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

Authors
CONTE MR FATTORUSSO E LANZOTTI V MAGNO S MAYOL L
Citation
Mr. Conte et al., STRUCTURE AND ABSOLUTE STEREOCHEMISTRY OF CYCLOLINTEINONE, A NOVEL MONOCARBOCYCLIC SESTERTERPENE FROM CACOSPONGIA CF LINTEIFORMIS, Tetrahedron, 50(47), 1994, pp. 13469-13476
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
47
Year of publication
1994
Pages
13469 - 13476
Database
ISI
SICI code
0040-4020(1994)50:47<13469:SAASOC>2.0.ZU;2-N
Abstract
A novel sesterterpene, cyclolinteinone (4), based on an unprecedented rearranged monocarbocyclic skeleton, has been isolated from Cacospongi a cf. linteiformis, and its structure, complete with absolute stereoch emistry, determined by spectral studies and chemical correlations. A p lausible pathway for the biogenesis of this compound starting from ger anylfarnesol is proposed. Cyclolinteinone has been shown to possess hi gh ichthyotoxicity and antifeedant properties.