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New Triterpene-Ketides (Merotriterpenes), Haliclotriol A and B, from an Indo–Pacific Haliclona Sponge

2000; Elsevier BV; Volume: 56; Issue: 46 Linguagem: Inglês

10.1016/s0040-4020(00)00758-4

1464-5416

Phillip Crews, Blaine Harrison,

Microbial Natural Products and Biosynthesis

Two new terpene-ketides, haliclotriol A and B (1 and 3), have been isolated from the Indonesian sponge Haliclona sp. Their structure and relative stereochemical features were determined by 1D and 2D NMR spectroscopy and by converting 1 to its corresponding triacetate 2. The hexacyclic core of 1 and 3 appears to arise via a biosynthetic cyclization of a hexaprenylbenzoquinone type precursor and 1 has an additional C2 functionalization on the aromatic ring. Haliclotriol B demonstrated weak antimicrobial activity against B. subtilis and S. aureus.