1.A new selaginellin derivative from Selaginella pulvinata.
Yuan CAO ; Yong-Ping WU ; Jin-Ao DUAN
Acta Pharmaceutica Sinica 2015;50(2):199-202
Abstract: A new selaginellin derivative named as selaginellin S (1) was isolated from the whole plants of Selaginella pulvinata (Hook. et Grev.) Maxim. (Selaginellaceae), together with a known one (selaginellin M, 2). Compounds 1 and 2 were separated and purified by silica gel and Sephadex LH-20 column chromatography. Their structures were determined on the basis of extensive spectroscopic analysis including IR, MS, 1D and 2D NMR experiments, as well as ECD calculations. Compound 1 is a key intermidiant in the biosynthesis pathway of selaginellins. Compound 2 is first reported in this plant.
Biphenyl Compounds
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chemistry
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isolation & purification
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Cyclohexanones
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chemistry
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isolation & purification
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Molecular Structure
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Selaginellaceae
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chemistry
2.5, 6-Dihydropyranobenzopyrone: a previously undetermined antioxidant isolated from Polygonum amplexicaule.
Mudasir A TANTRY ; Mohamed M RADWAN ; Seema AKBAR ; Ikhlas A KHAN
Chinese Journal of Natural Medicines (English Ed.) 2012;10(1):28-31
AIM:
To study the chemical constituents and their bioactivity of Polygonum amplexicaule.
METHODS:
The isolation of compounds was achieved by chromatographic techniques and structure of the isolates was established by UV, IR, HRESI-MS and NMR including 1D and 2D experiments.
RESULTS:
Bioassay-guided fractionation of an ethanolic extract of Polygonum amplexicaule led to the isolation of a hitherto unidentified compound, 5, 6-dihydropyranobenzopyrone (1) along with nine previously known compounds (2-10). Compounds 2-10 were identified as amplexicine (2), catechin (3), rutin (4), quercetin-3-O-β-D-galactopyranoside (5), chlorogenic acid (6), galloyl glucose (7), caffeic acid (8), gallic acid (9) and scopletin (10).
CONCLUSION
Compound 1 is new. Compounds 1-10 exhibited considerable antioxidant activity in a 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay.
Antioxidants
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chemistry
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isolation & purification
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pharmacology
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Biphenyl Compounds
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metabolism
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Coumarins
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chemistry
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isolation & purification
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pharmacology
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Molecular Structure
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Picrates
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metabolism
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Plant Extracts
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chemistry
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pharmacology
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Polygonum
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chemistry
3.A novel approach to quality evaluation of root of Scutellaria baicalensis by DPPH free radical scavenging.
Yu-ping LIU ; Purusotam BASNET ; Katsuko KOMATSU ; Hui CAO
China Journal of Chinese Materia Medica 2002;27(8):575-619
OBJECTIVETo develop a simple, reliable approach for evaluating the quality of Huangqin (Scutellaria baicalensis).
METHODTo determine the DPPH free radical scavenging activity and assay of four bioactive components: baicalin, baicalein, wogonin and wogonin-7-O-glucuronide by HPLC.
RESULTThe correlative relationship between DPPH free radical scavenging activity and baicalin content was obtained.
CONCLUSIONBioassay of DPPH free radical scavenging activity could be used as one of the methods for quality evaluation of Chinese drug Huangqin.
Biphenyl Compounds ; Flavanones ; Flavonoids ; chemistry ; isolation & purification ; pharmacology ; Free Radical Scavengers ; pharmacology ; Free Radicals ; Molecular Structure ; Picrates ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Quality Control ; Scutellaria baicalensis ; chemistry
4.Antioxidant constituents from Smilax riparia.
