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Bioactive Metabolites from the South African Marine Mollusk Trimusculus costatus

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posted on 2008-03-28, 00:00 authored by Albert W. W. van Wyk, Christopher A. Gray, Catherine E. Whibley, Omolaja Osoniyi, Denver T. Hendricks, Mino R. Caira, Michael T. Davies-Coleman
A reinvestigation of extracts of the endemic South African intertidal limpet Trimusculus costatus yielded the known labdane diterpenes 6β,7α-diacetoxylabda-8,13E-dien-15-ol (1) and 2α,6β,7α-triacetoxylabda-8,13E-dien-15-ol (2) and three new metabolites, 6β,7α,15-triacetoxylabda-8,13E-diene (3), 3α,11-dihydroxy-9,11-seco-cholest-4,7-dien-6,9-dione (4), and cholest-7-en-3,5,7-triol (5). Chiral derivatization and X-ray analysis were used to confirm the labdane absolute configuration of 2. Compounds 1, 2 and 4 exhibited moderate activity (3–25 µM) against the WHCO1 human esophageal cancer cell line.