Furanocembranoid diterpenes as defensive compounds in the Dufour gland of the ant Crematogaster brevispinosa rochai

Authors
Leclercq, S de Biseau, JC Braekman, JC Daloze, D Quinet, Y Luhmer, M Sundin, A Pasteels, JM
Citation
S. Leclercq et al., Furanocembranoid diterpenes as defensive compounds in the Dufour gland of the ant Crematogaster brevispinosa rochai, TETRAHEDRON, 56(14), 2000, pp. 2037-2042
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
14
Year of publication
2000
Pages
2037 - 2042
Database
ISI
SICI code
0040-4020(20000331)56:14<2037:FDADCI>2.0.ZU;2-L
Abstract
Two new furanocembranoid diterpenes, crematofuran [(1R*,11R*,12R*)-6,19:11, 12-bisepoxycembra-3,6,8(19),15-tetraene] (1) and isocrematofuran [(1R*,3S*, 4S*)-3,4:6,19-bisepoxycembra-6, 8(19), 11, 15-tetraene] (2), have been isol ated from the Dufour gland secretion of the Brazilian ant Crematogaster bre vispinosa rochai. Their structures, including the relative configuration, h ave been determined by a combination of NMR and molecular mechanics methods . The toxicity of 1 towards other ants is on the same level as that of nico tine. This is the first report of cembranoid diterpenes as defensive compou nds in an ant. (C) 2000 Elsevier Science Ltd. All rights reserved.