Wen CHEN ; Sheng'an TANG ; Nan QIN ; Huiyuan ZHAI ; Hongquan DUAN
China Journal of Chinese Materia Medica 2012;37(6):806-810
By repeated column chromatography, including silica gel, toyopearl HW-40 and preparative HPLC, thirteen compounds (1-13) were isolated and purified from Smilax riparia. On the basis of spectral data analysis, the structures of isolated compounds were elucidated as 5-methoxy-[6]-gingerol (1), dehydroabietic acid (2), pteryxin (3), 2-methylphenyl-1-O-beta-D-glucopyranoside (4), 3,5-dimethoxy-4-hydroxybenzonic acid (5), isovanillin (6), vanillic acid (7), p-hydroxycinnamic acid (8), p-hydroxycinnamic methyl ester (9), p-hydroxybenzaldehyde (10), ferulic acid methyl ester (11), benzoic acid (12) and 5-hydroxy-methyl-2-furalclehyde (13). Compounds 1-4 and 8-12 were isolated from this genus for the first time. All compounds were isolated from this plant for the first time. Compounds 1 and 5-11 showed antioxidant activities on DPPH method.
Antioxidants
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chemistry
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isolation & purification
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Biphenyl Compounds
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metabolism
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Chromatography, High Pressure Liquid
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Medicine, Chinese Traditional
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Picrates
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metabolism
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Plants, Medicinal
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chemistry
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Silica Gel
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Smilax
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chemistry
5.Study on scavenging activity to DPPH free radical of different polarity components in Guizhou Miao medicine "bod zangd dak".
Hong-zhi DU ; Heng NONG ; Li-sha DONG ; Jia-li LI ; Ming LIU ; Xi-cheng HE ; Jing ZHANG
China Journal of Chinese Materia Medica 2015;40(12):2449-2454
The paper is aimed to search more natural plant antioxidants and further research and develop new medicinal plant resources in Guizhou. The Guizhou special miao medicine "bod zangd dak" was extracted with 60% ethanol. The antioxidant activity of the different polarity components separated from the extract was tested by DPPH method with ascorbic acid as positive control. The results showed that the IC50 of the different polarity components was as following: ascorbic acid (0.033 4 g x L(-1)) < ethyl acetate components (0.052 3 g x L(-1)) < total tannins components (0.054 9 g x L(-1)) < 60% ethanol extraction components (0.076 7 g x L(-1)) < butanol extraction components (0.110 g x L(-1)) < water-soluble polysaccharides components (0.168 g x L(-1)) < water extraction components (0.174 g x L(-1)) < water components after extraction (0.226 g x L(-1)) < total polysaccharides components (0.645 g x L(-1)). It is concluded that the different polarity components have different free radical scavenging activity and that provides a scientific basis for further search of the active ingredients and the activive mechanism.
Antioxidants
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chemistry
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isolation & purification
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Biphenyl Compounds
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chemistry
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China
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ethnology
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Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Free Radicals
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chemistry
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Medicine, Chinese Traditional
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Picrates
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chemistry
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Plant Roots
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chemistry
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Plant Stems
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chemistry
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Smilax
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chemistry
6.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
7.Three new triterpenoids isolated from the aerial parts of Ilex cornuta and protective effects against HO-induced myocardial cell injury.
Shan-Shan LI ; Yan-Li LIU ; Qiong-Ming XU ; Chen-Mei MAO ; Shi-Lin YANG
Chinese Journal of Natural Medicines (English Ed.) 2017;15(2):115-120
In the present study, three new triterpenoids, 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-α-L-arabinopyranoside (1), 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester (2), and urs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester (3), and a known triterpenoid, 3β-hydroxy-urs-2, 18-dien-28-oic acid (4, randialic acid B), were isolated from the aerial parts of Ilex cornuta. Their structures were identified by the spectroscopic analyses (IR, ESI-MS, HR-ESI-MS, and 1D and 2D NMR) and chemical reactions. Compound 4 showed significant cell-protective effects against HO-induced H9c2 cardiomyocyte injury. Compounds 1-4 did not show any significant DPPH radical scavenging activity.
