390 results on '"Petrović, Silvana"'
Search Results
202. Influence of SomeStachys. Taxa on Carrageenan-Induced Paw Edema in Rats
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Kukić, Jelena, primary, Dobrić, Silva, additional, and Petrović, Silvana, additional
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- 2007
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203. Influence of thermal treatment on phenolic compounds and antioxidant properties of oak acorns from Serbia
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Rakić, Sveto, primary, Petrović, Silvana, additional, Kukić, Jelena, additional, Jadranin, Milka, additional, Tešević, Vele, additional, Povrenović, Dragan, additional, and Šiler-Marinković, Slavica, additional
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- 2007
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204. Composition of essential oil ofStachys alpina L. ssp.dinarica Murb.
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Kukić, Jelena, primary, Petrović, Silvana, additional, Pavlović, Milica, additional, Couladis, Maria, additional, Tzakou, Olga, additional, and Niketić, Marjan, additional
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- 2006
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205. Antioxidant Activity of Four Endemic Stachys Taxa
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Kukić, Jelena, primary, Petrović, Silvana, additional, and Niketić, Marjan, additional
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- 2006
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206. Composition and antimicrobial activity of essential oil ofStachys plumosa Griseb.
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Petrović, Silvana, primary, Ristić, Mihailo, additional, Milenković, Marina, additional, Kukić, Jelena, additional, Antić-Stanković, Jelena, additional, and Niketić, Marjan, additional
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- 2006
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207. Quantity and composition of essential oil of the wild plant nepeta nuda L. From Yugoslavia
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Chalchat, Jean-Claude, Chalchat, Jean-Claude, Petrović, Silvana, Gorunović, Momčilo, Chalchat, Jean-Claude, Chalchat, Jean-Claude, Petrović, Silvana, and Gorunović, Momčilo
- Abstract
The aerial parts of the wild plant Nepeta nuda L. collected in Serbia and the Durmitor region contained respectively 0.67–0.70% and 0.4% oil. Each oil was analyzed by GC and GC/MS. The main constituent was 1,8-cineole; (42.8–63.8%), with the higher level found in the oil of plants harvested in full flower. Other major constituents included germacrene D (1.8–15.0%), β-caryophyllene (3.6–6.9%) and α-terpineol (6.9–7.0%).
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- 1998
208. Composition and Antimicrobial Activity of the Essential Oils of Laserpitium latifolium L. and L. ochridanum Micevski (Apiaceae).
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Popović, Višnja B., Petrović, Silvana D., Milenković, Marina T., Drobac, Milica M., Couladis, Maria A., and Niketić, Marjan S.
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- 2015
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209. Composition, antimicrobial and antioxidant activity of the extracts of Eryngium palmatum Pančić and Vis. (Apiaceae)
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Marčetić, Mirjana D., Petrović, Silvana D., Milenković, Marina T., and Niketić, Marjan S.
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The chemical composition, antimicrobial and antioxidant activity of Eryngium palmatum, an endemic plant species from the Balkan Peninsula, were investigated. The flavonoids apigenin (9.5±0.3 mg g
−1 ) and apigenin 7-O-glucoside (2.4±0.1 mg g−1 ) were determined in a methanol extract of aerial parts using HPLC analysis. The methanol extract of roots contained catechin (5.0±0.1 mg g−1 ), epicatechin (2.9±0.1 mg g−1 ), chlorogenic acid (1.6±0.0 mg g−1 ), gallic acid (0.9±0.0 mg g−1 ) and rosmarinic acid (0.9±0.2 mg g−1 ). GC-FID and GCMS analysis of a chloroform extract of aerial parts showed that the main volatile constituents were falcarinol, linoleic acid, hexadecanoic acid and methyl linoleate (comprising 32.6%; 24.4%; 19.9; 13.2% of the volatile fraction, respectively), while octanoic acid, tetradecanol and dodecanol dominated in the chloroform extract of the roots (34.9%; 25.8%; 22.2% of the volatile fraction, respectively). Investigation of antimicrobial activity by broth microdilution showed that the methanol and chloroform extracts of aerial parts and roots exerted a significant effect (MIC 3.5–15.6 μg mL−1 ) against tested Gram-positive and Gram-negative bacteria. The methanol extracts of aerial parts or roots exerted moderate ferric reducing antioxidant power, DPPH radical scavenging activity and hydroxyl radical scavenging activity. [ABSTRACT FROM AUTHOR]- Published
- 2014
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210. Effects of Athamanta turbith fruit essential oils on CCl4-induced hepatic failure in mice and their antioxidant properties.
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Tomic A, Bozin B, Samojlik I, Milenkovic M, Mimica-Dukic N, Petrovic S, Tomić, Ana, Bozin, Biljana, Samojlik, Isidora, Milenković, Marina, Mimica-Dukić, Neda, and Petrović, Silvana
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The effects of essential oils isolated from mature fruits of Athamanta turbith ssp. hungarica (Borbás) Tutin and A. turbith ssp. haynaldii (Borbás & Uechtr.) Tutin (Umbelliferae) on some liver biochemical parameters in mice intoxicated with carbon tetrachloride were investigated. Pretreatment with both essential oils extenuated the effects caused by carbon tetrachloride. In order to investigate in vitro antioxidant properties of the oils, three methods were applied: scavenging of both 2,2-diphenyl-1-picrylhydrazyl (DPPH) and OH radicals, as well as a test of inhibition of Fe(2+)/ascorbic-induced lipid peroxidation. Investigated essential oils exhibited modest antioxidant capacity. Therefore, their influence on biochemical parameters in intoxicated animals might be linked to the inhibition of enzymes (cytochrome P450 2E1) involved in metabolic activation of halomethanes. [ABSTRACT FROM AUTHOR]
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- 2010
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211. Fast Inverted Photoprotective o/w Emulsions Loaded With Dihydroquercetin and β-Carotene: An Innovative Approach to In VitroAssessment of Antioxidant Activity in a Bioenvironment
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Martić, Radava, Kotur-Stevuljević, Jelena, Malenović, Anđelija, Ušjak, Ljuboš, Petrović, Silvana, Čalija, Bojan, Milić, Jela, and Krajišnik, Danina
- Abstract
Fast inverted, oil-in-water (o/w) emulsions, also known as SWitch-Oil-Phase (SWOP) emulsions, express the performances of both o/w and water-in-oil (w/o) emulsions during application to the skin, favoring their use as cosmetic carriers in sunscreen products. The objective of this study was to investigate the antioxidant potential (by 2 different methods) and the ultraviolet (UV) absorption ability of SWOP emulsion (S) with incorporated plant-based antioxidants dihydroquercetin (DHQ) and β-carotene (βC), using quercetin (Q) in a reference emulsion, in addition to the evaluation of their physicochemical properties and stability. A new biochemical extracellular model for in vitroassessment of antioxidative properties for the SWOP emulsions (S, SQ, SDHQ, and SDHQβC) was developed and compared with the results of 2, 2-diphenyl-1-picrylhydrazyl (DPPH) assay. The analyses were performed at 20 °C and 37 °C, and oxidative stress parameters were monitored and statistically analyzed. The sun protection factor (SPF) of the samples was determined in vitro. Q and DHQ incorporated into the SWOP emulsion exhibited a strong DPPH radical scavenging ability. Neither incorporated nor pure βC showed DPPH radical scavenging ability at the tested concentrations. Contrary to that, in the bioenvironment conditions, SDHQβCshowed minor antioxidative effects increase and also a significant decrease in exogenous pro-oxidative effects, caused by pro-oxidant, when compared to SDHQ. The obtained SPFs of SDHQβC, SDHQ, and SQwere 5.19, 4.65, and 3.35, respectively. The physicochemical stability of the emulsions was satisfactory during 1 month storage. The presented results demonstrated that the SWOP emulsion is a suitable carrier for antioxidants with a photoprotective ability. The novel biochemical approach could be used in addition to DPPH assay with several advantages, relevant for the testing of antioxidant activity of potential active ingredients in cosmetic products.
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- 2022
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212. Composition and Antimicrobial Activity of Salvia amplexicaulisLam. Essential Oil
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Petrović, Silvana, Pavlović, Milica, Tzakou, Olga, Couladis, Maria, Milenković, Marina, Vučićević, Dragana, and Niketić, Marjan
- Abstract
AbstractThe chemical analysis of the Salvia amplexicaulisLam. herb essential oil was performed using GC-FID and GC/MS. Fifty-one compounds (90.2% of the total oil) were identified. The oil was characterized by a high amount of sesquiterpenes (81.1%), with germacrene D (14.8%), viridiflorol (10.6%), caryophyllene oxide (10.5%), and β-caryophyllene (9.4%) being the main components. The microbial growth inhibitory properties of the oil was determined against Gram-positive bacteria Staphylococcus aureus, St. epidermidis, Micrococcus luteusGram-negative bacteria Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coliand a yeast Candida albicans.The best inhibitory effect was detected against M. luteusfollowed by the effects against St. epidermidis, St. aureusand C. albicans.Tested Gram-negative bacteria were more resistant than Gram-positive bacteria and C. albicans.
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- 2009
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213. Composition and Antimicrobial Activity of Essential Oils From Flower and Leaf of Laserpitium zernyiHayek
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Petrović, Silvana, Pavlović, Milica, Popović, Višnja, Couladis, Maria, Tzakou, Olga, Milenković, Marina, Vučićević, Dragana, and Niketić, Marjan
- Abstract
AbstractThe hydrodistilled essential oils of the flowers and leaves of Laserpitium zernyiHayek were analyzed by GC-FID and GC/MS. Fifty-five compounds were identified in the flower oil (96.8% of total oil) and 58 in the leaf oil (89.4% of total oil). Both oils were characterised by the high amount of monoterpenes (59.1–75.6%), whereas sesquiterpenes were present in smaller quantity (21.2–29.2%). The main compounds in the flower oil were sabinene (18.5%), limonene (12.0%), P-phellandrene (12.0%) and terpinen-4-ol (10.6%), while in the leaf oil the most dominant were P-pinene (20.0%) and terpinen-4-ol (12.0%). The antimicrobial activity of the oils was determined using the agar diffusion and broth microdilution method against bacteria Staphylococcus aureus, St. epidermidis, Micrococcus luteus, Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coliand a yeast Candida albicans.The best inhibitory effect (MIC 0.6 mg/mL) was exhibited by the flower oil against St. epidermidis, K. pneumoniaeand C. albicans, the leaf oil against M. luteus, and both oils against E. coli.
