Ecdysteroids and bufadienolides from Helleborus torquatus (Ranunculaceae).

Abstract:

:Three bufadienolides, hellebortin A (5-[beta-D-glucopyranosyloxy]-10,14,16-trihydroxy-19-nor-[5beta,10beta,14beta,16beta]-bufa-3,20,22-trienolide [1]), hellebortin B (5-[beta-D-glucopyranosyloxy]-3,4-epoxy-14-hydroxy-19-oxo-bufa-20,22-dienolide [2]) and hellebortin C (5-[beta-D-glucopyranosyloxy]-3,4-epoxy-10,14-dihydroxy-19-nor-bufa-20,22-dienolide [3]), together with 20-hydroxyecdysone 3-O-beta-D-glucoside (4) and 20-hydroxyecdysone (5) have been isolated by bioassay- and RIA-directed HPLC analyses of a methanol extract of the seeds of Helleborus torquatus. The structure and relative stereochemistry of the novel bufadienolide hellebortin A (1) and the structures of hellebortin B (2) and hellebortin C (3) were determined unambiguously by comprehensive analyses of their 1D and 2D NMR data. These five compounds are isolated from Hellborus torquatus for the first time. The biological activities of compound 1, 4 and 5 as ecdysteroid agonists and antagonists have been assessed.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Meng Y,Whiting P,Sik V,Rees HH,Dinan L

doi

10.1016/s0031-9422(01)00070-x

subject

Has Abstract

pub_date

2001-06-01 00:00:00

pages

401-7

issue

3

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(01)00070-X

journal_volume

57

pub_type

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