Phorbasins D-F: diterpenyl-taurines from a southern Australian marine sponge, Phorbas sp.
Fractionation of an Australian marine sponge, Phorbas sp., yielded the known phorbasins B (1) and C (2) together with three novel diterpenyl-taurines, phorbasins D-F (3-5). Partial absolute structures were assigned on the basis of detailed spectroscopic analysis. Phorbasins D-F (3-5) are the first reported examples of terpenyl-taurines linked via an amine moiety, and phorbasins E and F (4 and 5) incorporate an unprecedented heterocycle. A plausible biosynthetic route is proposed for the incorporation of taurine and heterocycle formation.
Zhang
Hua
H
Centre for Molecular Biodiversity, Institute for Molecular Bioscience, The University of Queensland, St. Lucia, Queensland 4072, Australia.
Capon
Robert J
RJ
D000818:Animals; D008968:Molecular Conformation; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013654:Taurine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry* / Q000378:metabolism; D013729:Terpenes / Q000737:chemistry*
D013729:Terpenes; C529943:phorbasin D; C529944:phorbasin E; C529945:phorbasin F; D013654:Taurine