INTRAMOLECULAR ACYL MIGRATIONS IN TAXANES FROM TAXUS-BREVIFOLIA

Authors
CHU A DAVIN LB ZAJICEK J LEWIS NG CROTEAU R
Citation
A. Chu et al., INTRAMOLECULAR ACYL MIGRATIONS IN TAXANES FROM TAXUS-BREVIFOLIA, Phytochemistry, 34(2), 1993, pp. 473-476
Citations number
8
Categorie Soggetti
Plant Sciences
Journal title
Phytochemistry → ACNP
ISSN journal
00319422
Volume
34
Issue
2
Year of publication
1993
Pages
473 - 476
Database
ISI
SICI code
0031-9422(1993)34:2<473:IAMITF>2.0.ZU;2-T
Abstract
Two new taxane epoxides were isolated from the bark of Taxus brevifoli a and their structures were established as alpha,7beta,10beta,13alpha- pentaacetoxy-tax-11-ene and pha,9alpha,10beta,13alpha-pentaacetoxy-tax -11-ene. These two compounds were found to readily isomerize via acyl migration upon standing in CDCl3 solution and represent the first exam ple of intramolecular transesterification in this large family of taxa ne metabolites.