1.A new polyketide from marine-derived Streptomyces sp.MDW-06.
Cong WANG ; Zi-Yan QIU ; Fu-Hou LEI ; Xue-Cai TAN ; Ming-Guo JIANG ; Hao LI ; Xiao-Yan LI
China Journal of Chinese Materia Medica 2019;44(10):2090-2095
To isolate and identify secondary metabolites of marine-derived Streptomyces sp.MDW-06,the isolations and purifications of compounds were performed by means of column chromatography over silica gel. And their structures were elucidated through the spectroscopic analysis of MS,NMR and specific rotations. The bioactivities were assayed by paper diffusion and DPPH method. From the fermentation broth of marine-derived Streptomyces sp.MDW-06,five compounds( 1-5) were isolated and identified as streptopentanoic acid( 1),germicidin A( 2),germicidin B( 3),isogermicidin A( 4),isogermicidin B( 5) and oxohygrolidin( 6),respectively. Compound 1 is a new compound. Compound 1 shows DPPH radical scavenging activity with 36. 4% at 100 mg·L~(-1).
Chromatography
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Fermentation
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Free Radical Scavengers
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chemistry
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isolation & purification
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Magnetic Resonance Spectroscopy
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Polyketides
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chemistry
;
isolation & purification
;
Streptomyces
;
chemistry
2.Study on chemical constituents from fruiting bodies of Ganoderma australe.
Ya-Zhe GE ; Qing-Yun MA ; Fan-Dong KONG ; Qing-Yi XIE ; Chang-Liang AN ; Zhi-Fang YU ; You-Xing ZHAO
China Journal of Chinese Materia Medica 2019;44(3):489-494
Chemical constituents were isolated from the fruiting bodies of Ganoderma australe by various column chromatographic techniques and HPLC method, and their chemical structures were identified through the combined analysis of physicochemical properties and spectral data. Meanwhile, their α-glucosidase inhibitory activity and anti-oxidative ability were evaluated. Seven compounds were isolated from G. australe and were identified as 6-methoxyl-cyclo-(Phe-Ile)(1), applanoxidic acid A methyl ester(2), ergosta-7,22 E-dien-3β-ol(3), cinnamic acid(4), 5α,8α-epidioxy-(20S,22E,24R)-ergosta-6,22-diene-3β-ol(5), 1-(3, 4-dihydroxyphenyl) ethanone(6), salicylic acid(7) and benzoic acid(8). Among the compounds, compound 1 was a new cyclic dipeptide. Compound 2 was a new lanosta natural product, and compounds 4, 6, 7 and 8 were obtained from G. australe for the first time. Moreover, compounds 4 and 8 exhibited α-glucosidase inhibitory activity with inhibition rates of 36.8% and 34.7%, and compounds 4, 7 and 8 had a certain activity in DPPH free radical scavenging activity with IC_(50) values of 0.168, 0.458 and 0.170 g·L~(-1), respectively. The DPPH radical scavenging rate of compound 1 was 41.1%.
Free Radical Scavengers
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isolation & purification
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Fruiting Bodies, Fungal
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chemistry
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Ganoderma
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chemistry
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Glycoside Hydrolase Inhibitors
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isolation & purification
;
Molecular Structure
3.Evaluation of scavenging activity of hydrogen peroxide in different origins of Liropes Radix by HPLC-UV-CL system.
Fei-Leng CHEN ; Zheng-Fang HU ; Jin QI
China Journal of Chinese Materia Medica 2019;44(5):990-995
The hydrogen peroxide generation system was used to analyze the scavenging activity of hydrogen peroxide by Liropes Radix from different origins by HPLC-UV-CL. The UV-CL fingerprints of Liropes Radix from different origins were evaluated,and the HPLC-UV and LC-CL fingerprints were systematically analyzed and evaluated. The results showed that the ether fractions of Liriope spicata var. prolifera and L. muscari had good scavenging activity of hydrogen peroxide,and the total activity of different origins varied greatly,while the similar samples had similar activities. The total antioxidant activity of L. muscari is higher than that of L. spicata var.prolifera. The similarity analysis of the two fingerprints was carried out by two different analytical methods. The chemical fingerprints and the active fingerprints have different characteristics. The contribution of each fingerprint to the total peak area and total activity is also different. There are significant differences between the two different fingerprint clustering results.
