approved by the respective governing bodies are safe for human use and their proven skin cancer-preventing properties make them in-dispensable for sensible sun protection habits. Nonetheless, compounds like octocrylene and ben-zophenone-3 that are linked to the harming of marine ecosystems could be omitted from skin care regimens in favor of the myriad of non-toxic UV filters. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
37. Photocatalytic α-aminoalkyl radical addition of amines mediated by benzophenone under visible light.
- Author
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Jinke Chen, Qi Lian, Xinru Jiang, Juan Zhang, Xiang Luo, Jiansong Fang, and Wentao Wei
- Subjects
- *
RADICALS (Chemistry) , *VISIBLE spectra , *AMINES , *CHARGE exchange , *HYDROXYBENZOPHENONES , *BENZOPHENONES , *ANILINE - Abstract
Herein, we report the intermolecular photocatalytic addition of amines and alkenes using metal-free conditions. Benzophenone was added as a photosensitizer to accelerate the single electron transfers, H-atom transfers and generation of α-aminoalkyl radicals. N-Alkyl anilines were alkylated with high selectivity and broad substrate scope. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
38. Synthesis of a Photo-Crosslinkable Elastomer for Stretchable Electronics and Its Use in Strain-Insensitive Pressure Sensors.
- Author
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Hyon-Gyu Park, Minsung Kim, Hayeong Park, and Joon Hak Oh
- Subjects
- *
PRESSURE sensors , *ACRYLATES , *POLYURETHANE elastomers , *ELASTOMERS , *STRETCHING of materials , *ELECTRONIC equipment , *BENZOPHENONES , *STRAIN sensors - Abstract
A stretchable electronic substrate with strategically positioned rigid and soft islands offers a significant platform to overcome the limitations of current stretchable substrates. This design facilitates the integration of conventional rigid electroactive materials into high-performance stretchable electronics. This study introduces a photo-crosslinkable, transparent elastomer substrate based on acrylates. When exposed to UV irradiation, it undergoes selective crosslinking (with crosslinking density and modulus depending on the number of crosslinkers); it can achieve a modulus increase of up to 38 000%. Rigid regions of specific shapes and sizes can be created using a photomask, while soft regions remain intact for expansion during stretching. The substrate is used to produce a capacitive strain/strain-insensitive pressure (SIP) sensor in which rigid islands act as the dielectric layer of the capacitor; sensitivity to external stimuli is modulated by the modulus of the rigid islands. In addition, a high-efficiency SIP sensor (SIPS) employing an electrospun dielectric layer, which amplifies the pressure sensitivity by 780-fold, is developed, ensuring a constant low strain sensitivity. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
39. Synthesis of Organofluorine Compounds with Acylsilanes†.
- Author
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Guo, Youyuan, Zhou, Gang, and Shen, Xiao
- Subjects
- *
BENZOPHENONES , *PHARMACEUTICAL chemistry , *ASYMMETRIC synthesis , *OXIDATION-reduction reaction , *RADICALS (Chemistry) , *ORGANOFLUORINE compounds - Abstract
Comprehensive Summary: Organofluorine compounds are central in synthetic chemistry, medicinal chemistry and material chemistry. In this review, we summarize the investigations on the synthesis of organofluorine compounds with acylsilanes. For the non‐fluorinated acylsilanes, the in situ generation of difluoroenoxysilanes from the reactions of the acylsilanes with trifluoromethylation reagents is the major pathway, leading to the facile preparation of various α,α‐difluoroketones. For the fluoroalkylacylsilanes, apart from the in situ generation of difluoroenoxysilanes through anion Brook rearrangement, radical Brook rearrangement of the photoexcited acylsilanes and the selective control of reactivities of the biradicals pave the way for the synthesis of a variety of organofluorine compounds. In general, most of these reactions gave racemic products, and the asymmetric synthesis of organofluorine compounds with acylsilanes is still rare, which would be a future direction of this field. Key Scientists: In 1957, the first acylsilane compound, triphenylsilyl phenyl ketone was reported by Brook group. In 1991, Portella and coworkers reported the reaction of non‐fluorinated acylsilanes and perfluoroorganometallic reagents without Brook rearrangement, resulting in the formation of alcohols as the products. In 1992, Xu and coworkers carried out the first investigation on fluoroalkylacylsilanes for the preparation of difluoroenoxysilanes through anion Brook rearrangement. In 1994, Portella group reported the synthesis of difluoroenoxysilanes with non‐fluorinated acylsilanes and Ruppert‐Prakash reagent. In 2009, Otaka and coworkers reported a NHC‐mediated intramolecular redox reaction to prepare (Z)‐fluoroalkene dipeptide isosteres (FADIs) from γ,γ‐difluoro‐α,β‐ enoylsilane. Until 2022, the application of radical Brook rearrangement of fluoroalkylacylsilanes for the generation of fluoroalkylsiloxycarbenes was achieved by Shen group, enabling the synthesis of fluoroalkylated cyclopropenols. In 2022, Shen and coworkers successfully achieved the trapping of biradical intermediates generated from fluorine‐containing acylsilanes, leading to the facile preparation of fused gem‐difluorooxetanes. In the same year, Shen group reported the first asymetric reactions of fluoroalkylacylsilanes to prepare enantiomerically enriched fluoroalkyl alcohols and difluoroenoxysilanes. [ABSTRACT FROM AUTHOR]