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- 2009
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214. Composition and Antimicrobial Activity of the Rhizome Essential Oils of Two Athamanta turbithSubspecies
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Tomić, Ana, Petrović, Silvana, Pavlović, Milica, Tzakou, Olga, Couladis, Maria, Milenković, Marina, Vučićević, Dragana, and Lakušić, Branislava
- Abstract
AbstractThe hydrodistilled essential oils of the rhizomes of Athamanta turbithsubsp. hungaricaand A. turbithsubsp. haynaldiiwere analyzed by GC-FID and GC/MS. Twenty-one compounds (99.8% of total oil) were identified in the oil from A. turbithsubsp. hungarica, and 33 components (99.9% of total oil) were identified in the oil from A. turbithsubsp. haynaldii.Both oils were characterized by high amounts of phenylpropanes, with myristicin (54.2% and 22.3%, respectively) and apiole (32.6% and 48.5%, respectively) being the main components. The antimicrobial activity of the oils was determined using the agar diffusion and broth microdilution method. Investigated essential oils were the most effective against Micrococcus luteusand Klebsiella pneumoniae, and had no effect against Pseudomonas aeruginosa.As for antifungal activity, essential oils exerted similar and significant activity, but only in higher concentrations.
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- 2009
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215. Investigation of antihyperalgesic and antiedematous activities of three Hieracium species
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Milutinović, Violeta, Uroš Pecikoza, Tomić, Maja, Stepanović-Petrović, Radica, Niketić, Marjan, Ljuboš Ušjak, and Petrović, Silvana
- Subjects
3. Good health - Abstract
Present study investigated triterpene profile, antihyperalgesic and antiedematous activities of Hieracium scheppigianum flowering aerial parts dichloromethane extract (SCH), and antihyperalgesic and antiedematous activities of previously chemically characterised polyphenol-rich H. glabratum and H. calophyllum flowering aerial parts methanol extracts (GLA and CAL, respectively). α- and β-Amyrin and their acetates, and lupeol acetate were identified and quantified in SCH by GC-FID and GC-MS. In carrageenan-induced localised inflammation model in rats, SCH and GLA (50–200 mg/kg, p.o.) produced significant and dose-dependent antihyperalgesic effect of 26.9%–56.2% (ED50=163.0 ± 26.5 mg/kg) and 25.3%–51.6% (ED50=211.6 ± 70.6 mg/kg), respectively, and CAL (200 mg/kg, p.o.) exhibited effect of 38.1%. Extracts did not significantly reduce paw edema. SCH and GLA, which demonstrated higher (over 50%) antihyperalgesic efficacy, were tested in a rotarod test (200 mg/kg, p.o.) and no alteration of motor coordination was observed. Also, acute administration of SCH and GLA in mice (2000 mg/kg, p.o.) caused neither mortality nor toxicity.
216. Investigation of antihyperalgesic and antiedematous activities of three Hieracium species
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Milutinović, Violeta, Uroš Pecikoza, Tomić, Maja, Stepanović-Petrović, Radica, Niketić, Marjan, Ljuboš Ušjak, and Petrović, Silvana
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3. Good health - Abstract
Present study investigated triterpene profile, antihyperalgesic and antiedematous activities of Hieracium scheppigianum flowering aerial parts dichloromethane extract (SCH), and antihyperalgesic and antiedematous activities of previously chemically characterised polyphenol-rich H. glabratum and H. calophyllum flowering aerial parts methanol extracts (GLA and CAL, respectively). α- and β-Amyrin and their acetates, and lupeol acetate were identified and quantified in SCH by GC-FID and GC-MS. In carrageenan-induced localised inflammation model in rats, SCH and GLA (50–200 mg/kg, p.o.) produced significant and dose-dependent antihyperalgesic effect of 26.9%–56.2% (ED50=163.0 ± 26.5 mg/kg) and 25.3%–51.6% (ED50=211.6 ± 70.6 mg/kg), respectively, and CAL (200 mg/kg, p.o.) exhibited effect of 38.1%. Extracts did not significantly reduce paw edema. SCH and GLA, which demonstrated higher (over 50%) antihyperalgesic efficacy, were tested in a rotarod test (200 mg/kg, p.o.) and no alteration of motor coordination was observed. Also, acute administration of SCH and GLA in mice (2000 mg/kg, p.o.) caused neither mortality nor toxicity.
217. Chemosystematic Significance of Essential Oil Constituents and Furanocoumarins of Underground Parts and Fruits of Nine Heracleum L. Taxa from Southeastern Europe.
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Ušjak, Ljuboš J., Drobac, Milica M., Niketić, Marjan S., and Petrović, Silvana D.
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- 2018
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218. Composition and Antimicrobial Properties of Essential Oils of Laser TrilobumRhizomes and Fruits
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Drobac, Milica, Petrović, Silvana, Milenković, Marina, Couladis, Maria, Kukić-Marković, Jelena, and Niketić, Marjan
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The compositions of hydrodistillated essential oils of Laser trilobum(L.) Borkh. rhizomes and fruits from Serbia, were investigated using GC and GC/MS. In the dark-blue rhizome oil forty-six compounds (93.1% of the total oil) were identified, with α-pinene (31.5%), γ-terpinene (9.0%), p-cymene (7.9%), β-pinene (6.1%) and 1,4-dimethylazulene (6.0%) as the major components. In the colorless fruits oil, twenty components (96.8% of the total oil) were identified, and the main constituents were limonene (51.6%) and perillaldehyde (26.8%). The antimicrobial activity of the oils was tested using the broth microdilution method against nine bacterial and two fungal strains. The oils revealed significant antimicrobial effect, mainly better than that of thymol, used as a reference compound. The strongest activity was recorded for the rhizome oil against Escherichia coli, Klebsiella pneumoniaeand Candida albicans(MICs=25 μg/mL), and the fruit oil against C. albicansATCC 10259 (MIC=12.5 μg/mL).
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- 2017
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219. Chemical Composition and Bioactivity of the Essential Oils of Heracleum pyrenaicumsubsp. pollinianumand Heracleum orphanidis
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Ušjak, Ljuboš, Petrović, Silvana, Drobac, Milica, Soković, Marina, Stanojković, Tatjana, ćirić, Ana, and Niketić, Marjan
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The objective of this research was to analyze the chemical composition, antimicrobial and cytotoxic activity of Heracleum pyrenaicumsubsp. pollinianum(Bertol.) F. Pedrotti & Pignatti (HPP) and H. orphanidisBoiss. (HO) essential oils. The composition of the oils was analyzed by GC and GC-MS. β-Pinene (35.1%) was the most abundant compound in HPP root oil, while (Z)-falcarinol (80.0%) dominated in HO root oil. (E)-Nerolidol (28.5%) was the main constituent in HPP leaf oil. HPP fruit oil, as well as HO leaf and fruit oils mainly contained aliphatic esters, mostly octyl acetate (50.5–84.5%). Antimicrobial screening was performed by microdilution method against eight bacterial and eight fungal strains. The strongest antibacterial activity was shown by both root oils (MICs 0.02–0.60 mg/mL and MBCs 0.04–2.50 mg/mL for HPP, and MICs 0.02–1.25 mg/mL and MBCs 0.04–2.50 mg/mL for HO), while the best antifungal potential was exhibited by HPP fruit oil (MICs 0.30–0.60 mg/mL and MFCs 0.60–1.25 mg/mL) and HO leaf oil (MICs 0.15–0.63 mg/mL and MFCs 0.30–1.25 mg/mL). The tested root and fruit oils exhibited strong cytotoxic effect, which was determined by MTT test against HeLa (IC507.53–21.07 μg/mL) and LS174 (IC5024.16–58.86 μg/mL) cell lines.
- Published
- 2016
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220. Chemical Composition and Antimicrobial Activity of Anthriscus nemorosaRoot Essential Oil
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Pavlović, Milica, Petrović, Silvana, Milenković, Marina, Couladis, Maria, Tzakou, Olga, and Niketić, Marjan
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The essential oil obtained by hydrodistillation from the roots of Anthriscus nemorosa(Bieb.) Sprengel (Umbelliferae) was analyzed by GC and GC-MS. Among sixty-two compounds identified (representing 89.0% of the total oil), the main components were: n-nonane (12.1%), n-hexadecanol (6.9%), δ-cadinene (6.4%), β-pinene (6.0%) and germacrene D (5.4%). Furthermore, the antimicrobial activity of the oil was evaluated against the Gram-positive bacteria Staphylococcus epidermidis(ATCC 12228) and Bacillus subtilis(ATCC 6633), the Gramnegative bacterium Escherichia coli(ATCC 25922), and a yeast Candida albicans(ATCC 10259 and ATCC 24433) using the broth microdilution method.
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- 2011
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221. Anti-inflammatory and Gastroprotective Properties of Hypericum RicheriOil Extracts
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Zdunić, Gordana, Gođevac, Dejan, Milenković, Marina, Šavikin, Katarina, Menković, Nebojša, and Petrović, Silvana
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Oil extracts of flowering tops of Hypericum richeriVill. prepared in three different ways were evaluated for chemical composition, and Anti-inflammatory and Gastroprotective activities. An HPLC method was developed for determination of two dominant flavonoids, quercetin and I3,II8-biapigenin. The carrageenan-induced rat paw edema test was used for screening the antiinflammatory activity, while indomethacin-induced rat gastric mucosa damage test was used for evaluation of gastroprotective activity. The oil extract prepared by maceration with 96% ethanol, followed by extraction with sunflower oil by heating on a water bath, exhibited the highest antiinflammatory (38.4 %) and gastroprotective activities (gastric damage score of 0.9). The same oil extract had the highest content of quercetin (49 μg/mL) and I3,II8-biapigenin (60 μg/mL). These results approve the usage of oil extracts of H. richerias an antiinflammatory and gastroprotective agent.
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- 2010
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222. Composition and Antimicrobial Activity of Marrubium IncanumDesr. (Lamiaceae) Essential Oil
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Petrović, Silvana, Pavlović, Milica, Maksimović, Zoran, Milenković, Marina, Couladis, Maria, Tzakou, Olga, and Niketić, Marjan
- Abstract
The essential oil from the aerial parts of Marrubium incanumDesr. (Lamiaceae), obtained by hydrodistillation, was analyzed by GC and GC-MS. Forty-six compounds were identified, representing 96.3% of the total oil. The main components of the oil were (E)-caryophyllene (27.0%), germacrene D (26.2%) and bicyclogermacrene (11.5%). The microbial growth inhibitory properties of the isolated essential oil were determined using the agar diffusion and broth microdilution method against seven bacterial species (Staphylococcus aureusATCC 25923, S. epidermidis ATCC 12228, Micrococcus flavusATCC 10240, Enterococcus faecalisATCC 29212, Escherichia coliATCC 25922, Klebsiella pneumoniaeNCIMB 9111, and Pseudomonas aeruginosaATCC 27853), and two strains of the yeast Candida albicans(ATCC 10259 and ATCC24433). The essential oil showed activity against all the microorganisms tested, but differences in microbial susceptibility were registered.
