Bolivianine, a new sesterpene with an unusual skeleton from Hedyosmum angustifolium, and its isomer, isobolivianine

Lucia Acebey (1) , Michel Sauvain (1, 2) , Stephan Beck (3) , Claude Moulis (2) , Alberto Gimenez (4) , Valérie Jullian (1)

1 Pharmacochimie des substances naturelles et pharmacophores redox
2 Faculté des Sciences Pharmaceutiques
3 Herbario Nacional de Bolivia
4 IIFB - Instituto de investigaciones farmaco bioquimicas

Bolivianine, a novel sesterpene with an unprecedented skeleton, has been isolated from the trunk bark of Hedyosmum angustifolium (Chloranthaceae), with isobolivianine, an isomer formed under acidic conditions. The structure and relative stereochemistry were elucidated on the basis of spectroscopic data. A hypothesis for biogenesis was made.

Domaines: Chimie organique

Lucia Acebey, Michel Sauvain, Stephan Beck, Claude Moulis, Alberto Gimenez, et al.. Bolivianine, a new sesterpene with an unusual skeleton from Hedyosmum angustifolium, and its isomer, isobolivianine. Organic Letters, 2007, 9 (23), pp.4693-4696. ⟨10.1021/ol7015725⟩. ⟨hal-00384335⟩