Lycopodium Triterpenoids. (11). The Structures of Inundoside-A, -B, -C, -D₁, -D₂, -E, -F, and-G, Triterpenoid-glycosides Occurring in Lycopodium inun inundatum L.

Abstract

From Lycopodium inundatum, Lycopodiaceae, seven new triterpenoid-glycosides (inundoside-A, -B, -D₁, -D₂, -E, -F, and -G) were isolated together with α-onocerin and serratenediol. Their structures were elucidated as serratenediol 3-α-L-arabinopyranoside (A), its 21-acetate (B), its 4'-O-p-coumaroyl ester (D₁), its 21-O-acetyl and 4'-O-p-coumaroyl ester (D₂), 21-episerratenediol 3-α-L-arabinopyranoside (E), and its 4'-O-p-coumaroyl ester (F) by chemical and spectroscopic means. The previously reported tohogenolglycoside (inundoside-C) thus must by tohogenol 3-α-L-arabinopyranoside. The other glycoside, inundoside-G, obtained only as a tetraacetate, is suggested to be serratenediol 3-α-L-arabinopyranoside 2'-or 3'-O-p-coumaroyl ester on the basis of spectroscopic evidence.