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Structure determination of a new saponin from the plant Alphitonia zizyphoides by NMR spectroscopy

✍ Scribed by Premila Perera; Rolf Andersson; Lars Bohlin; Cristina Andersson; Du Li; Noel L. Owen; Reinhard Dunkel; Charles L. Mayne; Ronald J. Pugmire; David M. Grant; Paul A. Cox

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
650 KB
Volume
31
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

High‐field NMR experiments, including the 2D INADEQUATE technique coupled with a computerized spectral analysis, were used to determine the full structure of a new saponin extracted from a plant (Alphitonia zizyphoides) found in the Samoan rain forests. The saponin, which shows significant pharmacological activity, consists of an aglycone framework of six rings (three saturated six‐membered rings, two oxygen‐containing five‐membered rings and a five‐membered carbon ring) to which are attached four sugar units and a six‐carbon side‐chain. The INADEQUATE experiment, which was carried out on 60 mg of sample, provided absolute confirmation of the assignments for 35 of the possible 53 CC bonds from the ^13^C–^13^C connectivities.

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