1.A new norsesquiterpenoid from Arctium lappa leaves.
Jiang-Nan LYU ; Ling-Xia ZHANG ; Qing-Yu YANG ; Na HUANG ; Zhi-Min WANG ; Li-Ping DAI
China Journal of Chinese Materia Medica 2023;48(18):5024-5031
Chemical constituents were isolated and purified from ethyl acetate fraction of Arctium lappa leaves by silica gel, ODS, MCI, and Sephadex LH-20 column chromatography. Their structures were identified with multiple spectroscopical methods including NMR, MS, IR, UV, and X-ray diffraction combined with literature data. Twenty compounds(1-20) were identified and their structures were determined as arctanol(1), citroside A(2), melitensin 15-O-β-D-glucoside(3), 11β,13-dihydroonopordopicrin(4), 11β,13-dihydrosalonitenolide(5), 8α-hydroxy-β-eudesmol(6), syringin(7), dihydrosyringin(8), 3,4,3',4'-tetrahydroxy-δ-truxinate(9),(+)-pinoresinol(10), phillygenin(11), syringaresinol(12), kaeperferol(13), quercetin(14), luteolin(15), hyperin(16), 4,5-O-dicaffeoylquinic acid(17), 1H-indole-3-carboxaldehyde(18), benzyl-β-D-glucopyranoside(19), and N-(2'-phenylethyl) isobutyramide(20). Among them, compound 1 is a new norsesquiterpenoid, and compounds 2-5, 7-8, and 18-20 are isolated from this plant for the first time.
Arctium/chemistry*
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Magnetic Resonance Spectroscopy
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Luteolin/analysis*
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Plant Leaves/chemistry*
2.Study on condition for extraction of arctiin from fruits of Arctium lappa using supercritical fluid extraction.
China Journal of Chinese Materia Medica 2006;31(15):1240-1276
OBJECTIVETo study the feasibility of supercritical fluid extraction (SFE) for arctiin from the fruits of Arctium lappa.
METHODThe extracts were analyzed by HPLC, optimum extraction conditions were studied by orthogonal tests.
RESULTThe optimal extraction conditions were: pressure 40 MPa, temperature 70 degrees C, using methanol as modifier carrier at the rate of 0.55 mL x min(-1), static extraction time 5 min, dynamic extraction 30 min, flow rate of CO2 2 L x min(-1).
CONCLUSIONSFE has the superiority of adjustable polarity, and has the ability of extracting arctiin.
Arctium ; chemistry ; Chromatography, High Pressure Liquid ; Chromatography, Supercritical Fluid ; methods ; Fruit ; chemistry ; Furans ; analysis ; isolation & purification ; Glucosides ; analysis ; isolation & purification ; Plants, Medicinal ; chemistry
3.Study on correlation between ITS sequence of Arctium lappa and quality of Fructus Arctii.
Liang XU ; Deqiang DOU ; Bing WANG ; Yanyun YANG ; Tingguo KANG
China Journal of Chinese Materia Medica 2011;36(14):1931-1935
OBJECTIVETo study the correlation between ITS sequence of Arctium lappa and Fructus Arctii quality of different origin.
METHODThe samples of Fructu arctii materials were collected from 26 different producing areas. Their ITS sequence were determined after polymerase chain reaction (PCR) and quality were evaluated through the determination of arctiin content by HPLC. Genetic diversity, genotype and correlation were analyzed by ClustalX (1.81), Mage 4.0, SPSS 13.0 statistical software.
RESULTITS sequence of A. was obtained from 26 samples, and was registered in the GenBank. Corresponding arctiin content of Fructus arctii and 1000-grain weight were determined. A. lappa genotype correlated with Fructus arctii quality by statistical analysis.
CONCLUSIONThe research provided a foundation for revealing the molecular mechanism of Fructus arctii geoherbs.
Arctium ; chemistry ; genetics ; Computational Biology ; DNA, Ribosomal Spacer ; genetics ; Drugs, Chinese Herbal ; standards ; Furans ; analysis ; Genotype ; Glucosides ; analysis ; Polymorphism, Genetic ; genetics ; Quality Control ; Sequence Analysis, DNA ; Software
4.A comparative research on quality of Vitmin C Yinqiao tablets from different manufacturers.
