Résumé
Objective: To study the antioxidant chemical constituents and antioxidant activity of Patrinia villosa. Methods: The 70% ethanol-water extract of the herb was separated by silica gel column chromatography, ODS column chromatography and sephadex column chromatography. Then, the compound were further purified and extracted by semi-preparative HPLC. Their structures were elucidated by physiochemical property and spectral analysis. DPPH and ABTS methods were used to determine the antioxidant bioactivities of the isolated compounds. Results: A total of ten compounds were isolated and synthesized, including chlorogenic acid butyl ester (1), 3,4-di-O-caffeoyl quinic acid methyl ester (2), luteolin-7-O-rutinoside (3), 1β-O-β-D-glucopyranosy- 15-O-(p-hydroxylphenylacetate)-5α,6βH-eudesma-3,11(13)-dien-12,6α-olide (4), 3,4-di-O-caffeoyl quinic acid ethyl ester (5), 4,5-di-O-caffeoyl quinic acid methyl ester (6), 4,5-di-O-caffeoyl quinic acid n-butyl ester (7), luteolin-7-O-β-D-glucuronide methyl ester (8), luteolin-7-O-β-D-glucuronide ethyl ester (9), and apigenin-7-O-β-D-glucuronide methyl ester (10). The DPPH radical scavenging IC50 of compounds 3, 8, and 9 were (23.95 ± 0.71), (73.09 ± 0.33), and (25.06 ± 0.65) μmol/L, respectively. The ABTS radical scavenging IC50 was (7.13 ± 0.07), (11.48 ± 0.21), (5.15 ± 0.08) mol/L, respectively. Conclusion: Eight compounds except compounds 3 and 8 are obtained from this species for the first time. Compounds 3, 8, and 9 had significant antioxidant activity.
Résumé
Objective: To study the chemical constituents of Patrinia villosa. Methods: Compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, Sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated by physiochemical property and spectral analysis. Results: Fourteen compounds were isolated and identified as isololiolide (1), citroside A (2), grasshopper kectone (3), (E)-4-Hydroxy-3,3,5-trimethy1-4- (3-oxobut-1-en-1-yl)-cyclohexan-1-one (4), bluemenol A (5), pubinernoid A (6), robinin (7), puerarin (8), 5-(1'-hydroxyethyl)-methyl nicotinate (9), 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-propance-1,3-diol (10), 1-O-(β-D-glucosyl)-2-[2-methoxy-4-(3-hydroxypropyl)- phenoxy]-propan-3-ol (11), dihydrosinapyl alcohol (12), 3,5-dimethoxyl-4-hydroxyl-phenylpropanol-9-O-β-D-glucopyranoside (13), and 2-phenylethy-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (14). Conclusion: All compounds are isolated from the plants of Patrinia Juss. for the first time.
Résumé
OBJECTIVE: To study the chemical constituents of Whole Plants of Patrinia villosa (Thunb.) Juss. METHODS: Compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, Sephadex LH-20 and reversed-phase HPLC. Their structures were elucidated by physiochemical properties and spectral analysis. RESULTS: Nine compounds were isolated and identified as (E, 4R)-4-hydroxy-4, 5, 5-trimethyl-3-(3-oxobut-1-enyl)cyclohex-2-enone (1), vomifoliol (2), cis-4-hydroxymellein (3), dehydrovomifoliol (4), 3R, 5S, 6R, 7E, 9S-3, 5, 6, 9-tetrahydroxy-7-megastigmane (5), loliolide (6), 4-methoxybenzyl alcohol (7), sphenanthin A (8), and urea (9). CONCLUSION: Compounds 1-7 are isolated fromPatrinia genus for the first time.
Résumé
OBJECTIVE: To study the chemical constituents of Patrinia villosa (Thunb.) Juss. METHODS: The compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, Sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated by physiochemical property and spectral analysis. RESULTS: Eleven compounds were isolated and identified as(7R, 8S)-3, 3', 5-trimethoxy-4', 7-epoxy-8, 5'-neolignan-4, 9, 9'-triol-9-O-β-D-glucopyranoside(1), massonianoside D(2), (7R, 8S)-dihydroxydehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside(3), (7S, 8R)-dihydroxydehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside(4), 7R, 8S-glochidioboside(5), lariciresinol-4-O-β-D-glucopyranoside(6), lariciresinol-9-O-β-D-glucopyranoside(7), lariciresinol-4'-O-β-D-glucopyranoside(8), tortoside B(9), tanegool(10), and tanegool-7'-methyl ether(11). CONCLUSION: All compounds are isolated from Patrinia genus for the first time.