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- 2024
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- View/download PDF
40. Synthesis of Organofluorine Compounds with Acylsilanes†.
- Author
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Guo, Youyuan, Zhou, Gang, and Shen, Xiao
- Subjects
BENZOPHENONES ,PHARMACEUTICAL chemistry ,ASYMMETRIC synthesis ,OXIDATION-reduction reaction ,RADICALS (Chemistry) ,ORGANOFLUORINE compounds - Abstract
Comprehensive Summary: Organofluorine compounds are central in synthetic chemistry, medicinal chemistry and material chemistry. In this review, we summarize the investigations on the synthesis of organofluorine compounds with acylsilanes. For the non‐fluorinated acylsilanes, the in situ generation of difluoroenoxysilanes from the reactions of the acylsilanes with trifluoromethylation reagents is the major pathway, leading to the facile preparation of various α,α‐difluoroketones. For the fluoroalkylacylsilanes, apart from the in situ generation of difluoroenoxysilanes through anion Brook rearrangement, radical Brook rearrangement of the photoexcited acylsilanes and the selective control of reactivities of the biradicals pave the way for the synthesis of a variety of organofluorine compounds. In general, most of these reactions gave racemic products, and the asymmetric synthesis of organofluorine compounds with acylsilanes is still rare, which would be a future direction of this field. Key Scientists: In 1957, the first acylsilane compound, triphenylsilyl phenyl ketone was reported by Brook group. In 1991, Portella and coworkers reported the reaction of non‐fluorinated acylsilanes and perfluoroorganometallic reagents without Brook rearrangement, resulting in the formation of alcohols as the products. In 1992, Xu and coworkers carried out the first investigation on fluoroalkylacylsilanes for the preparation of difluoroenoxysilanes through anion Brook rearrangement. In 1994, Portella group reported the synthesis of difluoroenoxysilanes with non‐fluorinated acylsilanes and Ruppert‐Prakash reagent. In 2009, Otaka and coworkers reported a NHC‐mediated intramolecular redox reaction to prepare (Z)‐fluoroalkene dipeptide isosteres (FADIs) from γ,γ‐difluoro‐α,β‐ enoylsilane. Until 2022, the application of radical Brook rearrangement of fluoroalkylacylsilanes for the generation of fluoroalkylsiloxycarbenes was achieved by Shen group, enabling the synthesis of fluoroalkylated cyclopropenols. In 2022, Shen and coworkers successfully achieved the trapping of biradical intermediates generated from fluorine‐containing acylsilanes, leading to the facile preparation of fused gem‐difluorooxetanes. In the same year, Shen group reported the first asymetric reactions of fluoroalkylacylsilanes to prepare enantiomerically enriched fluoroalkyl alcohols and difluoroenoxysilanes. [ABSTRACT FROM AUTHOR]
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- 2024
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41. Biomonitoring of benzophenones in guano samples of wild bats in Poland.
