STRUCTURE AND ABSOLUTE STEREOCHEMISTRY OF CYCLOLINTEINONE, A NOVEL MONOCARBOCYCLIC SESTERTERPENE FROM CACOSPONGIA CF LINTEIFORMIS

M R CONTE, E FATTORUSSO, V LANZOTTI, S MAGNO, L MAYOL

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11 Citations (Scopus)

Abstract

A novel sesterterpene, cyclolinteinone (4), based on an unprecedented rearranged monocarbocyclic skeleton, has been isolated from Cacospongia cf. linteiformis, and its structure, complete with absolute stereochemistry, determined by spectral studies and chemical correlations. A plausible pathway for the biogenesis of this compound starting from geranylfarnesol is proposed. Cyclolinteinone has been shown to possess high ichthyotoxicity and antifeedant properties.

Original languageEnglish
Pages (from-to)13469-13476
Number of pages8
JournalTETRAHEDRON
Volume50
Issue number47
Publication statusPublished - 21 Nov 1994

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