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal
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Free Radical Scavengers
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chemistry
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Hydrogen Peroxide
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isolation & purification
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Liriope Plant
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chemistry
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Phytochemicals
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chemistry
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Plant Extracts
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chemistry
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Plant Roots
;
chemistry
4.Microwave assisted extraction, antioxidant potential and chromatographic studies of some Rasayana drugs.
Ashish MISHRA ; Shilpi MISHRA ; Shilpi BHARGAV ; Cs BHARGAVA ; Mayank THAKUR
Chinese journal of integrative medicine 2015;21(7):523-529
OBJECTIVETo study and compare the conventional extraction procedure with microwave assisted extraction (MAE) for some Ayurvedic Rasayana drugs and to evaluate their antioxidant potential and carry out the characterization of extracts by thin layer chromatography.
METHODSThree Ayurvedic rasayana plants Allium sativum Linn., Bombax ceiba Linn. and Inula racemosa Hook. were evaluated for an improved MAE methodology by determining the effects of grinding degree, extraction solvent, effect of dielectric constant and duration of time on the extractive value. Antioxidant potential of all three drugs was evaluated with 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity and reducing power was determined by using Gallic acid as standard. Further thin layer chromatographic (TLC) analysis was performed on pre-activated Silica Gel G plates and Rf value were compared with those reported for the important biomarkers.
RESULTSThe total extractive value for Allium sativum Linn. was 36.95% (w/w) and 49.95% (w/w) for ethanol extraction respectively. In case of Bombax ceiba Linn. the yield of aqueous extract by MAE was 50% (w/w) compared to 42% (w/w) in ethanol (50% v/v). Percent yield of Inula racemosa Hook. in aqueous extract was found to be 27.55% (w/w) which was better than ethanol extract (50%) where the yield was 25.95% (w/w). Upon antioxidant activity evaluation. sativum extract showed an absorbance of 0.980±0.92 at concentration of 500 μg with maximum reducing capacity. This was followed by. ceiba Linn. 0.825±0.98 and. racemosa Hook. with 0.799±2.01 at a concentration of 500 μg. TLC based standardization of. sativum Linn. extract shows single spot with Rf value of 0.38, B. ceiba Linn. extract shows Rf values were 0.23, 0.58, 0.77, 0.92 and I. racemosa Hook. extract spot had a Rf value of 0.72.
CONCLUSIONSA significant improvement in extractive values was observed as a factor of time and other advantages by using MAE technology. All three drugs have high antioxidant potential and a TLC profiling similar to reported ones. The presence of fructan type polysaccharide can be further utilized for bioactivity directed fractionation and evaluation of immunomodulatory activity.
Antioxidants ; pharmacology ; Biphenyl Compounds ; chemistry ; Chromatography, Thin Layer ; methods ; Ethanol ; chemistry ; Free Radical Scavengers ; pharmacology ; Inhibitory Concentration 50 ; Medicine, Ayurvedic ; Microwaves ; Oxidation-Reduction ; drug effects ; Pharmaceutical Preparations ; isolation & purification ; Picrates ; chemistry ; Plants, Medicinal ; chemistry ; Solvents ; Time Factors
5.Constituents of Dendrobium devonianum and their antioxidant activity.
Ai-Lian ZHANG ; Min YU ; Hong-Hua XU ; Jin-Ping SI
China Journal of Chinese Materia Medica 2013;38(6):844-847
OBJECTIVETo study the chemical constituents of Dendrobium devonianum and identify the material basis components of its function, and then provide the basis for development and utilization of D. devonianum.
METHODThe constituents were separated and purified on the chromatography of silica gel, Sephadex LH-20 and RP-18 silica gel, and then their structures were elucidated based on the spectra data. ABTS method was used to evaluate the free radical scavenging activity of the phenolic compounds among them.