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Gonkowski, Slawomir, Martín, Julia, Aparicio, Irene, Santos, Juan Luis, Alonso, Esteban, Pomianowski, Andrzej, Könyves, László, and Rytel, Liliana
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LIQUID chromatography-mass spectrometry , *BENZOPHENONES , *MYOTIS , *BIOLOGICAL monitoring , *COLONIES (Biology) , *BATS - Abstract
Benzophenones (BPs) are substances used in the production of sunscreens, cosmetics, and personal care products. However, there is a lack of knowledge of BPs in wild animals. Therefore, the study aimed to assess the concentration of selected BPs commonly used in the cosmetic industry in guano samples collected from 4 colonies of greater mouse-eared bats (Myotis myotis). Liquid chromatography with tandem mass spectrometry (LC-MS/MS) was used to determine guano concentrations of benzophenone 1 (BP-1), benzophenone 2 (BP-2), benzophenone 3 (BP-3) and benzophenone 8 (BP-8). BP-1 levels above the method quantification limit (MQL) were noted in 97.5% of samples and fluctuated from <0.1 ng/g to 259 ng/g (mean 41.50 ng/g, median 34.8). The second most common was BP-3, which fluctuated from <0.1 ng/g to 19 ng/g (mean 6.67 ng/g, median 5.05), and its levels higher than MQL were observed in 40% of samples. BP-2 and BP-8 concentrations did not exceed the method detection limit (0.04 ng/g) in any analyzed sample. There were visible differences in the BP-1 and BP-3 levels among the studied bat colonies. Mean BP-1 concentration fluctuated from 11.23±13.13 ng/g to 76.71±65.51 ng/g and differed significantly between the colonies. Mean BP-3 concentration fluctuated from 5.03±6.03 ng/g to 9.18±7.65 mg/g, but it did not differ significantly between the colonies. The results show that guano is a suitable matrix for the assessment of wildlife exposure to BPs. This could be particularly advantageous in protected species, where not disturbing and stressing the animals are crucial. [ABSTRACT FROM AUTHOR]
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- 2024
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42. Water-based direct photopatterning of stretchable PEDOT:PSS using amphiphilic block copolymers.
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Yoon, Soon Joo, Ha, Jeongdae, Lee, Hyeokjun, Park, Jin Tae, Lee, Bin Hyung, Jang, Kyung-In, Yang, Anna, and Lee, Yoon Kyeung
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SEMICONDUCTOR manufacturing ,ETHYLENE glycol ,PROPYLENE glycols ,BLOCK copolymers ,BENZOPHENONES ,PHOTOLITHOGRAPHY ,SEMICONDUCTORS - Abstract
The use of water-based chemistry in photolithography during semiconductor fabrication is desirable due to its cost-effectiveness and minimal environmental impact, especially considering the large scale of semiconductor production. Despite these benefits, limited research has reported successful demonstrations of water-based photopatterning, particularly for intrinsically water-soluble materials such as Poly(3,4-ethylenedioxythiophene):poly(styrene sulfonate) (PEDOT:PSS) due to significant challenges in achieving selective dissolution during the developing process. In this paper, we propose a method for the direct patterning of PEDOT:PSS in water by introducing an amphiphilic Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) (PEO-PPO-PEO, P123) block copolymer to the PEDOT:PSS film. The addition of the block copolymer enhances the stretchability of the composite film and reduces the hydrophilicity of the film surface, allowing for water absorption only after UV exposure through a photoinitiated reaction with benzophenone. We apply this technique to fabricate tactile and wearable biosensors, both of which benefit from the mechanical stretchability and transparency of PEDOT:PSS. Our method represents a promising solution for water-based photopatterning of hydrophilic materials, with potential for wider applications in semiconductor fabrication. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
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43. Enzymes analysis, degradation kinetics, response surface optimization and heavy metal tolerance of the biodegradation of malachite green by Stenotrophomonas koreensis.
