The structures and stereochemistry of cytotoxic sesquiterpene quinones from dactylospongia elegans

Tetrahedron
1992.0

Abstract

The cytotoxicity of a crude extract from Dactylospongia elegans stimulated a search for the active constituents. The structures and absolute stereochemistry are elucidated for four new, 9,11,18,19, and thirteen previously described compounds, 3,4, 6a, 7,8,10, 12 - 17, 21. These compounds were isolated from collections of D. elegans obtained from three different Indo-Pacific regions, Fiji, Papua New Guinea, and Thailand. This species appears to elaborate a broader range of the mixed biogenesis sesquiterpenehydroquinone (-quinone) metabolites in comparison to those of other sponges or seaweeds. Three compounds, 4,9, and 13, were potent (IC₅₀'s were less than 1 µg/mL). The quinone ring appears to be essential for this in vitro activity.

Knowledge Graph

Similar Paper