Wei-nan ZHANG ; Yu XIANG ; Yuan-yuan JIANG ; Zhuo-ming LI ; Zhi-hua ZHANG ; Hua ZHANG ; Li LI
China Journal of Chinese Materia Medica 2007;32(22):2364-2367
OBJECTIVETo study the different manufacturers Vitmin C (Vc) Yinqiao tablets, and the quality of the analysis of the problem, to provide a theoretical basis for the correct evaluation of the quality of medicines and improving the standard drugs.
METHOD11 manufacturers of 18 batches of samples for determination of the weight of the core tablets, powder samples were observed with microscope, determination of Vc, and the establishment of the Vc Yinqiao tablets HPLC method for determination of chlorogenic acid and arctigenin, chlorogenic acid and arctigenin in the samples were measured and compared.
RESULTThere is a big difference of microscope and various measured results in different manufacturers products.
CONCLUSIONBecause different manufacturers to produce the same, there are big differences in the quality of the products.
Arctium ; chemistry ; Ascorbic Acid ; chemistry ; Chlorogenic Acid ; analysis ; Chromatography, High Pressure Liquid ; Drug Combinations ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; standards ; Furans ; analysis ; Lignans ; analysis ; Lonicera ; chemistry ; Plants, Medicinal ; chemistry ; Quality Control ; Tablets
5.Dyuamical studies on metabolic chemistry of lignans from seeds of Arctium lappa.
Yi-min ZHENG ; Shao-xi CAI ; Xiu-ying XU ; Shan-quan FU
China Journal of Chinese Materia Medica 2005;30(16):1287-1289
OBJECTIVETo study the metabolic chemistry and pharmaco-dynamics characters of ligan from seeds of Arctium lappa.
METHODHPLC method was used in the study. The analysis was carried out on C18 column. The mobile phase was CH3CN-0.05% H3PO4 (36:64) with flow-rate at 0.6 mL x min(-1) and wave-length of 210 nm. The column temperature was kept at 25 degrees C.
RESULTThe results indicated that the ligan was detected in plasma and the main organs 5 min after po. The main metabolic production in plasma was arctigenin. In addition, arctigenin and an unknown product were found in metabolic production in the organs.
CONCLUSIONThe method was stable,simple and reproducible. It can be used to determine the metabolic product of the ligan. The metabolic chemistry of ligan in plasma was obviously different from that in the main organs.
Animals ; Arctium ; chemistry ; Chromatography, High Pressure Liquid ; methods ; Furans ; blood ; metabolism ; Glucosides ; blood ; metabolism ; Lignans ; blood ; isolation & purification ; metabolism ; pharmacokinetics ; Liver ; metabolism ; Male ; Mice ; Plants, Medicinal ; chemistry ; Reproducibility of Results ; Seeds ; chemistry ; Tissue Distribution
6.Optimization of the processing technology of Fructus Arctii by response surface methodology.
Qi-Di LIU ; Kun-Ming QIN ; Bao-Jia SHEN ; Hao CAI ; Bao-Chang CAI
Chinese Journal of Natural Medicines (English Ed.) 2015;13(3):222-231
The present study was designed to optimize the processing of Fructus Arctii by response surface methodology (RSM). Based on single factor studies, a three-variable, three-level Box-Behnken design (BBD) was used to monitor the effects of independent variables, including processing temperature and time, on the dependent variables. Response surfaces and contour plots of the contents of total lignans, chlorogenic acid, arctiin, and arctigenin were obtained through ultraviolet and visible (UV-Vis) monitoring and high performance liquid chromatography (HPLC). Fructus Arctii should be processed under heating in a pot at 311 °C, medicine at 119 °C for 123s with flipping frequently. The experimental values under the optimized processing technology were consistent with the predicted values. In conclusion, RSM is an effective method to optimize the processing of traditional Chinese medicine (TCM).
Arctium
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chemistry
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Chemistry, Pharmaceutical
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methods
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Chlorogenic Acid
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analysis
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Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal
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chemistry
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Furans
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analysis
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Glucosides
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analysis
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Hot Temperature
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Lignans
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analysis
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Surface Properties
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Technology, Pharmaceutical
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methods
7.Effect compound decoction on notoginsenosides in Panax notoginseng.
Ming-Qing HUANG ; Zhuo-Ming LI ; Xiang-Li LI ; You-Liang XIE ; Xue-Jun ZHAO ; Zi-Ren SU
China Journal of Chinese Materia Medica 2007;32(10):909-912
OBJECTIVETo explore the effect of compound decoction on notoginsenosides in Panax notoginseng.
