Absolute stereochemistry of ibhayinol from a South African sea hare

Royston C B Copley; Michael T Davies-Coleman; David R Edmonds; D John Faulkner; Kerry L McPhail

doi:10.1021/np010403s

Absolute stereochemistry of ibhayinol from a South African sea hare

J Nat Prod. 2002 Apr;65(4):580-2. doi: 10.1021/np010403s.

Authors

Royston C B Copley¹, Michael T Davies-Coleman, David R Edmonds, D John Faulkner, Kerry L McPhail

Affiliation

¹ Department of Chemistry, Rhodes University, Grahamstown, South Africa.

PMID: 11975506
DOI: 10.1021/np010403s

Abstract

The absolute stereochemistry of the tricyclic, sesquiterpene ibhayinol (5) extracted from the sea hare Aplysia dactylomela, collected in Algoa Bay, South Africa, was established as 1S, 3S, 4S, 6R, 7S, 10R, 11S from a single-crystal X-ray diffraction experiment. The structure of ibhayinol suggested that 8-dehydroxy-1-deacetylalgoane (7) might be a biosynthetic precursor of this compound.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Aplysia / chemistry*
Crystallography, X-Ray
Molecular Conformation
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Sesquiterpenes / chemistry
Sesquiterpenes / isolation & purification*
South Africa

Substances

8-dehydroxy-1-deacetylalgoane
Sesquiterpenes
algoane
ibhayinol