CHEMOSYSTEMATICS OF BRYOPHYTES .37. TERPENOIDS FROM SOME JAPANESE LIVERWORTS

Six Japanese liverworts, Jungermannia comata, J. truncata, J. vulcanicola, Jamesoniella autumnalis, Jackiella javanica and Spruceanthus polymorphus were chemically investigated. J. comata contained a bis(bibenzyl), perrottetin E, as a major component. Jungermannia truncata and Jamesoniella autumnalis elaborated ent-11α-hydroxykauren-15-one, (16R)-ent-l1α-hydroxykauran-15-one and ent-kauren-15-one. (+)-α-Bisabolol, α-terpineol and three new kaurene-type diterpenoids, ent-kaurene-3β, 15α-diol, ent-15α-hydroxykaurene-3β-yl acetate and ent-3β-hydroxykaurene-15-one, were isolated from J. vulcanicola. α-Monocyclonerolidol was the the major compound of S. polymorphus. Jackiella javanica produced a neolignan, (-)-licarin A, and two new germacrane-type sesquiterpenoids, ent-germacra-4(15),5,10(14)-trien-1β-ol and ent-germacra-4(15),5,10(14)-trien-1α-ol, together with ent-verticillane-type diterpenoids. The structures of the new compounds were characterized by 1H and 13C NMR spectral data and chemical evidence. The chemosystematics of the six liverworts is discussed. © 1990.