PACLITAXEL ANALOGS MODIFIED IN RING-C - SYNTHESIS AND BIOLOGICAL EVALUATION

Authors
LIANG X KINGSTON DGI LONG BH FAIRCHILD CA JOHNSTON KA
Citation
X. Liang et al., PACLITAXEL ANALOGS MODIFIED IN RING-C - SYNTHESIS AND BIOLOGICAL EVALUATION, Tetrahedron, 53(10), 1997, pp. 3441-3456
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
10
Year of publication
1997
Pages
3441 - 3456
Database
ISI
SICI code
0040-4020(1997)53:10<3441:PAMIR->2.0.ZU;2-5
Abstract
Lead tetracetate oxidation of 6 alpha-hydroxy-7-epi-paclitaxel leads t o C-nor-paclitaxel and C-seco-paclitaxel derivatives. Tetrapropylammon ium permthenate (TPAP) oxidation of a 6 alpha-hydroxy-7-epi-paclitaxel derivative leads to a 6-formyl-C-nor-paclitaxel derivative. Reaction of a 6 alpha-O-trifluoromethanesulfonyl-7-epi-paclitaxel derivative wi th DMAP yields a l-4-deacetyl-5,6-dehydro-6-formyl-C-nor-paclitaxel de rivative. C-nor-paclitaxel analogs are less active than paclitaxel. (C ) 1997 Elsevier Science Ltd.