Studies on Some New Azoxy Glycosides of Cycas revoluta Thunb

Part I. On Neocycasin A, β-Laminaribiosyloxyazoxymethane

Abstract

The isolation of a new glycoside, named here as neocycasin A, with use of carbon chromato-graphy, is described. It is one of u series of aliphatic azoxy glycosides, found in the seeds of Japa-nese cycad together with cycasin which is β-glucosyloxyazoxymethane as reported previously. The glycoside monohydrate gives m. p. 162°_??_163° (decomp.), [α]_??_-35.1°; its heptaacetylate, m. p. 142°_??_143°, [α]_??_-55.5°, from which octaacetyl-β-laminaribiose is isolated. On the basis of examination of the products obtained from partial or complete hydrolysis, and spectroscopic measurements, neocy-casin A is concluded to be β-laminaribiosyloxyazoxymethane, i.e. 3-0-β-D-glucopyranosylcycasin.