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- 2009
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223. Fast Inverted Photoprotective o/w Emulsions Loaded With Dihydroquercetin and β-Carotene: An Innovative Approach to In Vitro Assessment of Antioxidant Activity in a Bioenvironment.
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Martić, Radava, Kotur-Stevuljević, Jelena, Malenović, Anđelija, Ušjak, Ljuboš, Petrović, Silvana, Čalija, Bojan, Milić, Jela, and Krajišnik, Danina
- Subjects
- *
BIOCHEMICAL models , *EMULSIONS , *SUNSCREENS (Cosmetics) , *ANTIOXIDANT testing - Abstract
Fast inverted, oil-in-water (o/w) emulsions, also known as SWitch-Oil-Phase (SWOP) emulsions, express the performances of both o/w and water-in-oil (w/o) emulsions during application to the skin, favoring their use as cosmetic carriers in sunscreen products. The objective of this study was to investigate the antioxidant potential (by 2 different methods) and the ultraviolet (UV) absorption ability of SWOP emulsion (S) with incorporated plant-based antioxidants dihydroquercetin (DHQ) and β-carotene (βC), using quercetin (Q) in a reference emulsion, in addition to the evaluation of their physicochemical properties and stability. A new biochemical extracellular model for in vitro assessment of antioxidative properties for the SWOP emulsions (S, SQ, SDHQ, and SDHQβC) was developed and compared with the results of 2, 2-diphenyl-1-picrylhydrazyl (DPPH) assay. The analyses were performed at 20 °C and 37 °C, and oxidative stress parameters were monitored and statistically analyzed. The sun protection factor (SPF) of the samples was determined in vitro. Q and DHQ incorporated into the SWOP emulsion exhibited a strong DPPH radical scavenging ability. Neither incorporated nor pure βC showed DPPH radical scavenging ability at the tested concentrations. Contrary to that, in the bioenvironment conditions, SDHQβC showed minor antioxidative effects increase and also a significant decrease in exogenous pro-oxidative effects, caused by pro-oxidant, when compared to SDHQ. The obtained SPFs of SDHQβC, SDHQ, and SQ were 5.19, 4.65, and 3.35, respectively. The physicochemical stability of the emulsions was satisfactory during 1 month storage. The presented results demonstrated that the SWOP emulsion is a suitable carrier for antioxidants with a photoprotective ability. The novel biochemical approach could be used in addition to DPPH assay with several advantages, relevant for the testing of antioxidant activity of potential active ingredients in cosmetic products. [ABSTRACT FROM AUTHOR]
- Published
- 2022
- Full Text
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224. Bioactivity of the extracts and compounds of Ruscus aculeatus L. and Ruscus hypoglossum L.
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Hadžifejzović, Nihad, Kukić-Marković, Jelena, Petrović, Silvana, Soković, Marina, Glamočlija, Jasmina, Stojković, Dejan, and Nahrstedt, Adolf
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ASPARAGACEAE , *PLANT extracts , *ANTI-infective agents , *ANTIOXIDANTS , *HERBAL medicine , *DRUG synergism - Abstract
Highlights: [•] Ruscus aculeatus and Ruscus hypoglossum herbs possessed antimicrobial and antioxidant potential. [•] The most active was the EtOAc fraction of the MeOH extract of R. aculeatus herb. [•] Among investigated compounds, rutin had the best antimicrobial potential. [ABSTRACT FROM AUTHOR]
- Published
- 2013
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225. Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity
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Popović, Višnja, Heyerick, Arne, Petrović, Silvana, Van Calenbergh, Serge, Karalić, Izet, Niketić, Marjan, and Deforce, Dieter
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SESQUITERPENE lactones , *ANTINEOPLASTIC agents , *CHLOROFORM , *PLANT species , *GUAIANOLIDES , *EUDESMANOLIDES - Abstract
Abstract: Chloroform extracts of the underground parts of two Balkan endemic Laserpitium species, Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski, were chemically investigated. Five unknown guaianolides from the class of slovanolides, of which four were additionally 2β-esterified, as well as two lactones, previously identified in other Laserpitium species, were isolated from the L. ochridanum extract. From the L. zernyi extract one slovanolide derivative was isolated for the first time in the genus Laserpitium. In addition, the phenylpropanoid latifolone and six known sesquiterpene lactones, characterised as derivatives of slovanolide and silerolide, were isolated from the extracts of both species. The cytotoxic activities of the total extracts and the isolated compounds were tested using MTT and SRB assays on the two human breast cancer cell lines, MCF 7/6 and MCF 7/AZ. The extracts exerted cytotoxic activities with the IC50 values ranging 65.21–348.25μg/mL. The L. ochridanum extract was most potent in the MTT test with IC50 values of 65.21 and 66.09μg/mL in the MCF 7/AZ and MCF 7/6 cell lines, respectively. The highest cytotoxic activity exerted 2β,8α-di-angeloyloxy-10β-hydroxy-6αH-guaian-3,(7-11)-dien-12,6-olide, a slovanolide derivative with an additional double bond in lactone ring, on highly invasive MCF 7/6 cell line, with IC50 value 0.7μM in both assays tested. Generally, guaianolides with a higher number of ester moieties at the positions 2β, 8α, 10β or 11α exhibited IC50 values in the micromolar range, while eudesmanolides and guaianolides with a lower number of esters did not induce significant cytotoxicity. [Copyright &y& Elsevier]
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- 2013
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226. MATERIAL ON THE ANNOTATED CHECKLIST OF VASCULAR FLORA OF SERBIA. NOMENCLATURAL, TAXONOMIC AND FLORISTIC NOTES IV.
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NIKETIĆ, MARJAN, TOMOVIĆ, GORDANA, ANAČKOV, GORAN, DJORDJEVIĆ, VLADAN, ĐUROVIĆ, SANJA, DURAKI, ŠEMIJA, KABAŠ, EVA, LAKUŠIĆ, DMITAR, PETKOVSKI, GORANA, PETROVIĆ, SILVANA, RANIMIROVIĆ, MILANA, SLAVKOVSKA, VIOLETA, UŠJAK, LJUBOŠ, ZBILJIĆ, MILOŠ, ZLATKOVIĆ, BOJAN, and STEVANOVIĆ, VLADIMIR
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VASCULAR plants , *TAXONOMY , *CLUB mosses , *MONOCOTYLEDONS - Abstract
This paper represents the fourth part of the inventory of the flora of Serbia (Niketić et al. 2018, 2020, 2021), which contains nomenclatural, taxonomic and floristic notes related to taxa from the Magnoliopsida group. At the same time, this contribution is the basis for publication of subsequent volumes of the An annotated checklist of vascular flora of Serbia in order to supplement the data on vascular plants in our country. [ABSTRACT FROM AUTHOR]
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- 2022
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227. Chemosystematic evaluation of leaf and flower essential oils of eight Heracleum taxa from Southeastern Europe.
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Ušjak, Ljuboš, Niketić, Marjan, Drobac, Milica, and Petrović, Silvana
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The composition of leaf and flower essential oils of eight Heracleum taxa (populations collected in Serbia, Montenegro, North Macedonia and Slovenia) was statistically analyzed to evaluate its chemosystematic significance. Investigated taxa included H. orphanidis and the representatives of H. sphondylium group: H. sphondylium, H. sibiricum, H. montanum, H. ternatum, H. pyrenaicum subsp. pollinianum, H. pyrenaicum subsp. orsinii and H. verticillatum. Hydrodistilled essential oils were analyzed by GC–FID and GC–MS. Chemosystematic significance was evaluated using multivariate statistics: principal component analysis (PCA), non-metric multidimensional scaling (NMDS) and unweighted pair-group arithmetic averages clustering (UPGMA). Statistical analyses included our previously published data on the composition of essential oils of eight leaf and three flower samples, as well as the data on the composition of the oils of additional eight leaf and five flower samples obtained in the current work. Leaf and flower essential oils of H. sphondylium group members were dominated by various sesquiterpenes, phenylpropanoids and/or monoterpenes. Heracleum orphanidis leaf and flower essential oils were rich in aliphatic esters, mostly octyl acetate. Statistical analysis of the composition of leaf essential oils, as well as of flower oils, demonstrated the grouping of investigated populations of these Heracleum taxa according to their systematics, i.e., separation of H. orphanidis from the representatives of H. sphondylium group, and grouping of H. pyrenaicum subspecies within this group. Morphologically related H. sibiricum and H. ternatum were closely located in PCA and NMDS and in UPGMA even shared the same cluster. [ABSTRACT FROM AUTHOR]
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- 2020
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228. Pharmacognostic investigation of lemon verbena leaves, Verbenae citriodorae folium
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Pejčić, Milica, Petrović, Silvana, and Ušjak, Ljuboš
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Verbenae citriodorae folium ,infusion ,headspace fractions ,essential oil ,hydroethanol extract - Abstract
Лист лимунове вербене, Verbenae citriodorae folium, традиционално се користи у облику чаја/инфуза код благих симптома менталног стреса и за олакшавање успављивања, и код благих гастроинтестиналних тегоба (ЕУ монографија ЕМА/НМРС). Lemon verbena leaf, Verbenae citriodorae folium, is traditionally used as tea/infusion for relief of mild symptoms of mental stress and to aid sleep and for symptomatic treatment of mild digestive complaints (EU monograph EMA/HMPC).
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- 2023
229. Sesquiterpene lactones from the methanol extracts of twenty-eight Hieracium species from the Balkan Peninsula and their chemosystematic significance.