METHODNotoginsenoside R1, Rg1, Re, Rb1 and pH were used as the parameters to investigate the changes on the content of notoginsenosides in different compound extractions by heating for two hours and their correlation with pH.
RESULTWhen the pH values of solution of P. notoginseng with Fructus ligustri, P. notoginseng with Eupolyphaga seu steleophaga, P. notoginseng with Pheretima asiatica, and Zhitangjiang Fang (free of Hirudo) were rept higher than 5.7, the reserved rate (RR) of notoginsenside were higher than 90%; When the pH values of decoetion of P. notoginseng with Salvia miltiorrhiza, P. notoginseng with Paeonia lactiflora, P. notoginseng with Platycodon grandiflorum, P. notoginseng with Arctium lappa were kept 4.5-5.5, their RR of notoginsenside were 60% - 85%; When the pH values of the decotction of P. notoginseng with Hirudo nipponica was decreased to 3.4, its RR of of notoginsenside was 38.4%; When the pH values of Zhitangjiang Fang extraction was regulated by 0.1% NaOH solution to pH 6. 3, and the RR of notoginsenside increased to 97%.
CONCLUSIONThe pH of other Chinese herbal medicines extraction with P. notoginseng compound is a critical effect on the stability and yields of notoginsensides.
Animals ; Arctium ; chemistry ; Cockroaches ; chemistry ; Drug Combinations ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Ginsenosides ; analysis ; Hirudo medicinalis ; chemistry ; Hot Temperature ; Hydrogen-Ion Concentration ; Ligustrum ; chemistry ; Materia Medica ; chemistry ; isolation & purification ; Oligochaeta ; chemistry ; Paeonia ; chemistry ; Panax ; chemistry ; Platycodon ; chemistry ; Salvia miltiorrhiza ; chemistry
8.Isolation and elucidation of chemical constituents with antiviral action from yinqiaosan on influenza virus.
Yue SHI ; Ren-bing SHI ; Bin LIU ; Yun-ru LU ; Li-jun DU
China Journal of Chinese Materia Medica 2003;28(1):43-47
OBJECTIVETo study the chemical constituents with antiviral action from Yinqiaosan on influenza virus.
METHODConstituents were isolated by different kinds of column chromatography and their structures were elucidated with chemical and spectral methods.
RESULTEleven chemical constituents were isolated and elucidated as arctiin, phillyrin, forsythiaside, liquiritigenin, liquiritin, genistein, formononetin, daidzein, glycitrin, 3,3',4-tri-omethlellagic acid and chlorogenic acid.
CONCLUSIONGenistein, daidzein, glycitrin and 3,3',4-tri-omethlellagic acid were isolated from Yinqiaosan for the first time.
Antiviral Agents ; chemistry ; isolation & purification ; Arctium ; chemistry ; Drug Combinations ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Forsythia ; chemistry ; Furans ; chemistry ; isolation & purification ; Genistein ; chemistry ; isolation & purification ; pharmacology ; Glucosides ; chemistry ; isolation & purification ; Glycosides ; chemistry ; isolation & purification ; Isoflavones ; chemistry ; isolation & purification ; pharmacology ; Plants, Medicinal ; chemistry
9.Study on high throughput sequencing identification of Fructus Arctii and five counterfeit species mix power.
Yan-Ping XING ; Si-You CHEN ; Liang XU ; Yong-Man LIANG ; Jia-Hao WANG ; Bing WANG ; Tao LIU ; Ting-Guo KANG
China Journal of Chinese Materia Medica 2018;43(19):3862-3866
Fructus Arctii is a traditional Chinese medicine. The main counterfeit species are the seeds of Arctium tomentosum, Onopordum acanthium, Silybum marianum, Saussurea costus, Amorpha fruticosa. Traditional identification methods or molecular barcoding techniques can identify Fructus Arctii and its counterfeit species. However, the identification of the mixture of it and its spurious species is rarely reported. In this paper, we sequenced the ITS2 sequences of Fructus Arctii and 5 kinds of spurious species mix powder by high-throughput sequencing to identify the mixed powder species and providing new ideas for the identification of Fructus Arctii mix powder. The total DNA in mixed powder was extracted, and the ITS2 sequences in total DNA was amplified. Paired-end sequencing was performed on the DNA fragment of the community using the Illumina MiSeq platform. The sequence was analyzed by the software FLASH, QIIME and GraPhlAn etc. The results showed that the high quality ITS2 sequences of 39910 mix samples were obtained from the mixed samples, of which the total ITS2 sequence of the samples genus was 34 935. Phylogenetic analysis showed that the samples contained Fructus Arctii, A. tomentosum, O. acanthium, S. marianum, S. costus and A. fruticosa. Using ITS2 sequences as DNA barcodes, high-throughput sequencing technology can be used to detect the Fructus Arctii and its spurious specie in mixed powder, which can provide reference for the quality control, safe use of medicinal materials of Fructus Arctii and the identification of mixed powder of traditional Chinese medicine.
