Semisynthesis of Some 7-Deoxypaclitaxel Analogs from Taxine B.
Taxine B (3), isolated from the dried needles of Taxus baccata, was converted into six novel 7-deoxypaclitaxel analogs, 20, 21a,b, and 23-25, that have structural changes at C1, C2, and C4. A method for the introduction of the benzoyl function at C2, via a benzylidene acetal at C1-C2, will be revealed. All compounds showed very little or no measurable cytotoxic activity against some well-characterized human tumor cell lines, probably due to the nonacylated hydroxyl group at C4.
Wiegerinck
Peter H. G.
PH
Department of Organic Chemistry, University of Nijmegen, NSR-Center, Toernooiveld, 6525 ED Nijmegen, The Netherlands.
Fluks
Lizette
L
Hammink
Jeannet B.
JB
Mulders
Suzanne J. E.
SJ
de Groot
Franciscus M. H.
FM
van Rozendaal
Hendrik L. M.
HL
Scheeren
Hans W.
HW