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Milutinović, Violeta, Niketić, Marjan, Krunić, Aleksej, Nikolić, Dejan, Petković, Miloš, Ušjak, Ljuboš, and Petrović, Silvana
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SESQUITERPENE lactones , *PROLINE , *EUDESMANOLIDES , *GUAIANOLIDES , *NUCLEAR magnetic resonance spectroscopy , *METHANOL - Abstract
Four sesquiterpene lactones (SLs), including three undescribed proline-SL conjugates, the guaianolides calophyllamine A and 8-epiixerisamine A, and the eudesmanolide calophyllamine B, were isolated from the methanol extract of Hieracium calophyllum R. Uechtr. (Compositae) flowering heads. Another known guaianolide, crepiside E, was detected in Hieracium L. species for the first time. Their structures were elucidated using extensive 1D and 2D NMR spectroscopy in combination with HRMS. The isolated SLs were used as external standards for qualitative and quantitative LC-MS analysis of the dry methanol extracts of the flowering aerial parts of 28 Hieracium species from the Balkan Peninsula. Guaianolides were the dominant SLs in 27 species studied. The chemosystematic significance of detected SLs was evaluated using multivariate statistics (PCA, nMDS and UPGMA). Differentiation between the main groups was well supported. All four compounds significantly and equally contributed to the differences between the species. In addition, the eudesmanolide calophyllamine B could be a significant chemosystematic marker for H. sect. Villosa (Griseb.) Gremli s.l. and Glauciformia (Freyn) Zahn –Italica (Fr.) Av. Touv. [ABSTRACT FROM AUTHOR]
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- 2018
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230. Традиционално коришћени инфуз и екстракт хербе мајорана, Origani majoranae herba: испитивање састава headspace фракција
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Radovanović, Kristina, Vujičić, Aleksandar, Ušjak, Ljuboš, and Petrović, Silvana
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Оrigani majoranae herba ,infusion ,extract ,headspace fractions ,essential oil - Abstract
Комитет за биљне лековите производе Европске агенције за лекове (ЕМА/НМРС) одобрио је традиционалну примену хербе мајорана, Оrigani majoranae herba, орално у облику чаја/инфуза (1-2 пута дневно; 2 недеље) код благих диспептичких тегоба и екстракта (екстракционо средство етанол 96% V/V и бели вазелин) дермално код иритације коже око ноздрва (2-4 пута дневно; недељу дана). Committee on Herbal Medicinal Products of European Medicines Agency (EMA/HMPC) approved traditional use of marjoram herb, Origani majoranae herba, orally as tea/infusion (1-2 times daily; 2 weeks) for mild spasmodic gastrointestinal complaints, and extract (extraction solvent ethanol 96% V/V and white petroleum jelly) dermally for irritated skin around the nostrils (2-4 times daily; 1 week).
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- 2022
231. Chemical profiling of six Stachys taxa from Balkan Peninsula.
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Karioti, Anastasia, Kukić-Marković, Jelena, Bilia, Anna Rita, Niketić, Marjan, and Petrović, Silvana
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STACHYS , *FLOWERING of plants , *PENINSULAS , *CHLOROGENIC acid , *PHENOLS , *ANGIOSPERMS , *ETHANOL - Abstract
Aim of this work was the chemical profiling of six Stachys taxa from Balkan Peninsula: S. recta subsp. nitens , S. atherocalyx , S. beckeana , S. zepcensis (all four belonging to S. recta group), S. alpina subsp. dinarica and S. plumosa. Dry ethanol extracts of aerial flowering plant parts were qualitatively and quantitatively characterized for their phenolic composition using the HPLC-DAD-ESI-MS technique. In total, 44 phenolic compounds were detected, belonging to three main classes of constituents: phenolic acids, phenylethanol glycosides (PhGs) and flavonoids. Chlorogenic acid was the main phenolic acid in all samples. Regarding PhGs, in all investigated extracts acteoside and lavandulifolioside were present. In S. recta group, extracts of S. atherocalyx , S. recta subsp. nitens and S. beckeana showed similar pattern considering phenylethanol glycosides, while S. zepcensis contained only the two aforementioned compounds. PhGs profile of S. plumosa extract comprised the same compounds from S. recta group, but it was also characterized by the presence of few high-molecular compounds. PhGs composition of S. alpina subsp. dinarica extract was somewhat similar with those of S. recta group and also with S. plumosa , but still specific by the presence of echinacoside and leucosceptoside A. The main flavonoids in extracts of Stachys recta group as well as in S. alpina subsp. dinarica extract were 8-hydroxyflavone glycosides (7- O -allosylglucosides of isoscutellarein and hypolaetin and their 4′-methyl derivatives). In addition, in the extract of S. alpina subsp. dinarica two luteolin-7- O -hexosides were also present. On the other hand, S. plumosa extract differed considerably containing mainly derivatives of chrysoeriol and apigenin, while 8-hydroxyflavones (isoscutellarein derivatives) were detected in traces. The results confirmed the importance of flavone 7- O -allosylglucosides at the sectional level of Stachys genus. [Display omitted] • Phenolic profile of six Stachys taxa were analyzed using HPLC-DAD-ESI-MS technique. • Importance of flavone 7- O -allosylglucosides within Stachys genus was confirmed. • Separation of taxa producing 8-hydroxyflavones and chrysoeriol derivatives was shown. • Position of S. zepcensis within S. recta group and sect. Olisia was approved. [ABSTRACT FROM AUTHOR]
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- 2022
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232. Процена безбедносног профила листова и цвасти четири таксона рода Heracleum (Apiaceae) у односу на утврђени садржај фуранокумарина
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Radovanović, Kristina, Vujičić, Aleksandar, Ušjak, Ljuboš, and Petrović, Silvana
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Различити делови (најчешће листови) мечје шапе (Heracleum sphondylium s.l.) се користе у народној медицини и исхрани у природи, иако биљке овог рода садрже различите, више или мање фототоксичне, фуранокумарине. Different parts (usually leaves) of cow parsnip (H. sphondylium s.l.) are used in folk medicine and as food, despite the fact that plants of this genus contain various, more or less phototoxic, furanocoumarins.
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- 2021
233. Ispitivanje sekundarnih metabolita i farmakološke aktivnosti odabranih vrsta roda Hieracium L. (Asteraceae) sa Balkanskog poluostrva
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Milutinović, Violeta, Petrović, Silvana, Niketić, Marjan, Ušjak, Ljuboš, Petković, Miloš, Tomić, Maja, and Ušјak, Ljuboš
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28 vrsta roda Hieracium, seskviterpenski laktoni, polifenoli (flavonoidi, fenolkarboksilne kiseline), triterpeni, hemosistematski značaj, antioksidantna, antimikrobna, citotoksična, antiholinesterazna, antihiperalgezijska aktivnost ,28 Hieracium species, sesquiterpene lactones, polyphenols (flavonoids, phenolicacids), triterpenes, chemosystematic significance, antioxidant, antimicrobial, cytotoxic,anticholinesterase, antihyperalgesic activity ,28 Hieracium species, sesquiterpene lactones, polyphenols (flavonoids, phenolic acids), triterpenes, chemosystematic significance, antioxidant, antimicrobial, cytotoxic, anticholinesterase, antihyperalgesic activity ,28 vrsta roda Hieracium, seskviterpenski laktoni, polifenoli (flavonoidi,fenolkarboksilne kiseline), triterpeni, hemosistematski značaj, antioksidantna, antimikrobna,citotoksična, antiholinesterazna, antihiperalgezijska aktivnost - Abstract
hibridogenih). Semipreparativnim LC-MS metodama, iz MeOH ekstrakta cvasti H. calophyllum izolovana su četiri seskviterpenska laktona (krepizid E i tri nova jedinjenja: 8-epi-ikserisamin A, kalofilamin A i kalofilamin B), a iz MeOH ekstrakta podzemnih organa H. scheppigianum pet fenolkarboksilnih (mono- ili di-O-kafeoilhina) kiselina (identifikacija na osnovu NMR i MS spektara). Ukupno četiri seskviterpenska laktona, sedam mono- ili di-O-kafeoilhina kiselina i 19 flavonoida (luteolin, apigenin, diosmetin, 15 njihovih heterozida i heterozid kvercetina) kvantifikovani su u suvim MeOH ekstraktima ispitivanih podzemnih organa dve vrste i herbi 28 vrsta LC-MS metodama, i pet triterpena (derivata ursana, oleana i lupana) u suvim CH2Cl2 ekstraktima herbi 28 vrsta GC-FID-MS metodom (identifikacija pomoću standarda, NMR, MS i/ili UV spektara). Hemosistematski značaj jedinjenja identifikovanih u herbama 28 vrsta utvrđen je multivarijantnim statističkim metodama (PCA, nMDS i UPGMA). Suvi MeOH ekstrakti herbi su in vitro pokazali značajan ukupni antioksidantni potencijal i sposobnost neutralizacije slobodnih DPPH•, ABTS•+ i OH• radikala (28 vrsta) i inhibicije acetilholinesteraze (27 vrsta) i butirilholinesteraze (7 vrsta). Među testiranih 12 jedinjenja, najbolju antiholinesteraznu aktivnost ispoljila su tri flavonoidna aglikona i 8-epi-ikserisamin A. Odabrani suvi MeOH i CH2Cl2 ekstrakti herbi šest vrsta pokazali su antimikrobnu aktivnost prema 18, a 8- epi-ikserisamin A i krepizid E prema 4 mikroorganizma. Isti odabrani izolati ispoljili su citotoksični efekat prema tri, odnosno jednoj tumorskoj ćelijskoj liniji, uz zanemarljivu inhibiciju rasta zdravih ćelija. Tri odabrana MeOH i CH2Cl2 ekstrakta su u modelu inflamacije šape pacova izazvane karageninom pokazala antihiperalgezijsku, ali ne i antiedematoznu aktivnost; bezbednost primene dva ekstrakta koji su ispoljili značajnu antihiperalgezijsku aktivnost pokazana je in vivo rotarod i testom akutne toksičnosti. Ključne reči: nonhybridogenous and 16 hybridogenous). Using semipreparative LC-MS methods, four sesquiterpene lactones (crepiside E and three new compounds: 8-epiixerisamine A, calophyllamine A and calophyllamine B) were isolated from the MeOH extract of H. calophyllum flowering heads, and five phenolic (mono- or di-Ocaffeoylquinic) acids from the MeOH extract of H. scheppigianum underground parts (identification based on NMR and MS spectra). Total of four sesquiterpene lactones, seven mono- or di-O-caffeoylquinic acids and 19 flavonoids (luteolin, apigenin, diosmetin, their 15 glycosides and one quercetin glycoside) were quantified in the dried MeOH extracts of the investigated underground parts of two species and herbs of 28 species, using LC-MS methods, and five triterpenes (ursane, oleane and lupane derivatives) in the dried CH2Cl2 extracts of the herbs of 28 species, using GC-FID-MS method (identification using standards, NMR, MS and/or UV spectra). Chemosystematic significance of the compounds identified in the herbs of 28 species was determined using multivariate statistics (PCA, nMDS and UPGMA). Dried MeOH herb extracts in vitro exhibited significant total antioxidant activity and scavenging of DPPH•, ABTS•+ and OH• radicals (28 species), as well as the ability to inhibit acetylcholinesterase (27 species) and butyrylcholinesterase (7 species). Among 12 tested compounds, three flavonoid aglycones and 8-epiixerisamine A exhibited the highest anticholinesterase activity. Selected dried MeOH and CH2Cl2 herb extracts of six species showed antimicrobial activity against 18, whereas 8-epiixerisamine A and crepiside E against four microorganisms. The same selected isolates exhibited cytotoxic activity against three and one cancer cell lines, respectively, with negligible inhibition of the normal cells growth. In the carrageenan-induced localized inflammation model in rats, three selected MeOH and CH2Cl2 extracts exhibited antihyperalgesic, but not antiedematous activity; safety of the oral administration of two extracts that exhibited significant antihyperalgesic activity was demonstrated in vivo in rotarod test and acute oral toxicity study.
