Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol.

Org Lett

Vladimir Prelog Weg 3, Laboratory of Organic Chemistry, ETH-Zürich , CH-8093 Zurich, Switzerland.

Published: November 2015

This study documents that chlorinated analogs of leukotoxin diol 1, in which the vic-diol has been replaced with vic-chlorides (2), induce caspase 3 activity and apoptosis on HepG2 cells in a dose-dependent manner in analogy to the parent diol. This suggests that chlorides may substitute for hydroxyls in certain lipids as bioisosteres in defined biological settings.

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http://dx.doi.org/10.1021/acs.orglett.5b02814DOI Listing

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