Journal
PHYTOCHEMISTRY
Volume 58, Issue 4, Pages 645-651Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0031-9422(01)00176-5
Keywords
Conyza bonariensis; Asteraceae; 4-hydroxypyridin-3-carboxylic acid 4-O-glucopyranoside; 8-hydroxy-6,7-dihydrolinalool 8-O-glucopyranoside; bonaroside; syringic acid; takakin 8-O-glucuronide
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Fractionation of the xanthine oxidase inhibitory methanol extract of Conyza bonariensis afforded three glycosides, in addition to nine known compounds including amyrin, beta -sitosterol daucosterol, syringic acid 3-hydroxy-5-methoxybenzoic acid, eugenol 4-O-glucopyranoside, and luteolin, apigenin and takakin 8-O-glucuronide. The structures of the glycosides were established by a com-bination of spectroscopic methods (IR, MS, H-1 and C-13 NMR, DEPT, COSY, HMQC and HMBC) as 4-hydroxypyridin-3-carboxylic acid 4-O-glucopyranoside, 8-hydroxy-6,7-dihydrolinalool 8-O-glucopyranoside and bonaroside [viz. 1,3,4,12-tetrahydroxy-2-(9-hexadecenoylamino)octadecane 1-O-glucopyranoside]. The in vitro enzyme assay showed that syringic acid and takakin 8-O-glucuronide displayed weak inhibitory activity against xanthine oxidase with IC50 values of 500 +/- 41 muM and 170 +/- 12 muM, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.
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