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- 2021
234. In situ antioxidant and antimicrobial activities of naturally occurring caffeic acid, p-coumaric acid and rutin, using food systems.
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Stojković, Dejan, Petrović, Jovana, Soković, Marina, Glamočlija, Jasmina, Kukić‐Marković, Jelena, and Petrović, Silvana
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FOOD preservation , *FOOD preservatives , *CAFFEIC acid , *HYDROXYCINNAMIC acids , *VINEGAR , *ACETIC acid , *RUTIN - Abstract
Background Three pure compounds that naturally occur in plants were of particular interest to our study regarding the possibility of using them as food preservatives: p-coumaric acid (found in peanuts, tomatoes, carrots, garlic, wine, vinegar, etc.), caffeic acid (found in argan oil, oats, wheat, rice and olive oil) and rutin (found in asparagus, citrus fruits, berries, apple, apricot, asparagus, beef and beer). In the following study we investigated in situ antioxidant and antimicrobial activities of three pure compounds, namely caffeic acid, p-coumaric acid and rutin, naturally occurring in plants. Results Two food systems were used in order to obtain information on how these compounds react in actual food systems rather than microbiological media. The results indicated good antioxidant activity in in situ food systems. For tested phenolic compounds it was further shown that they successively inhibited the development of the isolated food contaminant Staphylococcus aureus in chicken soup. Panelist found that organoleptic characteristics of chicken soup and pork meat improved after treatment with phenolics. Conclusion Our findings alone, along with the potential use of phenolic compounds that are widespread in nature, may imply their potential use as preservatives in the food industry. © 2013 Society of Chemical Industry [ABSTRACT FROM AUTHOR]
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- 2013
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235. Chemical and pharmacological characterisation of selected taxa of the genus Heracleum L. (APiaceae), autochthonous for Southeastern Europe
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Ušјak, Ljuboš, Petrović, Silvana, Drobac, Milica, Soković, Marina, Stanojković, Tatjana, and Niketić, Marjan
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GC-FID i GC-MS ,Heracleum taxa ,anti-DPPH potencijal ,antimicrobial activity ,multivariate statistics ,fatty acids and unsaponifiable compounds ,antimikrobna aktivnost ,masne kiseline i nesaponifikovane supstance ,furanokumarini ,LC-MS ,furanocoumarins ,taksoni roda Heracleum ,citotoksiĉna aktivnost ,etarska ulja ,GC-FID and GC-MS ,anti-DPPH potential ,multivarijantna statistiĉka analiza ,essential oils ,cytotoxic activity - Abstract
Predmet istraņivanja doktorske disertacije je devet taksona roda Heracleum (Apiaceae): H. sphondylium, H. sibiricum, H. montanum, H. ternatum, H. pyrenaicum subsp. pollinianum, H. pyrenaicum subsp. orsinii i H. verticillatum iz grupe H. sphondylium, i H. orphanidis, svi iz (tipske) sect. Heracleum, kao i H. austriacum subsp. siifolium iz sect. Wendia. Gasnom hromatografijom sa FID i MS detekcijom analiziran je sastav etarskih ulja izolovanih destilacijom vodenom parom iz podzemnih organa, listova, cvasti i plodova. U uljima podzemnih organa dominirali su monoterpeni i/ili fenilpropani (taksoni grupe H. sphondylium), ili (Z)-falkarinol (H. orphanidis i H. austriacum); u uljima plodova alifatiĉni estri oktilacetat (sect. Heracleum) ili oktilheksanoat (H. austriacum), a u uljima listova i cvasti alifatiĉni estri (H. orphanidis) ili seskviterpeni i/ili fenilpropani. S obzirom da je u pojedinim uljima utvrĊeno prisustvo furanokumarina koji mogu delovati fototoksiĉno, definisan je bezbednosni profil ulja, tj. utvrĊen njihov maksimalni dozvoljeni dnevni unos. U dihlormetanskim ekstraktima podzemnih organa i plodova svih taksona identifikovano je ukupno 12 furanokumarina (LC-MS metodom pomoću standardnih supstanci ili na osnovu UV, MS, 1H i ROESY NMR spektara), od kojih su dominantni bili pimpinelin, bergapten, biakangelikol, heraklenin i/ili imperatorin. Hemosistematski znaĉaj komponenti etarskih ulja (u sluĉaju podzemnih organa i plodova i komponenti njihovih headspace frakcija) i furanokumarina utvrĊen je multivarijantnom statistiĉkom analizom (PCA, nMDS i UPGMA). U uljastim supernatantima dihlormetanskih ekstrakata plodova gasnom hromatografijom (GC-FID i GC-MS) analizirane su masne kiseline (dominantna je bila petroselinska), steroli (najzastupljeniji je bio β-sitosterol) i triterpeni. Antimikrobna aktivnost etarskih ulja pokazana je mikrodilucionom metodom na po osam sojeva bakterija i mikromiceta (u nekim sluĉajevima MIK su bile niņe ili bliske 0,1 mg/mL); selektivna citotoksiĉnost MTT testom na tumorske HeLa, LS174 i A549 ćelije (u nekim sluĉajevima IC50 su bile niņe ili bliske 30 μg/mL; ulja uglavnom nisu inhibirala rast normalnih MRC-5 ćelija)...
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- 2019
236. Hemijska i farmakološka karakterizacija odabranih taksona roda Heracleum L. (Apiaceae), autohtonih za jugoistočnu Evropu
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Ušjak, Ljuboš, Petrović, Silvana, Drobac, Milica, Soković, Marina, Stanojković, Tatjana, and Niketić, Marjan
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GC-FID i GC-MS ,Heracleum taxa ,anti-DPPH potencijal ,antimicrobial activity ,multivariate statistics ,fatty acids and unsaponifiable compounds ,antimikrobna aktivnost ,masne kiseline i nesaponifikovane supstance ,furanokumarini ,LC-MS ,furanocoumarins ,taksoni roda Heracleum ,citotoksiĉna aktivnost ,etarska ulja ,GC-FID and GC-MS ,anti-DPPH potential ,multivarijantna statistiĉka analiza ,essential oils ,cytotoxic activity - Abstract
Predmet istraņivanja doktorske disertacije je devet taksona roda Heracleum (Apiaceae): H. sphondylium, H. sibiricum, H. montanum, H. ternatum, H. pyrenaicum subsp. pollinianum, H. pyrenaicum subsp. orsinii i H. verticillatum iz grupe H. sphondylium, i H. orphanidis, svi iz (tipske) sect. Heracleum, kao i H. austriacum subsp. siifolium iz sect. Wendia.Gasnom hromatografijom sa FID i MS detekcijom analiziran je sastav etarskih ulja izolovanih destilacijom vodenom parom iz podzemnih organa, listova, cvasti i plodova. U uljima podzemnih organa dominirali su monoterpeni i/ili fenilpropani (taksoni grupe H. sphondylium), ili (Z)-falkarinol (H. orphanidis i H. austriacum); u uljima plodova alifatiĉni estri oktilacetat (sect. Heracleum) ili oktilheksanoat (H. austriacum), a u uljima listova i cvasti alifatiĉni estri (H. orphanidis) ili seskviterpeni i/ili fenilpropani. S obzirom da je u pojedinim uljima utvrĊeno prisustvo furanokumarina koji mogu delovati fototoksiĉno, definisan je bezbednosni profil ulja, tj. utvrĊen njihov maksimalni dozvoljeni dnevni unos.U dihlormetanskim ekstraktima podzemnih organa i plodova svih taksona identifikovano je ukupno 12 furanokumarina (LC-MS metodom pomoću standardnih supstanci ili na osnovu UV, MS, 1H i ROESY NMR spektara), od kojih su dominantni bili pimpinelin, bergapten, biakangelikol, heraklenin i/ili imperatorin.Hemosistematski znaĉaj komponenti etarskih ulja (u sluĉaju podzemnih organa i plodova i komponenti njihovih headspace frakcija) i furanokumarina utvrĊen je multivarijantnom statistiĉkom analizom (PCA, nMDS i UPGMA).U uljastim supernatantima dihlormetanskih ekstrakata plodova gasnom hromatografijom (GC-FID i GC-MS) analizirane su masne kiseline (dominantna je bila petroselinska), steroli (najzastupljeniji je bio β-sitosterol) i triterpeni.Antimikrobna aktivnost etarskih ulja pokazana je mikrodilucionom metodom na po osam sojeva bakterija i mikromiceta (u nekim sluĉajevima MIK su bile niņe ili bliske 0,1 mg/mL); selektivna citotoksiĉnost MTT testom na tumorske HeLa, LS174 i A549 ćelije (u nekim sluĉajevima IC50 su bile niņe ili bliske 30 μg/mL; ulja uglavnom nisuinhibirala rast normalnih MRC-5 ćelija)... This doctoral dissertation focuses on nineHeracleumtaxa (Apiaceae): H. sphondylium, H. sibiricum, H. montanum, H. ternatum, H. pyrenaicumsubsp. pollinianum, H. pyrenaicumsubsp. orsiniiandH. verticillatum, belonging togroupH. sphondylium, andH. orphanidis, all from the (type)sect. Heracleum, as well asH.austriacum subsp.siifoliumfromsect. Wendia. By GC-FID and GC-MS, the composition of essential oils isolated by hydrodistillation fromunderground parts, leaves, flowers and fruits was analysed. Underground parts oils were dominated bymonoterpenesand/orphenylpropanoids (H. sphondyliumgroup), or(Z)-falcarinol (H. orphanidisandH. austriacum); fruit oils byaliphatic estersoctylacetate(sect. Heracleum) oroctylhexanoate(H. austriacum), andleaf and flower oilsby aliphatic esters(H. orphanidis) or sesquiterpenesand/orphenylpropanoids. Considering that in some of these oils potentially phototoxic furanocoumarins were detected, safety profileof the oils, i.e. their maximum daily intake wasestimated.In dichloromethane extracts of underground parts and fruits of investigated taxa,atotal of 12 furanocoumarins were identified(by LC-MS using standard compoundsorbased onUV, MS, 1H andROESY NMR spectra), among which pimpinellin, bergapten, byakangelicol, heraclenin and/orimperatorinwere dominant. Chemosystematicsignificance ofessential oil components(in the case ofunderground parts and fruits, of their headspacefractioncomponents as well) and furanocoumarinswas demonstrated usingmultivariatestatistics (PCA, nMDS andUPGMA).In oily supernatants of fruit dichloromethaneextracts, by GC-FID and GC-MS,fatty acids (petroselinic acid was dominant), sterols (β-sitosterolwas the most abundant) and triterpeneswere analysed. Antimicrobialactivity of the essential oilswas showedbymicrodilutionmethodoneightbacteria and eightfungi(in some cases MICs werelower or around0.1 mg/mL); selective cytotoxicityby MTT teston cancerHeLa, LS174 andA549 cells(in some cases IC50werelower or around 30 μg/mL; oils mostly did not inhibit growth ofnormalMRC-5 cells). Essential oils showed weakanti-DPPH potential. The composition of their active zones in TLC-DPPH test was analysed byGC-FID and GC-MS(oxygenated terpenes and phenylpropanoidswere dominant).
