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1.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-828068

ABSTRACT

This study was carried out to investigate the chemical constituents from Xanthii Fructus(the fruits of Xanthium sibiricum). The compounds were separated and purified by silica gel column chromatography, Sephadex LH-20 and ODS chromatography and semi-preparative HPLC. Base on HR-ESI-MS, NMR and other spectral data, their structures were identified. The anti-inflammatory activity of the isolated compounds was evaluated by lipopolysaccharide(LPS)-induced macrophage RAW264.7 as a screening model. A total of twenty-one compounds were isolated from the EtOAc fraction of 95% ethanol extract and identified as uracil(1), thymine(2), uridine(3), indole-3-carbaldehyde(4), indole-3-carboxylic acid(5), 2'-O-methyluridine(6), guanosine(7), 2,4(1H,3H)-quinazolinedione(8), 3-hydroxy-3-(2-hydroxyethyl)indolin-2-one(9), nicotinamide(10), N-acetyl-L-phenylalaninol(11), heliolactam(12), terresoxazine(13), caudatin(14), qingyangshengenin(15), caudatin-3-O-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside(16), caudatin-3-O-β-D-cymaropyranosyl-(1→4)-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside(17), caudatin-3-O-α-L-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-α-L-cymaropyranosyl-(1→4)-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranoside(18), qinyangshengenin-3-O-β-D-oleandropyranosyl-(1→4)-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranoside(19), qinyangshengenin-3-O-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-digitoxopyranoside(20), rostratamine-3-O-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside(21). Compounds 5-21 are obtained from genus Xanthium for the first time. Compounds 12 and 13 indirectly exhibited anti-inflammatory activity by suppressing LPS-induced NO production in RAW264.7 cells with IC_(50) values of(15.45±0.56) and(20.14±0.78) μmol·L~(-1), respectively.


Subject(s)
Chromatography, High Pressure Liquid , Fruit , Glycosides , Magnetic Resonance Spectroscopy , Molecular Structure , Xanthium
2.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-330254

ABSTRACT

<p><b>OBJECTIVE</b>To study the alkaloids of Macleaya cordata and their anti-tumor activities.</p><p><b>METHOD</b>Alcohol and liquid-liquid extraction were used methods were used to extract the alkaloids constituents, and silica gel, reverse-phase octadecylsilyl (ODS), sephadex LH-20 chromatographic methods and HPLC were applied to isolate and purify compounds. MS, NMR spectroscopic methods were used to determine their structures. Furthermore, the cytotoxicity of these chemical components for MCF-7 and SF-268 cell lines was measured by MTT method.</p><p><b>RESULT</b>Twelve alkaloids were isolated from the fruits of M. cordata, and their structures were identified as: maclekarpine E (1), 6-acetonyldihyrochelerythrine (2), cavidilinine (3), 6-acetonyldihyrosanguinnarine (4), O-methylzanthoxyline (5), 6-methoxy-dihydrosanguinarine (6), spallidamine (7), 6-hydroxyldihydrochelerythrine (8), arnotianamida (9), dihydrosanguinarine (10), protopine (11), and cryptopine (12).</p><p><b>CONCLUSION</b>Compounds 1, 3, 7-9 were isolated from M. cordata for the first time, and compound 5 is a new natural product. The results of cytotoxic assay indicated that compound 6 showed strong cytotoxicity against MCF-7 and SF-268 cell lines with IC50 values of 0.61 μmol · L(-1) and 0.54 μmol · L(-1), respectively.</p>


Subject(s)
Humans , Alkaloids , Pharmacology , Antineoplastic Agents, Phytogenic , Cell Line, Tumor , Papaveraceae , Chemistry
3.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-244576

ABSTRACT

The chemical constituents of 95% ethanol extract of Melastoma dodecandrum were isolated and purified by chromatography on silica gel, Sephadex LH-20, and HPLC, to obtain thirteen compounds eventually. On the basis of their physico-chemical properties and spectroscopic data, these compounds were identified as quercetin (1), quercetin-3-O-β-D-glucopyranoside (2), quercetin-3-O-(6"-O-p-coumaroyl) -β-D-glucopyranoside (3), kaempferol (4), kaempferol-3-O-β-D-glucopyranoside (5), kaempferol-3-O- [2",6"-di-O-(E)-coumaroyl]-β-D-glucopyra-noside (6), luteolin (7), luteolin-7-O-(6"-p-coumaroyl) -β-D-glucopyranoside (8), apigenin (9), apigenin-7-(6"-acetyl-glucopyranoside) (10) , naringenin (11), isovitexin (12), and epicatechin-[8,7-e] -4β-(4-hydroxyphenyl)-3,4-dyhydroxyl-2(3H)-pyranone (13). Eight compounds(3,5,6,8-11 and 13) were obtained from M. dodecandrum for the first time.


