%0 Journal Article
%T Total synthesis and biological evaluation of fluorinated cryptophycins
%A Christine Wei£¿
%A Tobias Bogner
%A Benedikt Sammet
%A Norbert Sewald
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.231
%X Cryptophycins are cytotoxic natural products that exhibit considerable activities even against multi-drug-resistant tumor cell lines. As fluorinated pharmaceuticals have become more and more important during the past decades, fluorine-functionalized cryptophycins were synthesized and evaluated in cell-based cytotoxicity assays. The unit A trifluoromethyl-modified cryptophycin proved to be highly active against KB-3-1 cells and exhibited an IC50 value in the low picomolar range. However, the replacement of the 3-chloro-4-methoxyphenyl-substituent in unit B by a pentafluorophenyl moiety resulted in a significant loss of activity.
%K antimitotic drug
%K cytotoxicity
%K depsipeptide
%K fluorinated natural product analogues
%K structure-activity relationship
%U http://dx.doi.org/10.3762/bjoc.8.231