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Chlorinated Iridoid Glucosides from Veronica longifolia and Their Antioxidant Activity
Author(s) -
Søren Rosendal Jensen,
Charlotte H. Gotfredsen,
Ü. Şebnem Harput,
İclal Saraçoğlu
Publication year - 2010
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/np100366k
Subject(s) - catalpol , iridoid , chemistry , stereochemistry , epimer , superoxide , glucoside , nitric oxide , antioxidant , organic chemistry , glycoside , enzyme , medicine , alternative medicine , pathology
From Veronica longifolia were isolated three chlorinated iridoid glucosides, namely, asystasioside E (6) and its 6-O-esters 6a and 6b, named longifoliosides A and B, respectively. The structures of 6a and 6b were proved by analysis of their spectroscopic data and by conversion to the catalpol ester verproside (5a) or to catalpol (5), respectively. The configuration of the previously known vanilloyl analogue, urphoside B, was shown to be the 6β-epimer (6c) of the structure originally reported. Longifoliosides A (6a) and B (6b) were found to exhibit radical-scavenging activity against nitric oxide, superoxide, and 2,2-diphenyl-1-picrylhydrazyl radicals.

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