Arctium
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chemistry
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classification
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DNA Barcoding, Taxonomic
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DNA, Plant
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genetics
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DNA, Ribosomal Spacer
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genetics
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Drug Contamination
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Drugs, Chinese Herbal
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standards
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Fabaceae
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Fruit
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High-Throughput Nucleotide Sequencing
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Milk Thistle
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Onopordum
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Phylogeny
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Saussurea
10.Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs.
Acta Pharmaceutica Sinica 2007;42(2):192-196
HPLC and LC-MS/MS were used to establish a comprehensive HPLC analytical method of Yinqiao decoction and identify the chemical constituents of the whole and individual herbs of Yinqiao decoction. YWG-C18 (250 mm x4. 6 mm ID, 10 microm) column was used; the mobile phase was composed of acetonitrile (A) and water ( B, with 3% acetic acid) with gradient elution; the flow rate was 1. 0 mL x min(-1) and the column temperature was set up at 25 degrees C. The detection wavelength was 280 nm. The chromatographic fingerprints of Yinqiao Decoction showed 30 main peaks. Peak 2, 14, 15, 17 were from Lonicera japonica Thunb, peak 3, 12, 13, 24 were from Fosythia suspense (Thunb) Vahl, peak 19, 25, 26, 27 were from Arctium lappa L. , peak 5, 6, 8, 9, 10, 11, 18, 28 were from Glycyrrhiza uralensis Fisch, peak 20, 21 were from Mentha haplocalyx Briq. , peak 22, 23 were from Schizonepeta tenuifolia Briq. , peak 1 presented in the chromatograms of Lonicera japonica Thunb, Fosythia suspense (Thunb) Vahl, Mentha haplocalyx Briq. , Schizonepeta tenuifolia Briq. and Platycodon grandiflorum (Jacq. ) A. DC. , peak 7 presented in the chromatograms of Fosythia suspense (Thunb) Vahl and Glycine max (L. ) Merr. , peak 16 presented in the chromatograms of Mentha haplocalyx Briq. and Schizonepeta tenuifolia Briq. , peak 29 presented in the chromatograms of the herbs except Mentha haplocalyx Briq. and Platycodon grandiflorum (Jacq. ) A. DC. , peak 30 presented in the chromatograms of the herbs except Platycodon grandiflorum (Jacq. ) A. DC. , peak 4 was not identified, maybe it was a new constituent produced during decoction. By comparison of the standards isolated and MS spectra, 14 peaks were identified as 2 ( chlorogenic acid) , 9 ( liquiritin ) , 10 ( 4'-O-[ beta-D-apiofuranosyl (1--> 2 ) -beta-D-glucopyranosyl] liquiritigenin), 12 (forsythiaside), 13 (rutin), 14 (4,5-O-dicaffeoylquiniic acid), 15 (3, 5-O-dicaffeoylquiniic acid ), 16 ( 4-0- [ beta-D-apiofuranosyl ( 1 -->2 ) -beta-D-glucopyranosyl ] isoliquiritigenin) , 17 ( 3, 4-O-dicaffeoylquiniic acid) , 18 (2'-O-[ beta-D-apiofuranosyl (1 -->2 ) -beta-D-glucopyranosyl] isoliquiritigenin) , 19 (arctiin) , 20 (linarin) , 25 (genistein) , 28 ( isoliquiritigenin) . The method could be used to identify the characteristics of Yinqiao decoction, and it could be used to evaluate the quality and quantity of Yinqiao decoction.
Arctium
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chemistry
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Chlorogenic Acid
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analysis
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Chromatography, High Pressure Liquid
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instrumentation
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methods
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Drug Combinations
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Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Flavanones
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analysis
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Forsythia
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chemistry
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Furans
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analysis
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Glucosides
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analysis
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Glycosides
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analysis
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Glycyrrhiza uralensis
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chemistry
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Lonicera
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chemistry
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Plants, Medicinal
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chemistry
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Reproducibility of Results
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Spectrometry, Mass, Electrospray Ionization
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instrumentation
;
methods