Cyclobutenbriarein A, the first diterpene with a tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system isolated from the Gorgonian Briareum asbestinum

Noemí González; Jaime Rodríguez; Russell G Kerr; Carlos Jiménez

doi:10.1021/jo0160221

Cyclobutenbriarein A, the first diterpene with a tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system isolated from the Gorgonian Briareum asbestinum

J Org Chem. 2002 Jul 26;67(15):5117-23. doi: 10.1021/jo0160221.

Authors

Noemí González¹, Jaime Rodríguez, Russell G Kerr, Carlos Jiménez

Affiliation

¹ Departamento de Química Fundamental, Facultade de Ciencias, Universidade de A Coruña, 15071 A Coruña, Spain.

PMID: 12126395
DOI: 10.1021/jo0160221

Abstract

Cyclobutenbriarein A (2), a novel class of C20-rearranged diterpene briarane possessing an unprecedented tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system was isolated, along with five new briarane diterpenoids (1 and 3-6), from the organic extracts of the Bahamian gorgonian Briareum asbestinum. The structures of these secondary metabolites were established on the basis of extensive NMR studies and accurate mass measurements (HRFABMS).

Publication types

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

MeSH terms

Animals
Bahamas
Cnidaria / chemistry*
Crystallography, X-Ray
Cyclization
Diterpenes / chemistry*
Diterpenes / isolation & purification*
Molecular Conformation
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular

Substances

Diterpenes
cyclobutenbriarein A