Application of MS and NMR to the structure elucidation of complex sugar moieties of natural products: exemplified by the steroidal saponin from Yucca filamentosa L.

Abstract:

:An approach, using well characterized procedures, is presented that should be of general applicability for the structural elucidation of complex sugar moieties of natural products. The methods used are exemplified by the structure elucidation of a new gitogenin-based steroidal saponin that has a strong leishmanicidal activity similar to preparations used in clinical practice and has been isolated by bioactivity-guided fractionation of the ethanolic extract of Yucca filamentosa L. leaves. The saponin has been characterized as 3-O-((beta-D-glucopyranosyl-(1-->3)- beta-D-glucopyranosy-(1-->2))(alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3))-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranosyl)-25R,5alpha-spirostan-2alpha,3beta-diol.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Plock A,Beyer G,Hiller K,Gründemann E,Krause E,Nimtz M,Wray V

doi

10.1016/s0031-9422(01)00035-8

subject

Has Abstract

pub_date

2001-06-01 00:00:00

pages

489-96

issue

3

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(01)00035-8

journal_volume

57

pub_type

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