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Biswas, Shreya, Kahali, Tuhin, Mukherjee, Anwesha, Chakraborty, Debasmita, Guha, Chayan, Adhikary, Tathagata, Das, Pratik, Jana, Nandan Kumar, Manna, Suvendu, and Basak, Piyali
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MALACHITE green , *HEAVY metals , *ENZYME kinetics , *RESPONSE surfaces (Statistics) , *BENZOPHENONES , *BENZOIC acid , *BIODEGRADATION , *COLOR removal in water purification , *DYES & dyeing - Abstract
Stenotrophomonas koreensis, was isolated from a textile effluent and employed to biologically degrade 98.8% of the recalcitrant toxic dye malachite green in 4 h in the absence of any supplements or media. Chromatographic and Spectroscopic analysis confirmed the degradation of the dye. According to Response Surface Methodology, the optimum conditions for biodegradation were pH 6, inoculum size 6 mL (initial concentration Log10CFU/mL = 6.2), and temperature 45 °C. More than 98% decolorization was achieved within 2.5 h of the addition of soymeal extract or peptone. One of the most promising features of this strain is that even in the presence of heavy metals, S. koreensis actively degraded the dye. The bacteria biodegraded malachite green following the first-order reaction kinetics. LC-MS analysis of the degradation product yielded several intermediates like Michler's ketone (m/z 269), 4-N,N-dimethylaminophenol (m/z 137), Benzophenone (m/z 182), N,N-dimethylaniline (m/z 121), 4-(N-methylamino)-benzophenone (m/z 211), 4-aminobenzaldehyde (m/z 121), anionic canonical form of 4-aminobenzaldehyde (m/z 120), 4-(N,N-dimethylamino)benzoic acid (m/z 165), 4-(N-methylamino) benzoic acid (m/z 152). The enzymes responsible for the malachite green degradation were tyrosinase, Malachite Green reductase, and NADH-DCIP reductase. The present work is the first to report the degradation of malachite green by S. koreensis. [ABSTRACT FROM AUTHOR]
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- 2024
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44. Bicarbazole-Benzophenone Based Twisted Donor-Acceptor Derivatives as Potential Blue TADF Emitters for OLEDs.
- Author
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Siddiqui, Iram, Gautam, Prakalp, Blazevicius, Dovydas, Jayakumar, Jayachandran, Lenka, Sushanta, Tavgeniene, Daiva, Zaleckas, Ernestas, Grigalevicius, Saulius, and Jou, Jwo-Huei
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ORGANIC light emitting diodes , *LIGHT emitting diodes , *ANTHRACENE derivatives , *GLASS transition temperature , *BENZOPHENONES , *AUTOMOBILE industry , *THERMAL stability - Abstract
Over the past few decades, organic light-emitting diodes (OLEDs) find applications in smartphones, televisions, and the automotive sector. However, this technology is still not perfect, and its application for lighting purposes has been slow. For further development of the OLEDs, we designed twisted donor-acceptor-type electroactive bipolar derivatives using benzophenone and bicarbazole as building blocks. Derivatives were synthesized through the reaction of 4-fluorobenzophenone with various mono-alkylated 3,3′-bicarbazoles. We have provided a comprehensive structural characterization of these compounds. The new materials are amorphous and exhibit suitable glass transition temperatures ranging from 57 to 102 °C. They also demonstrate high thermal stability, with decomposition temperatures reaching 400 °C. The developed compounds exhibit elevated photoluminescence quantum yields (PLQY) of up to 75.5% and favourable HOMO-LUMO levels, along with suitable triplet-singlet state energy values. Due to their good solubility and suitable film-forming properties, all the compounds were evaluated as blue TADF emitters dispersed in commercial 4,4′-bis(N-carbazolyl)-1,10-biphenyl (CBP) host material and used for the formation of emissive layer of organic light-emitting diodes (OLEDs) in concentration-dependent experiments. Out of these experiments, the OLED with 15 wt% of the emitting derivative 4-(9′-{2-ethylhexyl}-[3,3′]-bicarbazol-9-yl)benzophenone exhibited superior performance. It attained a maximum brightness of 3581 cd/m2, a current efficacy of 5.7 cd/A, a power efficacy of 4.1 lm/W, and an external quantum efficacy of 2.7%. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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45. Preparation and Properties of Low-Dielectric Polyimide Films Containing Tert-Butyl.
