Structural and stereochemical studies on brominated meroterpenoids From the dictyoceratid sponge Cacospongia sp.

Authors

Doreen K. L Bali, University of Wollongong
Vicky Wallace, University of WollongongFollow
Mary J. Garson, University of Wollongong
D. John Faulkner, University of California

RIS ID

103448

Publication Details

Bali, D. K. L., Wallace, V., Garson, M. J. & Faulkner, D. (1990). Structural and stereochemical studies on brominated meroterpenoids From the dictyoceratid sponge Cacospongia sp.. Australian Journal of Chemistry: an international journal for chemical science, 43 (12), 2009-2020.

Abstract

The structures of seven minor metabolites, (5)-(11), from the encrusting sponge Cacospongia sp. Were deduced by 1H, 13C and mass spectrometric data. Compounds (5)-(7) are hydroxy derivatives of the previously isolated tribromocacoxanthene (1); their relative stereochemistry was determined from 1H-1H coupling information. Compounds (8)-(11) represent an alternative cyclization mode of a cyclocymopol-related precursor (15) and possess a spiro-fused bicyclic ring system; the relative stereochemistry of (8)-(10) was deduced by 1H n.O.e. difference spectroscopy. The biological role of brominated meroterpenoids in Cacospongia sp. is discussed.