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- 2019
237. Analysis of secondary metabolites and investigation of pharmacological activity of selected species of the genus Laserpitium L. (Apiaceae)
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Popović, Višnja B., Petrović, Silvana, Stepanović-Petrović, Radica, Milenković, Marina, Niketić, Marjan, and Heyerick, Arne
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sekundarni biljni metaboliti ,L. ochridanum ,Laserpitium latifolium ,sekundarni Laserpitium latifolium ,sesquiterpene lactones ,seskviterpenski laktoni ,farmakološka aktivnost ,L. zernyi ,pharmacological activity ,secondary plant metabolites - Abstract
Predmet doktorske disertacije je analiza sekundarnih metabolita i ispitivanje farmakološke aktivnosti hloroformskih i metanolnih ekstrakata i etarskih ulja tri vrste roda Laserpitium L. (Apiaceae): Laserpitium latifolium L., Laserpitium zernyi Hayek i Laserpitium ochridanum Micevski. Laserpitium latifolium je višegodišnja biljka, koja je široko rasprostranjena na evropskom kontinentu. Laserpitium zernyi je skardo-pindska endemična vrsta, sa prirodnim staništem na prostorima Srbije (Kosovo), Albanije, Makedonije i Grčke. Ranije je smatrana podvrstom Laserpitium siler L., subsp. zernyi (Hayek) Tutin. Laserpitium ochridanum je stenoendemit planine Galičice u Makedoniji. Sekundarni metaboliti vrsta roda Laserpitium do sada su analizirani samo u nekoliko šire distribuiranih predstavnika. Od biljaka koje predstavljaju predmet ove doktorske disertacije, široko rasprostranjena vrsta L. latifolium je do sada samo delimično ispitivana u pogledu hemijskog sastava. Druge dve, endemične biljne vrste - L. zernyi i L. ochridanum, nisu hemijski i farmakološki proučavane. Etarska ulja odabranih vrsta roda Laserpitium izolovana su destilacijom vodenom parom i hemijski okarakterisana metodama GC-FID i GC-MS. U etarskim uljima podzemnih organa sve tri ispitivane vrste roda Laserpitium, α-pinen je predstavljao najzastupljeniju komponentu (44,4%, 33,2% i 31,6% u uljima L. latifolium, L. ochridanum i L. zernyi, redom). U etarskim uljima podzemnih organa L. zernyi i L. ochridanum utvrđen je i značajan sadržaj α-bisabolola (30,9% i 10,3%, redom), a u etarskom ulju podzemnih organa L. ochridanum i hamazulena (14,9%). U etarskim uljima plodova L. latifolium i L. ochridanum utvrđen je visok sadržaj monoterpenskih ugljovodonika: u etarskom ulju L. latifolium α-pinena (44,0%), dok je u etarskom ulju L. ochridanum dominanatan satojak limonen (57,7%), a u oba etarska ulja detektovan je značajan procenat sabinena (26,8% i 14,4%, u etarskim uljima plodova L. latifolium i L. ochridanum, redom). U etarskom ulju herbe L. ochridanum najzastupljenija komponenta je sabinen (25,9%). U etarskom ulju cvasti L. zernyi najzastupljenije komponente su sabinen, limonen i β-felandren (18,5%, 12,0% i 12,0%, redom), a u etarskom ulju herbe L. zernyi β-pinen (20,0%). Ova dva ulja su, za razliku od drugih ispitivanih ulja vrsta roda Laserpitium, imala relativno visok sadržaj monoterpenskog alkohola terpinen-4-ola (10,6% i 12,0% u etarskom ulju herbe i cvasti L. zernyi, redom). Iz dela hloroformskog ekstrakta podzemnih organa L. latifolium rastvorljivog u metanolu, kombinovanjem pogodnih hromatografskih tehnika (hromatografija na koloni silikagela i semipreparativna HPLC) i instrumentalnih metoda za određivanje strukture (1D i 2D NMR i IR spektroskopija i HR-MS ESI+ spektrometrija), kao glavni sastojci izolovana su i okarakterisana dva daukanska estra: laserpicin (1) i acetildezoksodehidrolaserpicin (2), i dva fenilpropana: laserin (3) i latifolon (4). Uporednom HPLC analizom, u uslovima optimizovanim za razdvajanje terpenoida, uočena je velika kvalitativna sličnost hloroformskih ekstrakata podzemnih organa i herbe L. latifolium. Kvantifikacija ekstrakata izvršena je pod istim uslovima, korišćenjem izolovanih jedinjenja kao eksternih standarda. Konstatovano je da je sadržaj sva četiri jedinjenja viši u ekstraktu podzemnih organa u odnosu na ekstrakt herbe L. latifolium... In the scope of the doctoral dissertation are analysis of secondary metabolites and testing of pharmacological activity of chloroform and methanol extracts and essential oils of three species of the genus Laserpitium L. (Apiaceae): Laserpitium latifolium L., Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski. Laserpitium latifolium is perenial species, widely distributed throughout European continent. Laserpitium zernyi is scardo-pindic endemic species, that is distributed in Serbia (Kosovo), Albania, Former Yugoslav Republic of Macedonia (FYROM) and Greece. Previously, it was treated as a subspecies of colsely related Laserpitium siler L., subsp. zernyi (Hayek) Tutin. Laserpitium ochridanum is endemic species at Galičica Mountain, FYROM. Secondary metabolites of Laserpitium species have been so far analyzed just in several widely distributed plants. Considering investigation of the species that are in the scope of this dissertation, only widely distributed L. latifolium has been partially chemically examined. The other two endemic species - L. zernyi and L. ochridanum have not been either chemically or pharmacologically investigated before. Essential oils of selected Laserpitium species are isolated by a steam distillation and chemically characterised by GC-FID and GC-MS. In the essential oils of the underground parts of three Laserpitium species, the main constituent was α-pinene (44.4%, 33.2% and 31.6% in essential oils of L. latifolium, L. ochridanum and L. zernyi, respectively). In the essential oils of underground parts of L. zernyi and L. ochridanum certain content of α-bisabolol was found (30.9% and 10.3%), and in essential oil of underground parts of L. ochridanum was also detected chamazulene (14.9%). The fruit oils of L. latifolium and L. ochridanum were rich is monoterpene hydrocarbons: essential oil of L. latifolium was rich in α-pinene (44.0%), whilst in essential oil of L. ochridanum dominant constituent was limonene (57.7%), and in both oils certain percent of sabinene was detected (26.8% and 14.4%, in fruit oil of L. latifolium and L. ochridanum, respectively). In herb essential oil of L. ochridanum the most abundand constituent was sabinene (25.9%). In the essential oil flower of L. zernyi sabinene, limonene and β-phellandrene were detected in higher percent (18.5%, 12.0% and 12.0%, respectively), and in oil of L. zernyi herb higher content of β-pinene (20.0%) was detected. Two latter oils, unlike the other oils, were characterised with relatively high content of terpinene-4-ol (12.0% and 10.6% in oils of L. zernyi flower and herb, respectively). From the methanol-soluble part of chloroform extract of the underground parts of L. latifolium, by combination of adequate chromatographic techniques (FC and semi-preparative HPLC) and instrumental methods for structure elucidation (1D and 2D NMR and IR spectroscopy and HR-MS (ESI+) spectrometry), as the main constituents were isolated and elucidated the two daucane esters: laserpitin (1) and acetyldesoxodehydrolaserpitin (2), as well as the two phenylpropanes: laserin (3) and latifolon (4). By comparative HPLC analysis in a system optimised for terpenoid separation, a huge qualitative similarity of chloroform extracts of the underground parts and herb of L. latifolium was observed. Quantitative analyses was conducted in the same system, using isolated compounds as external standards. It was demonstrated that all compounds were present in higher concentrations in the extract of the underground parts than in the herb extract of L. latifolium...
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- 2013
238. Chemical and pharmacological characterisation of Stachys anisochila, S. beckeana, S. plumosa i S. alpina subsp. dinarica (Lamiaceae)
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Jelena M. Kukić-Marković, Petrović, Silvana, Marin, Petar, Dobrić, Silva, Savić, Miroslav, and Milenković, Marina
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Stachys anisochila ,S. beckeana ,hemijska karakterizacija ,biology ,Botany ,chemical characterisation ,S. alpina subsp. dinarica ,Lamiaceae ,farmakološka karakterizacija ,pharmacological characterisation ,Stachys ,S. plumosa ,biology.organism_classification - Published
- 2013
239. Comparative chemical analysis and pharmacological profile of extract of extacts of selected species of the genus Hypericum L
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Gordana M. Zdunić, Petrović, Silvana, Šavikin, Katarina, Milosavljević, Slobodan, Milenković, Marina, and Tomić, Mirko
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H. androsaemum ,pharmacological analysis ,H. richeri ,H. perforatum ,H. maculatum ,chemical analysis ,H. barbatum ,hemijska i farmakolo[ka karakterizacija ,H. acutum ,H. hirsutum - Published
- 2013
240. Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae).
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Ušjak L, Stojković D, Carević T, Milutinović V, Soković M, Niketić M, and Petrović S
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Plants of the genus Prangos are intensively investigated as potential new sources of bioactive isolated products. In this work, the chemical composition of volatile constituents (essential oils and headspace volatiles) and dichloromethane extracts, as well as antimicrobial and antibiofilm activities of essential oils and MFDEs (methanol fractions of dichloromethane extracts) of Prangos trifida from Serbia, were investigated. Volatiles of roots, leaves, stems and fruits, and fatty acids and phytosterols in dichloromethane extracts of roots and fruits were analyzed by GC-FID-MS, whereas coumarins in MFDEs by LC-MS and some isolated coumarins by
1 H-NMR. Minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations/minimum fungicidal concentrations (MBCs/MFCs) of essential oils and MFDEs were determined against 13 microorganisms. Antibiofilm activity was assessed against four microorganisms. Additionally, congo red and ergosterol binding assays were conducted to elucidate selected mechanisms of antibiofilm action in the case of Candida albicans . Total of 52 volatile constituents, 16 fatty acids, eight phytosterols and 10 coumarins were identified. Essential oils demonstrated significant activity, surpassing that of commercial food preservatives, against six tested molds from the Aspergillus , Penicillium and Trichoderma genera, as well as against bacteria Staphylococcus aureus and Bacillus cereus . Most of the oils strongly inhibited the formation of biofilms by S. aureus, Listeria monocytogenes and Escherichia coli . MFDEs exhibited noteworthy effects against B. cereus and the tested Aspergillus species, particularly A. niger , and significantly inhibited C. albicans biofilm formation. This inhibition was linked to a marked reduction in exopolysaccharide production, while antifungal mechanisms associated with ergosterol remained unaffected.- Published
- 2024
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241. Investigation of Anticholinesterase Activity of Chemically Characterised Hieracium s. str. Methanol Extracts and Their Selected Metabolites.
