Lupane glycosides from the leaves of Acanthopanax koreanum

Abstract

Three new lupane-type saponins, acankoreosides F-H (1-3) were isolated from the methanol extract of the leaves of Acanthopanax koreanum NAKAI. The structures of these three saponins were established by chemical and spectroscopic analysis as 3α,30-dihydroxylup-20(29)-en-23,28-dioic acid 28-O-[ α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)- β-D-glucopyranosyl] ester (1), 3α,30-dihydroxylup-23-al-20(29)-en-28- oic acid 28-O-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl- (1→6)-β-D-glucopyranosyl] ester (2), and (20S) 3α-hydroxylup-23- al-28,29-dioic acid 28-O-[α-L-rhamnopyranosyl-(1→4)-β-D- glucopyranosyl-(1→6)-β-D-glucopyranosyl] ester (3), respectively. The effects of the isolates (1-3) on the lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 were evaluated in RAW 264.7 macrophages. © 2008 Pharmaceutical Society of Japan.