RESULTNine compounds were isolated and identified as 2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylic acid (1), 2'-deoxythymidine (2), adenosine (3), N-trans-p-coumaroyl tyramine (4), N-trans-p-feruloyl tyramine (5), 3-methoxy-4-hydroxybenzaldehyde (6), 4-hydroxybenzaldehyde (7), 3,4-dihydroxybenzoic acid methyl ester (8), and 4-hydroxy-3,5-dimethoxybenzoic acid (9). Compound 5 showed good antioxidant activity with IC50 1. 61 mmol. L-1, Compound 9 showed weak antioxidant activity with IC50 35.72 mmol. L-1.
CONCLUSIONAll these compounds were isolated from D. devonianum for the first time. Among them, compounds 5 and 9 had some antioxidant activity.
Dendrobium ; chemistry ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; pharmacology ; Free Radical Scavengers ; chemistry ; isolation & purification ; pharmacology ; Inhibitory Concentration 50
6.Chemical components of essential oils from Meconopsis oliverana and their antioxidant activity.
Ang GAO ; Bing ZHAO ; Jiang GONG ; Shi-Feng NI ; Chao CUI ; Mo YAO
China Journal of Chinese Materia Medica 2013;38(2):284-288
OBJECTIVETo study the chemical components of essential oils from Meconopsis oliverana and their antioxidant activity.
METHODThe essential oil was extracted by steam distillation, and GC-MS analysis was used to identify its constituents. The OH free radical scavenging activity of the essential oils was evaluated with an enzyme mark instrument by assay of the ability of DPPH free radical scavenging. BHT was used as positive control.
RESULTForty-seven compounds, account for 91.866% of the essential oils, were identified. The ability of scavenging OH and DPPH radicals of the essential oils is stronger than that of BHT.
CONCLUSIONThe main chemical constituents of the essential oils from M. oliverana are n-hexadecanoic acid (27.653%) and 6,10,14-trimethyl-2-pentadecanone (16.330%). And the essential oils showed strong antioxidant activity.
Antioxidants ; chemistry ; metabolism ; Biphenyl Compounds ; metabolism ; Butylated Hydroxytoluene ; metabolism ; China ; Fatty Alcohols ; chemistry ; isolation & purification ; Free Radical Scavengers ; chemistry ; metabolism ; Gas Chromatography-Mass Spectrometry ; Hydroxyl Radical ; metabolism ; Oils, Volatile ; chemistry ; isolation & purification ; Oxidation-Reduction ; Palmitic Acid ; chemistry ; isolation & purification ; Papaveraceae ; chemistry ; Picrates ; metabolism ; Plant Oils ; chemistry ; isolation & purification
7.Synthesis and characterization of protocatechuic acid derivants.
Qu-Sheng LI ; Wei WANG ; Qiu-Jun HAN ; Peng-Long WANG ; Qiang LI ; Hai-Min LEI
China Journal of Chinese Materia Medica 2013;38(2):208-211
To explore the effects of protocatechuic acid (PCA) and its derivants on angiogenesis of the chick embryo chorioallantoic membrane (CAM) and scavenging DPPH radical in vitro. The protection of benzyl and alkaline hydrolysis of benzyl ester were employed. The structures of PCA-1, PCA-2 and PCA-3, the derivates of PCA, were elucidated by 1H, 13C-NMR and MS data The bioactivity of PCA and its derivants was evaluated on the models of DPPH radical and chick embryo chorioallantoic membrane (CAM), respectively. PCA and PCA-1 showed the best activity of scavenging DPPH radical among all the compounds. In contrast to PCA-2, PCA and PCA-3 displayed inhibition to angiogenesis (P < 0.001). Pyrocatechol hydroxyl is the active site of PCA on scavenging DPPH radical in vitro. PCA with carboxyl and without pyrocatechol hydroxyl seems to show promotion to angiogenesis, but it needs more evidences.
Angiogenesis Inducing Agents
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antagonists & inhibitors
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chemistry
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Animals
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Biphenyl Compounds
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Catechols
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chemistry
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Chick Embryo
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Chorioallantoic Membrane
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drug effects
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Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Free Radical Scavengers
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chemistry
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Hydroxybenzoates
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chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Picrates
8.Comparison of antioxidant activity between two species of chamomiles produced in Xinjiang by TLC-bioautography.