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Milutinović V, Petrović P, Petković M, Klaus A, Ušjak L, Niketić M, and Petrović S
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- Antioxidants chemistry, Cholinesterase Inhibitors pharmacology, Cholinesterase Inhibitors chemistry, Flavonoids analysis, Lactones pharmacology, Methanol chemistry, Plant Components, Aerial chemistry, Plant Extracts chemistry, Asteraceae chemistry, Sesquiterpenes pharmacology, Sesquiterpenes analysis
- Abstract
The composition and anticholinesterase activity of the dried MeOH extracts of Hieracium scheppigianum and H. naegelianum underground parts (rhizomes and roots), as well as the anticholinesterase activity of the dried, previously chemically characterised MeOH extracts of the flowering aerial parts of these two and 26 other Hieracium species in the strict sense (s. str.), were investigated. Furthermore, the anticholinesterase activity of 12 selected secondary metabolites of these extracts was evaluated. Using semi-preparative LC-MS, five caffeoylquinic acids and the sesquiterpene lactone crepiside E were isolated from H. scheppigianum underground parts extract. All these compounds were also identified in the underground parts extract of H. naegelianum. Quantitative LC-MS analysis showed that the analysed underground parts extracts were rich in both caffeoylquinic acids (139.77 and 156.62 mg/g of extract, respectively) and crepiside E (126.88 and 116.58 mg/g). In the Ellman method, the tested extracts showed an interesting anti-AChE and/or anti-BChE activity (IC
50 =0.56-1.58 mg/mL), which can be explained, at least partially, by the presence of some of their constituents. Among the metabolites tested, the best activity was revealed for the flavonoids apigenin, luteolin and diosmetin, and the sesquiterpene lactone 8-epiixerisamine A (IC50 =68.09-299.37 μM)., (© 2023 Wiley-VHCA AG, Zurich, Switzerland.)- Published
- 2023
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242. Antimicrobial and Cytotoxic Activities of Selected Hieracium L. s. str. (Asteraceae) Extracts and Isolated Sesquiterpene Lactones.
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Milutinović VM, Matić IZ, Stanojković TP, Soković MD, Ćirić AD, Ušjak LJ, Niketić MS, and Petrović SD
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- Anti-Bacterial Agents pharmacology, Candida albicans, HeLa Cells, Humans, Lactones pharmacology, Microbial Sensitivity Tests, Phytochemicals pharmacology, Plant Extracts pharmacology, Anti-Infective Agents pharmacology, Antineoplastic Agents pharmacology, Asteraceae, Sesquiterpenes pharmacology
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Antimicrobial and cytotoxic activities were tested for dried MeOH extracts of Hieracium calophyllum (CAL), H. coloriscapum (COL), H. pseudoschenkii (PSE), H. valdepilosum (VAL) and H. glabratum (GLA) herbs (flowering aerial parts), their 2 sesquiterpene lactones (SLs) 8-epiixerisamine A and crepiside E, and dried CH
2 Cl2 extract of H. scheppigianum (SCH) herb. In microdilution test, extracts showed activity on all tested microorganisms (8 bacteria, 10 fungi). The best effect was exhibited by SCH and CAL on Salmonella Typhimurium (MIC=1.7-2.5 mg/mL MBC=3.4-5.0 mg/mL), and SCH and VAL on Candida albicans (MIC=2.5 mg/mL MFC=5.0 mg/mL). SLs showed notable effect on all tested fungi Aspergillus ochraceus, Penicillium funiculosum, C. albicans and C. krusei (MIC=0.15-0.4 mg/mL MFC=0.3-0.8 mg/mL). In MTT test, extracts inhibited growth of all tested cancer cells (HeLa, LS174 and A549), with the best effect on HeLa (IC50 =148.1 μg/mL for SCH, and 152.3-303.2 μg/mL for MeOH extracts); both SLs were active against HeLa cells (IC50 =46.2 μg/mL for crepiside E and 103.8 μg/mL for 8-epiixerisamine A). Extracts and SLs showed good safety profile on normal MRC-5 cells., (© 2022 Wiley-VHCA AG, Zurich, Switzerland.)- Published
- 2022
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243. Spasmolytic, Gastroprotective and Antioxidant Activities of Dry Methanol Extract of Ferula heuffelii Underground Parts.
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Pavlović I, Radenković M, Branković S, Milenković MT, Niketić M, Ušjak L, and Petrović S
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- Animals, Antioxidants pharmacology, Methanol, Parasympatholytics pharmacology, Plant Extracts analysis, Plant Extracts pharmacology, Rats, Ferula
- Abstract
Dry MeOH extract of Ferula heuffelii (Apiaceae) underground parts was tested for spasmolytic, gastroprotective and antioxidant activities. HPLC analysis revealed that chlorogenic acid (CGA; 34.6 mg/g) was its main constituent. Extract in vitro exhibited notable total antioxidant activity (FRAP value=1.0 μmol Fe
2+ /mg), and scavenging of DPPH (SC50 =62.5 μg/ml) and• OH radicals (49.5 % at 20 μg/ml in 2-deoxyribose assay). In vitro on isolated rat ileum, extract exhibited significant spasmolytic activity, i. e., it showed 124.6 % of maximal atropine effect on spontaneous contractions (at 100 μg/ml), and reduced spasmogenic effect of KCl (80 mm) to 44.4 % (at 60 μg/ml) and of highest applied concentration of ACh to 26.3 % (at 120 μg/ml). In parallel experiments, spasmolytic effect of CGA was also demonstrated. In acute EtOH-induced gastric ulceration model in rats, extract (100 mg/kg p.o.) showed significant gastroprotective effect (gastric damage score 0.50), similar to ranitidine (20 mg/kg p.o.). Obtained results showed that tested F. heuffelii polar extract represents new herbal preparation with potential use against some gastrointestinal complaints., (© 2022 Wiley-VHCA AG, Zurich, Switzerland.)- Published
- 2022
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244. Investigation of antihyperalgesic and antiedematous activities of three Hieracium species.
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Milutinović V, Pecikoza U, Tomić M, Stepanović-Petrović R, Niketić M, Ušjak L, and Petrović S
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- Animals, Carrageenan, Edema chemically induced, Edema drug therapy, Mice, Plant Extracts pharmacology, Rats, Asteraceae, Triterpenes
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Present study investigated triterpene profile, antihyperalgesic and antiedematous activities of Hieracium scheppigianum flowering aerial parts dichloromethane extract (SCH), and antihyperalgesic and antiedematous activities of previously chemically characterised polyphenol-rich H. glabratum and H . calophyllum flowering aerial parts methanol extracts (GLA and CAL, respectively). α - and β -Amyrin and their acetates, and lupeol acetate were identified and quantified in SCH by GC-FID and GC-MS. In carrageenan-induced localised inflammation model in rats, SCH and GLA (50-200 mg/kg, p.o.) produced significant and dose-dependent antihyperalgesic effect of 26.9%-56.2% (ED
50 =163.0 ± 26.5 mg/kg) and 25.3%-51.6% (ED50 =211.6 ± 70.6 mg/kg), respectively, and CAL (200 mg/kg, p.o.) exhibited effect of 38.1%. Extracts did not significantly reduce paw edema. SCH and GLA, which demonstrated higher (over 50%) antihyperalgesic efficacy, were tested in a rotarod test (200 mg/kg, p.o.) and no alteration of motor coordination was observed. Also, acute administration of SCH and GLA in mice (2000 mg/kg, p.o.) caused neither mortality nor toxicity.- Published
- 2021
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245. Barks of Three Wild Pyrus Taxa: Phenolic Constituents, Antioxidant Activity, and in Vitro and in Silico Investigations of α-Amylase and α-Glucosidase Inhibition.
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Ušjak LJ, Milutinović VM, Đorđić Crnogorac MJ, Stanojković TP, Niketić MS, Kukić-Marković JM, and Petrović SD
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- Antioxidants chemistry, Antioxidants isolation & purification, Biphenyl Compounds antagonists & inhibitors, Glycoside Hydrolase Inhibitors chemistry, Glycoside Hydrolase Inhibitors isolation & purification, Models, Molecular, Phenols chemistry, Phenols isolation & purification, Picrates antagonists & inhibitors, Plant Bark chemistry, Plant Extracts chemistry, Plant Extracts isolation & purification, Pyrus chemistry, alpha-Amylases metabolism, Antioxidants pharmacology, Glycoside Hydrolase Inhibitors pharmacology, Phenols pharmacology, Plant Extracts pharmacology, alpha-Amylases antagonists & inhibitors, alpha-Glucosidases metabolism
- Abstract
Dry MeOH extracts of the twig barks of Pyrus communis subsp. pyraster, P. spinosa and their hybrid P.×jordanovii nothosubsp. velenovskyi, collected in wild in Serbia, were analyzed. By LC/MS, the contents of arbutin (99.9-131.0 mg/g), chlorogenic acid (2.2-6.3 mg/g), catechin (1.0-5.3 mg/g) and total dimeric and trimeric procyanidins (42.2-61.3 mg/g), including procyanidin B2 (8.9-17.2 mg/g), were determined. Colorimetrically, high contents of total phenolics (436.2-533.4 mg GAE/g) and tannins (339.4-425.7 mg GAE/g), as well as strong total antioxidant activities (FRAP values 4.5-5.9 mmol Fe
2+ /g), and DPPH (SC50 =6.6-7.1 μg/ml) and hydroxyl radical (SC50 =447.1-727.7 μg/ml) scavenging abilities were revealed. In vitro, all extracts exhibited notable inhibition of α-amylase (IC50 =310.8-617.7 μg/ml) and particularly strong inhibition of α-glucosidase (IC50 =2.1-3.7 μg/ml). Molecular docking predicted that among identified compounds procyanidin B2 is the best inhibitor of these carbohydrate-digesting enzymes. Obtained results showed that the barks of investigated Pyrus hybrid and its parent taxa have similar composition and bioactivity., (© 2021 Wiley-VHCA AG, Zurich, Switzerland.)- Published
- 2021
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246. Methanol Extracts of 28 Hieracium Species from the Balkan Peninsula - Comparative LC-MS Analysis, Chemosystematic Evaluation of their Flavonoid and Phenolic Acid Profiles and Antioxidant Potentials.