Subject(s)
Apigenin , Chromatography , Methods , Chromatography, High Pressure Liquid , Dextrans , Flavanones , Flavonoids , Chemistry , Glycosides , Chemistry , Kaempferols , Luteolin , Magnoliopsida , Chemistry , Plants, Medicinal , Chemistry , Quercetin , Silica Gel
4.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-346815

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents of Rhododendron seniavinii.</p><p><b>METHOD</b>Compounds were isolated from the aqueous extract of the leaves of R. seniavinii by using Sephadex LH-20, ODS open column chromatography and other means. Their structures were elucidated according to spectral data and physiochemical properties.</p><p><b>RESULT</b>Thirteen compounds were isolated from R. seniavinii and identified as 5-methoxydehydroconiferyl alcohol (1), dehydroconiferyl alcohol (2), (-)-syringaresinol (3), (-)-lyoniresinol (4), (+)-lyoniresinol 3alpha-O-beta-D-glucopyranoside (5), (-)-lyoniresinol 3alpha-O-beta-D-glucopyranoside (6), 3,4,5-trimethoxyphenyl-1-O-beta-D-glucopyranoside (7), nikoenoside (8), 3,5,7-trihydroxychromone-3-0-alpha-L-rhamnopyranoside (9), 3,4,5-trimethoxyphenol (10), scopoletin (11), scopolin (12) and quercitrin (13).</p><p><b>CONCLUSION</b>Compounds 1-12 were obtained from this plant for the first time.</p>


Subject(s)
Chromatography, Gel , Coumarins , Chemistry , Dextrans , Glucosides , Chemistry , Mass Spectrometry , Plant Extracts , Chemistry , Plant Leaves , Chemistry , Plants, Medicinal , Chemistry , Quercetin , Chemistry , Rhododendron , Chemistry , Scopoletin , Chemistry
5.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-238603

ABSTRACT

To investigate the chemical constituents from Commelina communis, fifteen compounds were separated and purified by silica gel, Sephadex LH-20, and ODS column chromatography, and semi-preparative HPLC. By analyses of NMR and MS data as well as their physical and chemical properties, the structures of these compounds were identified as chrysoeriol-7-O-beta-D-glucoside( 1), methyl gallate(2), p-coumaric acid(3), protocatechuic acid(4), caffeic acid(5), p-hydroxybenzoic acid(6), 2-phenethyl-beta-D-gly-cosidase(7) , rhaponticin(8) , (7S, 8R) -dihydrodehydrodiconiferyl alcohol-9-O-beta-D-glucoside (9), isovitexin (10) , isofurcatain (11), isorhamnetin-3-O-beta-D-glucoside(12) , quercetin-3-O-alpha-L-rhamnoside (13) , isoquercitrin (14) , and 1, 2-dihydro-6, 8-dime-thoxy-7-1-(3, 5-dimethoxy-4-hydroxyphenyl) -N1, N2-bis-[2-( 4-hydroxyphenyl) ethyl] -2, 3-naphthalene dicarboxamide (15). Compounds 2, 5-9, 11, 13 were obtained from the genus Commelina for the first time.


Subject(s)
Caffeic Acids , Chromatography, High Pressure Liquid , Commelina , Chemistry , Glucosides , Hydroxybenzoates , Quercetin
6.
Magn Reson Chem ; 46(7): 630-7, 2008 Jul.
Article in English | MEDLINE | ID: mdl-18393259

ABSTRACT

Eleven triterpenoid saponins (1-11) were isolated from Stauntonia chinensis DC. (Lardizabalaceae), including five new compounds, yemuoside YM(21-25) (1-3, 6, 7) structures of which were elucidated by chemical methods and a combination of MS, 1D- and 2D- NMR experiments including DEPT, (1)H--(1)H COSY, HSQC, HMBC, TOCSY, and NOESY as 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-rhamnopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonicacid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (1), 3-O-beta-D-xylopyranosyl-(1 --> 3)-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl-akebonic acid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (2), 3-O-beta-D-glucopyranosyl-(1 --> 3)-alpha-L-arabinopyranosyl-akebonic acid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (3), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-rhamnopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonic acid-28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (6), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-arabinopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonic acid-28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (7).


Subject(s)
Drugs, Chinese Herbal/isolation & purification , Magnetic Resonance Spectroscopy , Ranunculaceae/chemistry , Saponins/isolation & purification , Triterpenes/isolation & purification , Drugs, Chinese Herbal/chemistry , Molecular Structure , Saponins/chemistry , Triterpenes/chemistry
7.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-356771

ABSTRACT

<p><b>OBJECTIVE</b>To study the constituents with the pain-relieving activity from the stem rind of Daphne giraldii.</p><p><b>METHOD</b>The partition of the ethanol extract and chromatographic separation of the fractions were carried out by the monitoring of anelgesic pharmacological activity. The structures of the isolated compounds were determined by MS and NMR.</p><p><b>RESULT</b>Four compounds were isolated from the pain-relieving fraction. Three of them were identified as diterpenes, gniditrin (1), gnidicin (2) and daphnetoxin (3). Compound 4 was determined as Z-octadecyl caffeate.</p><p><b>CONCLUSION</b>Compounds 1, 2 and 4 were isolated from the plant for the first time.</p>


Subject(s)
Analgesics , Chemistry , Pharmacology , Caffeic Acids , Chemistry , Pharmacology , Daphne , Chemistry , Diterpenes , Chemistry , Pharmacology , Heterocyclic Compounds, 4 or More Rings , Chemistry , Pharmacology , Molecular Structure , Plant Stems , Chemistry , Plants, Medicinal , Chemistry
8.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-263643

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical components of the leaves of Cyclocarya paliurus.</p><p><b>METHOD</b>The chemical components were isolated by solvent extraction and column chromatography. The chemical structures were identified on the basis of physic-chemical constant and spectral data.</p><p><b>RESULT</b>Six compounds were isolated and identified as kaempferol(I), quercetin(II), isoquercitrin(III), ellagic acid(IV), daucosterol(V) and cyclocaric acid B(VI).</p><p><b>CONCLUSION</b>Compounds I, II, III and IV were obtained for the first time from this plant.</p>


Subject(s)
Ellagic Acid , Chemistry , Flavonoids , Chemistry , Juglandaceae , Chemistry , Kaempferols , Plant Leaves , Chemistry , Plants, Medicinal , Chemistry , Quercetin , Chemistry
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