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Li, Xin, Zheng, Rongrong, Wang, Cheng, Chang, Haiyang, Chen, Shuwu, Wang, Liyan, Cui, Xue, Liu, Yutao, Li, Junhao, Yu, Guangning, and Shi, Ji
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POLYIMIDE films , *MOLECULAR volume , *PERMITTIVITY , *BENZOPHENONES , *POLYIMIDES , *TENSILE strength , *MICROELECTRONICS - Abstract
The design of high-performance polyimide (PI) films and understanding the relationship of the structure–dielectric property are of great significance in the field of the microelectronics industry, but are challenging. Herein, we describe the first work to construct a series of novel tert-butyl PI films (denoted as PI-1, PI-2, PI-3, and PI-4) based on a low-temperature polymerization strategy, which employed tetracarboxylic dianhydride (pyromellitic anhydride, 3,3′,4,4′-biphenyl tetracarboxylic anhydride, 4,4′-diphenyl ether dianhydride, and 3,3′,4,4′-benzophenone tetracarboxylic anhydride) and 4,4′-diamino-3,5-ditert butyl biphenyl ether as monomers. The results indicate that introducing tert-butyl branches in the main chain of PIs can enhance the free volume of the molecular chain and reduce the interaction between molecular chains of PI, resulting in a low dielectric constant. Particularly, the optimized PI-4 exhibits an excellent comprehensive performance with a high (5) wt% loss temperature (454 °C), tensile strength (117.40 MPa), and maximum hydrophobic angle (80.16°), and a low dielectric constant (2.90), which outperforms most of the results reported to date. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
46. High degree of chemoselectivities recorded during the Reformatsky reaction on coumarinyl phenyl ketones and formyl coumarins.
- Author
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Shit, Ranjit Kumar, Sinha, Nitai Chand, and De, Prabir Kumar
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REFORMATSKY reaction , *BENZOPHENONES , *CINNAMATES , *BENZOPYRANS , *COUMARINS - Abstract
Bromo-zinc enolate reagents show excellent chemo-selectivity towards 7-methoxy-8-coumarinyl phenyl ketones (1, 2) and furnish α-alkylidene chromene derivatives (5-10) together with bridged-lactone (11), cinnamate derivative (12) and γ-benzopyran (13). 7-Methoxy-8-formylcoumarins (3, 4) afford β-hydroxy esters (14, 16) and α,β-unsaturated esters (15, 17-21) showing excellent chemoselectivity with E-configuration. [ABSTRACT FROM AUTHOR]
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- 2024
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47. Chitosan-containing electrospun poly(ethylene oxide)-polybutadiene-CNT fibers.
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Sarac, Baran, Gürbüz, Remzi, Soprunyuk, Viktor, Yüce, Eray, Rezvan, Amir, Schranz, Wilfried, Eckert, Jürgen, Ozcan, Ali, and Sarac, A. Sezai
- Subjects
ETHYLENE oxide ,GLASS transition temperature ,BENZOPHENONES ,CROSSLINKED polymers ,FOURIER transform infrared spectroscopy ,DYNAMIC mechanical analysis ,POLYMERS ,RAMAN spectroscopy - Abstract
Cross-linked polymer composite fibers are gaining more and more interest in the fields of drug delivery, bone regeneration and biomineralization. This study focuses on the replacement of the radical initiator by photoinitiation via benzophenone, resulting in poly(ethylene oxide)-polybutadiene-carbon nanotube (PEO-PBu-CNT) nanofibers. The inclusion of small amounts of CNTs increases the rupture temperature and the first glass transition temperature T
g1 of the composite by 28 and 23 K, respectively, while decreasing the second glass transition temperature Tg2 by 20 K determined by dynamic mechanical analysis. A twice higher initial storage modulus of ~44 MPa can be detected for the CNT-containing samples, indicating the stiffening effect due to CNT addition. Primary X-ray diffraction peaks of PEO shift by 0.42° towards lower angles by the inclusion of CNTs, accounting for the generation of free volume within the polymer composite. Two orders of magnitude increase in Bode magnitude with a rise in Bode angle from 6° to 56° is detected by electrochemical impedance spectroscopy for the UV-cured PEO-PBu-CNT. Entanglement between the fibers, as well as a rough surface with a rigid structure, is observed upon small CNT additions. Finally, attenuated total reflectance--Fourier transform infrared and Raman spectroscopy allow the detection of the main peaks and intensity changes of these polymer composite structures for the UV-cured and uncured states. [ABSTRACT FROM AUTHOR]- Published
