P. Perera et al., STRUCTURE DETERMINATION OF A NEW SAPONIN FROM THE PLANT ALPHITONIA-ZIZYPHOIDES BY NMR-SPECTROSCOPY, Magnetic resonance in chemistry, 31(5), 1993, pp. 472-480
High-field NMR experiments, including the 2D INADEQUATE technique coup
led with a computerized spectral analysis, were used to determine the
full structure of a new saponin extracted from a plant (Alphitonia ziz
yphoides) found in the Samoan rain forests. The saponin, which shows s
ignificant pharmacological activity, consists of an aglycone framework
of six rings (three saturated six-membered rings, two oxygen-containi
ng five-membered rings and a five-membered carbon ring) to which are a
ttached four sugar units and a six-carbon side-chain. The INADEQUATE e
xperiment, which was carried out on 60 mg of sample, provided absolute
confirmation of the assignments for 35 of the possible 53 C-C bonds f
rom the C-13-C-13 connectivities.