Issue 20, 2009
From the journal:

Organic & Biomolecular Chemistry

Synthesis and biological evaluation of the first pentafluorosulfanyl analogs of mefloquine†

Peter Wipf,*ab   Tingting Mo,ab   Steven J. Geib,a   Diana Caridha,c   Geoffrey S. Dow,c   Lucia Gerena,c   Norma Roncalc  and  Erin E. Milnerc  

* Corresponding authors

a Department of Chemistry, University of Pittsburgh, Pittsburgh, PA, USA
E-mail: pwipf@pitt.edu
Fax: 412-624-0787
Tel: 412-624-8606

b Center for Chemical Methodologies and Library Development, University of Pittsburgh, Pittsburgh, PA, USA

c Division of Experimental Therapeutics, Walter Reed Army Institute of Research, 503 Robert Grant Avenue, Silver Spring, MD, USA
E-mail: geoffrey.dow@us.army.mil
Fax: 301-319-9954
Tel: 301-319-9009

Abstract

Two novel SF5 analogs of the antimalarial agent mefloquine were synthesized in 5 steps and 10–23% overall yields and found to have improved activity and selectivity against malaria parasites. This work also represents the first report of SF5-substituted quinolines.

Graphical abstract: Synthesis and biological evaluation of the first pentafluorosulfanyl analogs of mefloquine

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Article information

DOI
https://doi.org/10.1039/B911483A
Article type
Communication
Submitted
12 Jun 2009
Accepted
27 Jul 2009
First published
07 Aug 2009

Org. Biomol. Chem., 2009,7, 4163-4165

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Synthesis and biological evaluation of the first pentafluorosulfanyl analogs of mefloquine

P. Wipf, T. Mo, S. J. Geib, D. Caridha, G. S. Dow, L. Gerena, N. Roncal and E. E. Milner, Org. Biomol. Chem., 2009, 7, 4163 DOI: 10.1039/B911483A

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