Animals
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Biphenyl Compounds
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metabolism
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Cardiovascular Agents
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chemistry
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isolation & purification
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pharmacology
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Hydrogen Peroxide
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metabolism
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Ilex
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chemistry
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Molecular Structure
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Myocardium
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cytology
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pathology
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Myocytes, Cardiac
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drug effects
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Picrates
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metabolism
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Plant Components, Aerial
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chemistry
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Plant Extracts
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chemistry
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pharmacology
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Rats
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Triterpenes
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chemistry
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isolation & purification
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pharmacology
8.Investigate into of effective constituent transference of herba Ephedrae and cortex Magnoliae officinalis in preparation course of Shujin Kechuan capsule.
Shuang-feng LIN ; Xue-hong KE ; Gang WEI
China Journal of Chinese Materia Medica 2006;31(23):1950-1952
OBJECTIVEInvestigate into transport rate and retention rate transference of principal effective constituent in Shujin Kechuang capsule, a new development Chinese patent medicine for theraphy asthma.
METHODHPLC was applied to analyze the content of ephedrine hydrochloride and honokiol and magnolol in crude drugs and 60% ethanol extracting solution and 25% concentrated solution,50% concentrated solution, 100% concentrated solution and finished product ( Shujin Kechuang capsule).
RESULTThe transport rate of ephedrine hydrochloride and honokiol and magnolol is 56. 32%, 14. 43%, 14. 56% in the finished product respectively.
CONCLUSIONshould be concentrate and desiccation in the condition that decompress and low temperature.
Asthma ; drug therapy ; Biphenyl Compounds ; analysis ; Capsules ; Chromatography, High Pressure Liquid ; Drug Combinations ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; therapeutic use ; Ephedra sinica ; chemistry ; Ephedrine ; analysis ; Lignans ; analysis ; Magnolia ; chemistry ; Plant Structures ; chemistry ; Plants, Medicinal ; chemistry ; Technology, Pharmaceutical ; methods
9.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
10.Evaluation of antioxidant activity of Radix Linderae and other two Chinese drugs using TLC-bioautography.
Li-Hua GU ; Tao WU ; Zi-Jia ZHANG ; Gui-Xin CHOU ; Zheng-Tao WANG
Acta Pharmaceutica Sinica 2006;41(10):956-962
AIMTo evaluate the antioxidant capacity and quality of traditional Chinese medicines using TLC-bioautography.
METHODSTwo chromatograms of each crude drug sample were obtained, after developing, by spraying with 1,1-diphenyl-2-picrylhydrazyl (DPPH) solution in ethanol and classical stained reagents, separately. The images sprayed with DPPH solution were captured under light after the plates were heated at 40 degrees C for 30 min, and scanned using video scan software to get peak areas of active compounds.
RESULTSTotal peak areas of the spots on TLC were calculated to evaluate the antioxidant capacity of the tested crude drugs from different habitats and sources. The results indicated that Radix Linderae cultivated in Tiantai (Zhejiang province), Cortex Magnoliae Officinalis cultivated in Liangshan (Sichuan province), and Fructus Perillae acquired in Shanghai have the highest scavenging properties towards DPPH in their respective TLC-autographic assays. Norisoboldine, magnolol and honokiol, luteolin, apigenin and an unknown compound "U" proved to be the major antioxidant components in the corresponding crude drugs as they contribute the dominating peak areas to the total ones.
CONCLUSIONTLC-bioautography can not only be used for screening of the components with antioxidant potency but also for the purpose of quality evaluation of traditional Chinese medicines at the same time, and the method proved to be selective, simple and reproducible.
Alkaloids ; isolation & purification ; pharmacology ; Antioxidants ; isolation & purification ; pharmacology ; Biphenyl Compounds ; chemistry ; isolation & purification ; pharmacology ; China ; Chromatography, Thin Layer ; methods ; Drugs, Chinese Herbal ; isolation & purification ; pharmacology ; Hydrazines ; chemistry ; Lignans ; isolation & purification ; pharmacology ; Lindera ; chemistry ; Luteolin ; isolation & purification ; pharmacology ; Magnolia ; chemistry ; Perilla ; chemistry ; Picrates ; Plants, Medicinal ; chemistry ; Quality Control ; Reproducibility of Results