Song-Lin HAN ; Xin-Xia LI ; Qiang-Hui MIAN ; Wei LAN ; Yan LIU
China Journal of Chinese Materia Medica 2013;38(2):193-198
OBJECTIVETo compare the antioxidant active components from two species of chamomile-matricaria and Roman chamomile produced in Xinjiang.
METHODThe TLC-bioautography was used, with 1,1-Diphenyl-2-picrylhydrazyl (DPPH) radical as the experimental model. The peak areas of various antioxidant components were obtained by TLC-scanning for analyzing antioxidant active components contained in volatile oil extracts and flavone extracts from the two species of chamomiles. The total peak area was taken as the indicator for comparing the antioxidant capacities of the two types of extracts, and comparing them with the total antioxidant activity of flavone extracts of the two species of chamomiles.
RESULTSAccording to the result of TLC-bioautography in volatile oil extracts from the two species of chamomiles, volatile oil extracts from chamomile showed four white antioxidant spots, including en-yne-dicycloether, and volatile oil extracts from Roman chamomile showed only one white antioxidant spot. The TLC-scanning result showed that the peak area of antioxidant spots of volatile oil extracts from chamomile was significantly larger than that of volatile oil extracts from Roman chamomile. According to the test on the antioxidant activity of the two species of chamomiles with ultraviolet-visible spectrophotometry, the concentration of chamomile after scavenging 50% of DPPH radicals was 0.66 g x L(-1), whereas the figure for Roman chamomile was 0.33 g x L(-1). According to the result of TLC-bioautography in flavone extracts from the two species of chamomiles, flavone extracts from chamomile showed seven yellowish antioxidant spots, including apigenin and apigenin-7-glucoside, and flavone extracts of Roman chamomile showed eight yellowish antioxidant spots, including apigenin and apigenin-7-glucoside. The TLC-scanning results showed that the peak area of antioxidant spots of flavone extracts from Roman chamomile was significantly larger than that of flavone extracts from chamomile.
CONCLUSIONVolatile oil extracts from the two species of chamomiles have significant difference in the antioxidant activity in TLC-bioautography. Specifically, the antioxidant activity of volatile oil extracts from chamomile is stronger than volatile oil extracts from Roman chamomile; the known antioxidant active components in volatile oil extracts from chamomile is en-yne-dicycloether, while all of the other three antioxidant active components as well as antioxidant active components in volatile oil extracts from Roman chamomile are unknown components and remain to be further determined. Considering the significant difference in the number of antioxidant active spots in volatile oil extracts from the two species of chamomiles, the result can be applied to distinguish the two species of chamomiles. The antioxidant activity determination result for flavone extracts from two species of chamomiles was consistent with the result of TLC-bioautography, showing that flavone extracts from chamomile and Roman chamomile are more antioxidant active, while that of Roman chamomile is stronger than chamomile. Flavone extracts from both of the two species of chamomiles contain apigenin and pigenin-7-glucoside, which are known, while all of the other five antioxidant active components contained in flavone extracts from chamomile and the other six antioxidant active components contained in flavone extracts from Roman chamomile are unknown and remain to be further identified. The method lays a foundation for further identification of antioxidant active components contained in chamomile.
Antioxidants ; chemistry ; isolation & purification ; Apigenin ; chemistry ; isolation & purification ; Biphenyl Compounds ; metabolism ; Chamaemelum ; chemistry ; Chromatography, Thin Layer ; methods ; Flavones ; chemistry ; isolation & purification ; Free Radical Scavengers ; chemistry ; isolation & purification ; Glucosides ; chemistry ; isolation & purification ; Matricaria ; chemistry ; Oils, Volatile ; chemistry ; isolation & purification ; Picrates ; metabolism ; Plant Extracts ; chemistry ; isolation & purification ; Plant Oils ; chemistry ; isolation & purification
9.Isolation, purification and structure identification of two phenolic glycosides from the roots of Incarvillea younghusbandii Sprague and their antioxidant activities.
