Resolution of a CPzI precursor, synthesis and biological evaluation of (+)and (-)-N-Boc-CPzI: A further validation of the relationship between chemical solvolytic stability and cytotoxicity

Authors
Baraldi, PG Cacciari, B Romagnoli, R Spalluto, G Boyce, CW Boger, DL
Citation
Pg. Baraldi et al., Resolution of a CPzI precursor, synthesis and biological evaluation of (+)and (-)-N-Boc-CPzI: A further validation of the relationship between chemical solvolytic stability and cytotoxicity, BIOORG MED, 9(21), 1999, pp. 3087-3092
Citations number
18
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
21
Year of publication
1999
Pages
3087 - 3092
Database
ISI
SICI code
0960-894X(19991101)9:21<3087:ROACPS>2.0.ZU;2-K
Abstract
The chemical resolution, using N-tosyl-L-proline as a chiral auxiliary, of a racemate of the pyrazole analog (=/-)-N-Boc-CPzI of the left hand segment (CPI) of the antitumor agent CC-1065, and the cytotoxic evaluation of both enantiomers are described. The reported results further validate the direc t relationship between chemical solvolytic stability of the cyclopropane ri ng and cytotoxicity proposed by Boger and coworkers. (C) 1999 Elsevier Scie nce Ltd. All rights reserved.