Discovery of novel and potent benzhydryl-tropane trypanocides highly selective for Trypanosoma cruzi

Georgina A Holloway, John P Parisot, Patrizia M Novello, Keith Geoffrey Watson, Tanya Armstrong, Richard Christopher Andrew Thompson, Ian Philip Street, Jonathan Bayldon Baell

Research output: Contribution to journalArticleResearchpeer-review

8 Citations (Scopus)

Abstract

A benzhydryl tropinone oxime that is potently toxic to Trypanosoma cruzi has been previously identified. An SAR investigation determined that no part of the original compound was superfluous and all early SAR probes led to significant drops in activity. The only alteration that could be achieved without loss of activity was replacement of the aryl chloride substituent with chloro homologues. This led to the discovery of a trifluoromethyl-containing analogue with an EC50 against T. cruzi of 30 nM and a cytotoxicity selectivity index of over 1000 relative to rat skeletal myoblast L-6 cells
Original languageEnglish
Pages (from-to)1816 - 1818
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number6
DOIs
Publication statusPublished - 2010
Externally publishedYes

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