Wei-gao PAN ; Si-ping JIANG ; Peng LUO ; Ping GAO ; Bin CHEN ; Hai-tao BU
Acta Pharmaceutica Sinica 2011;46(4):422-427
Using a bioassay-guided fractionation technique, two compounds were isolated from the roots of Incarvillea younghusbandii Sprague through silica gel, reverse-phase C18 column chromatography and reverse-phase HPLC. Their structures were identified as acteoside (1) and isoacteoside (2) by ESI-MS, GC-MS, 1D- and 2D-NMR. 1 and 2 showed *OH scavenging capacity similar with benzoic acid, higher O2*- (or *OH) scavenging capacity than ascorbic acid, far higher hepatic LPO inhibitory activities than 2, 6-di-tert-butyl-4-methylphenol (BHT) or ascorbic acid, and more powerful effect on protecting erythrocytes from oxidative damage than ascorbic acid. The *OH scavenging capacity was positively proportional to the concentrations of 1 and 2 ranging from 0.015 6 to 0.500 0 mg x mL(-1). The hepatic LPO inhibitory activities increased with the increasing concentrations of 1 and 2 from 0.001 9 to 0.250 0 mg x mL(-1), but decreased slightly with the increasing concentration from 0.250 0 to 1.0000 mg x L(-1).
Animals
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Antioxidants
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chemistry
;
isolation & purification
;
pharmacology
;
Bignoniaceae
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chemistry
;
Free Radical Scavengers
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Glucosides
;
chemistry
;
isolation & purification
;
pharmacology
;
Lipid Peroxidation
;
drug effects
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Mice
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Molecular Structure
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Phenols
;
chemistry
;
isolation & purification
;
pharmacology
;
Plant Roots
;
chemistry
;
Plants, Medicinal
;
chemistry
;
Rats
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Rats, Wistar
10.An updated review at molecular pharmacological level for the mechanism of anti-tumor, antioxidant and immunoregulatory action of silibinin.
Hong-jun WANG ; Yuan-yuan JIANG ; Ping LU ; Qiong WANG ; Takashi IKEJIMA
Acta Pharmaceutica Sinica 2010;45(4):413-421
Silibinin, from milk thistle (Silybum marianum), is a flavonolignan with anti-oxidative and anti-inflammatory properties. It has been therapeutically used for the treatment of hepatic diseases in China, Germany and Japan. Recently, increasing evidences prove that silibinin is also a potent antitumor agent, and the major anti-tumor mechanism for silibinin is the prominent inhibition of the activities of receptor tyrosine kinases (RTKs) and their downstream signal molecules in a variety of tumor cell lines, such as epidermal growth factor receptor 1 (EGFR) and insulin-like growth factor 1 receptor (IGF-1R) signaling pathways. Meanwhile, the evidences that silibinin selectively scavenges hydroxyl free radical (*OH) and specifically inhibits the action of nuclear factor kappaB (NF-kappaB) provide more complicated explanations for its antioxidant and anti-inflammatory effects. Some new findings such as that silibinin attenuating the cognitive deficits induced by amyloid beta protein (Abeta) peptide through its antioxidative and anti-inflammatory properties is valuable to broad the medical prospect of silibinin. In this review, we discuss the molecular pharmacological mechanisms of silibinin, focusing on its inhibition of tyrosine kinases, actions of antioxidation, free radical scavenging, immunoregulation and anti-inflammation.
Amyloid beta-Peptides
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metabolism
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Animals
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Anti-Inflammatory Agents
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pharmacology
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Antineoplastic Agents, Phytogenic
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pharmacology
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Antioxidants
;
pharmacology
;
Enzyme Activation
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Free Radical Scavengers
;
pharmacology
;
Humans
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Milk Thistle
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chemistry
;
Molecular Structure
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NF-kappa B
;
metabolism
;
Protein-Tyrosine Kinases
;
metabolism
;
Reactive Oxygen Species
;
metabolism
;
Receptor Protein-Tyrosine Kinases
;
metabolism
;
Receptor, Epidermal Growth Factor
;
metabolism
;
Receptor, IGF Type 1
;
metabolism
;
Signal Transduction
;
drug effects
;
Silymarin
;
chemistry
;
isolation & purification
;
pharmacology

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