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Cyclooxygenase-2 enzyme inhibitory withanolides from Withania somnifera leaves by Bolleddula Jayaprakasam; Muraleedharan G Nair is a Chemistry article available to read on EtoBox.

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Four novel withanolide glycosides and a withanolide have been isolated from the leaves of Withania somnifera. The structures of the novel compounds were elucidated as physagulin D (1!6)-b-D-glucopyranosyl-(1!4)-b-D-glucopyranoside (1), 27-O-b-Dglucopyranosyl physagulin D (2), 27-O-b-D-glucopyranosyl viscosalactone B (3), 4,16-dihydroxy-5b, 6b-epoxyphysagulin D ( 4), and 4-(1-hydroxy-2,2-dimethylcyclo-propanone)-2,3-dihydrowithaferin A (5) on the basis of 1D-, 2D NMR and MS spectral data. In addition, seven known withanolides withaferin A (6), 2,3-dihydrowithaferin A (7), viscosalactone B (8), 27-desoxy-24,25-dihydrowithaferin A (9), sitoindoside IX (10), physagulin D (11), and withanoside IV (12) were isolated. These withanolides were assayed to determine their ability to inhibit cycloxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzymes and lipid peroxidation. The withanolides tested, except compound 9, showed selective COX-2 enzyme inhibition ranging from 9 to 40% at 100 mg/ml. Compounds 4, 10 and 11 also inhibited lipid peroxidation by 40, 44 and 55%, respectively. The inhibition of COX-2 enzyme by withanolides is reported here for the first time.

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Author

Bolleddula Jayaprakasam; Muraleedharan G Nair

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2003

Language

EN

Field

Chemistry (Physical Sciences)