%A RS Tangirala
%A R Dixon
%A D Yang
%A A Ambrus
%A S Antony
%A K Agama
%A Y Pommier
%A DP Curran
%J Bioorganic and Medicinal Chemistry Letters
%T Total and semisynthesis and in vitro studies of both enantiomers of 20-fluorocamptothecin
%X Both enantiomers of 20-fluorocamptothecin and the racemate have been prepared by total synthesis. The (R)-enantiomer is essentially inactive in a topoisomerase-I/DNA assay, while the (S)-enantiomer is much less active than (20S)-camptothecin. The lactone ring of 20-fluorocamptothecin hydrolyzes more rapidly than that of camptothecin in PBS. The results provide insight into the role of the 20-hydroxy group in the binding of camptothecin to topoisomerase-I and DNA. ? 2005 Elsevier Ltd. All rights reserved.
%N 21
%P 4736 - 4740
%V 15
%D 2005
%R 10.1016/j.bmcl.2005.07.074
%L pittir19372