Synthesis and antimalarial activity of new chloroquine analogues carrying a multifunctional linear side chain

Daniel P. Iwaniuk, Eric D. Whetmore, Nicholas Rosa, Kekeli Ekoue-Kovi, John Alumasa, Angel C. de Dios, Paul D. Roepe, Christian Wolf

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Abstract

We report the synthesis and in vitro antimalarial activity of several new 4-amino- and 4-alkoxy-7-chloroquinolines carrying a linear dibasic side chain. Many of these chloroquine analogues have submicromolar antimalarial activity versus HB3 (chloroquine sensitive) and Dd2 (chloroquine resistant strain of Plasmodium falciparum) and low resistance indices were obtained in most cases. Importantly, compounds 11-15 and 24 proved to be more potent against Dd2 than chloroquine. Branching of the side chain structure proved detrimental to the activity against the CQR strain.

Original languageEnglish (US)
Pages (from-to)6560-6566
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume17
Issue number18
DOIs
Publication statusPublished - Sep 15 2009

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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