- 2024
- Full Text
- View/download PDF
48. Exploring Electrophilic Hydrophosphination via Metal Phosphenium Intermediates.
- Author
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Belli, Roman G., Muir, Vanessa, Dyck, Nicholas B., Pantazis, Dimitrios A., Sousa, Tânia P. A., Slusar, Carly R., Parkin, Hayley C., and Rosenberg, Lisa
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METALS , *INDENE , *CARBOCATIONS , *CYCLOHEXANONES , *PROOF of concept , *BENZOPHENONES - Abstract
Two Mo(0) phosphenium complexes containing ancillary secondary phosphine ligands have been investigated with respect to their ability to participate in electrophilic addition at unsaturated substrates and subsequent P−H hydride transfer to "quench" the resulting carbocations. These studies provide stoichiometric "proof of concept" for a proposed new metal‐catalyzed electrophilic hydrophosphination mechanism. The more strongly Lewis acidic phosphenium complex, [Mo(CO)4(PR2H)(PR2)]+ (R=Ph, Tolp), cleanly hydrophosphinates 1,1‐diphenylethylene, benzophenone, and ethylene, while other substrates react rapidly to give products resulting from competing electrophilic processes. A less Lewis acidic complex, [Mo(CO)3(PR2H)2(PR2)]+, generally reacts more slowly but participates in clean hydrophosphination of a wider range of unsaturated substrates, including styrene, indene, 1‐hexene, and cyclohexanone, in addition to 1,1‐diphenylethylene, benzophenone, and ethylene. Mechanistic studies are described, including stoichiometric control reactions and computational and kinetic analyses, which probe whether the observed P−H addition actually does occur by the proposed electrophilic mechanism, and whether hydridic P−H transfer in this system is intra‐ or intermolecular. Preliminary reactivity studies indicate challenges that must be addressed to exploit these promising results in catalysis. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
49. Biodegradation of malachite green by Pleurotus eryngii: a study on decolorization, mechanism, toxicity, and enzyme.
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Lv, Guoying, Zhang, Zuofa, Shen, Yingyue, and Wang, Mei
- Subjects
MALACHITE green ,PLEUROTUS ,BIODEGRADATION ,ENZYMES ,BENZOPHENONES ,BIOREMEDIATION ,PEROXIDASE - Abstract
The purpose of this study was to investigate the biodegradation of malachite green (MG) by Pleurotus eryngii via decolorization. This study also explored the possible mechanisms and toxicity. The results indicated that this fungus exhibited strong decolorizing potential. MG degradation based on UPLC-TOF-Triple-MS analysis revealed the formation of intermediates such as 4-(dimethylamino)benzophenone, 4-(methylamino)benzophenone, and 4-(dimethylamino)phenol. Furthermore, a significant reduction in the toxicity of the degradation products was observed using the zebrafish animal model. A newly discovered dye-decolorizing peroxidase (DyP-PE) from P. eryngii was amplified, cloned, and expressed. The purified 56.4 kDa DyP-PE strongly decolorized MG, suggesting potentially application in the bioremediation of MG pollution. Thus, the DyP-PE derived from P. eryngii may contribute to the degradation of MG. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
50. Role of Halobenzene Guest Molecules in Modulating Room Temperature Phosphorescence of Benzophenone–Naphthalene Diimide Inclusion Crystals.
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Tsukiyama, Yoshifumi, Yamamoto, Yusei, Koga, Daiki, Cui, Luxia, Hoshino, Yu, Hisaeda, Yoshio, and Ono, Toshikazu
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- *
PHOSPHORESCENCE , *IMIDES , *CRYSTALS , *IODOBENZENE , *MOLECULES , *COMPOSITE materials , *BENZOPHENONES - Abstract
Materials exhibiting room temperature phosphorescence (RTP) have recently emerged as a subject of significant interest. In this study, we successfully created inclusion crystals by introducing halobenzenes as guests into a host molecule combining benzophenone with naphthalene diimide. This approach led to the creation of fascinating fluorescence and RTP properties dependent on the guest molecules. Notably, crystals containing chlorobenzene showed cyan fluorescence, while those with iodobenzene displayed red RTP. This difference highlights the impact of the guest molecule on the luminescent properties, with the significant external heavy‐atom effect of iodobenzene playing a key role in promoting efficient intersystem crossing between the excited singlet and triplet states. Crystals with bromobenzene exhibited a unique blend of fluorescence and RTP, both from benzophenone and naphthalene diimide, highlighting the moderate heavy‐atom effect. These findings reveal composite materials with remarkably diverse and interesting optical characteristics. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
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