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1. (Article ID: 11899)
 
Murakami T, Matsuda H, Inadzuki M, Hirano K, Yoshikawa M
Medicinal foodstuffs. XVI. Sugar beet. (3): absolute stereostructures of betavulgarosides II and IV, hypoglycemic saponins having a unique substituent, from the roots of Beta vulgaris L.
Chemical and Pharmaceutical Bulletin 47(12) (1999) 1717-1724
 

The absolute stereostructures of betavulgaroside II having a dioxolane-type substituent and betavulgaroside IV having an acetal-type substituent, which were isolated from the roots of Beta vulgaris L. (sugar beet, Chenopodiaceae) and exhibited hypoglycemic activity on glucose-loaded rats, were determined by the chemical correlations of betavulgarosides II and IV with a known saponin, momordin I. In these chemical correlations, the α-L-arabinopyranosyl moiety of momordin I was converted to a dioxolane-type substituent of betavulgaroside II or to an acetal-type substituent of betavulgaroside IV. Additionally, the 2'-diastereoisomer of betavulgaroside IV was synthesized from momordin I, and four acetal-type substituent analogues were also synthesized from L- and D-arabinose.

hypoglycemic effect, medicinal foodstuff, Beta vulgaris, sugar beet, betavulgaroside absolute stereostructure, momordin Ic chemical correlation

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