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Milutinović V, Niketić M, Ušjak L, Nikolić D, Krunić A, Zidorn C, and Petrović S
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- Balkan Peninsula, Chromatography, Liquid, Mass Spectrometry, Methanol, Plant Leaves chemistry, Species Specificity, Antioxidants chemistry, Asteraceae chemistry, Flavonoids chemistry, Phenols chemistry, Plant Extracts chemistry
- Abstract
Introduction: Hieracium s. str. represents one of the largest and most complex genera of flowering plants. As molecular genetics seems unlikely to disentangle intricate relationships within this reticulate species complex, analysis of flavonoids and phenolic acids, known as good chemosystematic markers, promise to be more reliable. Data about pharmacological activity of Hieracium species are scarce., Objective: Evaluation of the chemosystematic significance of flavonoids and phenolic acids of methanol extracts of aerial flowering parts of 28 Hieracium species from the Balkans. Additionally, investigation of antioxidant potentials of the extracts., Methods: Comparative qualitative and quantitative analysis of flavonoids and phenolic acids was performed by LC-MS. Multivariate statistical data analysis included non-metric multidimensional scaling (nMDS), unweighted pair-group arithmetic averages (UPGMA) and principal component analysis (PCA). Antioxidant activity was evaluated using three colorimetric tests., Results: Dominant phenolics in almost all species were luteolin type flavonoids, followed by phenolic acids. Although the investigated Hieracium species share many compounds, the current classification of the genus was supported by nMDS and UPGMA analyses with a good resolution to the group level. Hieracium naegelianum was clearly separated from the other investigated species. Spatial and ecological distances of the samples were likely to influence unexpected differentiation of some groups within H. sect. Pannosa. The vast majority of dominant compounds significantly contributed to differences between taxa. The antioxidant potential of the extracts was satisfactory and in accordance with their phenolics composition., Conclusions: Comparative LC-MS analysis demonstrated that flavonoids and phenolic acids are good indicators of chemosystematic relationships within Hieracium, particularly between non-hybrid species and groups from the same location. Copyright © 2017 John Wiley & Sons, Ltd., (Copyright © 2017 John Wiley & Sons, Ltd.)
- Published
- 2018
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247. Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils.
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Ušjak L, Petrović S, Drobac M, Soković M, Stanojković T, Ćirić A, and Niketić M
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Many Heracleum L. taxa (Apiaceae) are used as food and spices, and in traditional medicine. In this work, the chemical composition of Heracleum pyrenaicum subsp. orsinii (Guss.) F. Pedrotti and Pignatti root, leaf and fruit essential oils, their antimicrobial activity and cytotoxic effect on malignant and normal cells were investigated for the first time. The composition of the oils was analyzed by GC and GC-MS. Monoterpenes prevailed in the root oil, with β -pinene (38.6%) being dominant, while in the leaf oil, sesquiterpenes, mostly ( E )-nerolidol (20.5%) and ( E )-caryophyllene (17.0%), were the most abundant constituents. The fruit oil contained the majority of aliphatic esters, mainly octyl acetate (36.8%) and octyl hexanoate (22.1%). The antimicrobial activity was determined by microdilution method against eight bacteria and eight fungi (standard strains, clinical or food isolates). The best antibacterial activity, better than the activity of ampicillin, was shown by the root oil against Salmonella typhimurium , Escherichia coli and Pseudomonas aeruginosa . The strongest antifungal activity, stronger than the activity of ketoconazole, was exhibited by the leaf and root oils against Trichoderma viride , and by the root oil against Aspergillus ochraceus . The cytotoxic effect of the oils, determined by MTT test, was prominent against malignant HeLa, LS174 and A549 cells (IC
50 = 6.49-14.56 μg/mL). On the other hand, the oils did not show toxicity against normal MRC-5 cells at tested concentrations (IC50 > 200.00 μg/mL). It can be concluded that investigated H . pyrenaicum subsp. orsinii oils represent potential new raw materials for food and pharmaceutical industry.- Published
- 2017
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248. Laserpitium zernyi Hayek Flower and Herb Extracts: Phenolic Compounds, and Anti-edematous, Antioxidant, and Antimicrobial Activities.
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Popović VB, Tomić MA, Stepanović-Petrović RM, Micov AM, Milenković MT, Petrović SD, Ušjak LJ, and Niketić MS
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- Animals, Anti-Bacterial Agents isolation & purification, Anti-Bacterial Agents pharmacology, Anti-Infective Agents isolation & purification, Anti-Infective Agents pharmacology, Antioxidants isolation & purification, Antioxidants pharmacology, Candida albicans drug effects, Edema drug therapy, Flowers chemistry, Gram-Negative Bacteria drug effects, Gram-Positive Bacteria drug effects, Phenols isolation & purification, Plant Extracts chemistry, Plants, Medicinal chemistry, Rats, Apiaceae chemistry, Plant Extracts analysis
- Abstract
Phenolic compounds and different biological activities of the dry MeOH extracts of the flowers and the herb (aerial parts without flowers) of Laserpitium zernyi Hayek (Apiaceae) were investigated. The total phenolic contents in the extracts were determined spectrophotometrically using Folin-Ciocalteu reagent. In both extracts, apigenin, luteolin, their 7-O-glucosides, and chlorogenic acid were detected by HPLC. Identified phenolics were quantified in both extracts, except luteolin in L. zernyi herb extract. The extracts (p.o.) were tested for anti-edematous activity in a model of carrageenan (i.pl.) induced rat paw edema. Antioxidant activity of the extracts was assessed by FRAP assay and DPPH and
• OH radicals scavenging tests. Antimicrobial activity was investigated using broth microdilution test against five Gram-positive and three Gram-negative bacteria, as well as against two strains of Candida albicans. The polyphenol-richer flower extract exerted higher anti-edematous and antioxidant activities. The herb extract exhibited better antimicrobial effect against Micrococcus luteus, Enterococcus faecalis, Bacillus subtilis, and Pseudomonas aeruginosa, while against other tested microorganisms, the activity of both extracts was identical. Demonstrated biological activities of L. zernyi flower and herb extracts represent a good basis for their further investigation as potential new herbal medicinal raw materials., (© 2017 Wiley-VHCA AG, Zurich, Switzerland.)- Published
- 2017
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249. Composition and Antimicrobial Properties of Essential Oils of Laser trilobum Rhizomes and Fruits.
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Drobac M, Petrović S, Milenković M, Couladis M, Kukić-Marković J, and Niketić M
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- Anti-Infective Agents chemistry, Bacteria drug effects, Fungi drug effects, Oils, Volatile chemistry, Plant Oils chemistry, Anti-Infective Agents pharmacology, Apiaceae chemistry, Fruit chemistry, Oils, Volatile pharmacology, Plant Oils pharmacology, Rhizome chemistry
- Abstract
The compositions of hydrodistillated essential oils of Laser trilobum (L.) Borkh. rhizomes and fruits from Serbia, were investigated using GC and GC/MS. In the dark-blue rhizome oil forty-six compounds (93.1% of the total oil) were identified, with a-pinene (31.5%), y-terpinene (9.0%), p-cymene (7.9%), β-pinene (6.1%) and 1,4-dimethylazalene (6.0%) as the major components. In the colorless fruits oil, twenty components (96.8% of the total oil) were identified, and the main constituents were limonene (51.6%) and perillaldehyde (26.8%). The antimidrobial activity of the oils was tested using the broth microdilution method against nine bacterial and two fungal strains. The oils revealed significant antimicrobial effect, mainly better than that of thymol, used as a reference compound. The strongest activity was recorded for the rhizome oil against Escherichia coli, Klebsiella pneumoniae and Candida albicans (MICs=25 μg/mL), and the fruit oil against C. albicans ATCC 10259 (MIC=12.5 μg/mL).
- Published
- 2017
250. Essential oils of three cow parsnips - composition and activity against nosocomial and foodborne pathogens and food contaminants.
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Ušjak L, Petrović S, Drobac M, Soković M, Stanojković T, Ćirić A, and Niketić M
- Subjects
- Bacteria classification, Bacteria genetics, Bacteria isolation & purification, Cross Infection microbiology, Food Contamination analysis, Foodborne Diseases microbiology, Heracleum classification, Humans, Microbial Sensitivity Tests, Plant Leaves chemistry, Anti-Bacterial Agents chemistry, Anti-Bacterial Agents pharmacology, Bacteria drug effects, Heracleum chemistry, Oils, Volatile chemistry, Oils, Volatile pharmacology, Plant Extracts chemistry, Plant Extracts pharmacology
- Abstract
Although some widespread, native cow parsnips (Heracleum L. spp., Apiaceae) had broad medicinal and culinary applications throughout history, the knowledge about their volatile constituents is insufficient. This work investigates the composition and bioactivities of H. sphondylium L. (HSPH), H. sibiricum L. (HSIB) and H. montanum Schleich. ex Gaudin (HMON) essential oils. The composition was tested by GC and GC-MS. (Z)-β-Ocimene was the most abundant in HSPH (28.9%) and HMON (20.4%) root oils, while in HSIB root oil, β-pinene (26.2%), methyl eugenol (22.3%) and elemicin (25.6%) prevailed. Leaf and flower oils were dominated by various sesquiterpenes (germacrene D, β-sesquiphellandrene, (E)-β-farnesene and/or (E)-caryophyllene) and/or phenylpropanoids (apiole, methyl eugenol, elemicin and/or (Z)-isoelemicin). Octyl acetate (57.5-67.1%) was the main constituent of all fruit oils. The antimicrobial activity was screened by a microdilution method against eight bacteria and eight fungi. The strongest antimicrobial effect, in several cases better than the activity of antibiotics, was shown by HSPH (MICs = 0.12-3.30 mg mL
-1 ) and HMON (MICs = 0.10-1.30 mg mL-1 ) flower oils against bacteria, and HSIB fruit oil against fungi (MICs = 0.15-0.40 mg mL-1 ). The MTT test revealed that the oils were not or weakly cytotoxic against human malignant HeLa, LS174 and/or A549 cells (except HSPH root oil; IC50 = 5.72-24.31 μg mL-1 ) and that tested oils were not toxic against human normal MRC-5 cells (at 200.00 μg mL-1 ). Significant activity observed against microorganisms that are the common cause of foodborne diseases, food contamination and/or hospital-acquired infections justifies certain traditional uses of the investigated plants and represents a good basis for further research of these Heracleum oils.- Published
- 2017
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