Lycopodium triterpenoids. 11. The structures of inundoside-A,-B,-C,-D1,-D2,-E,-F, and -G, triterpenoid-glycosides occurring in Lycopodium inundatum L.

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.