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

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.

SUBMITTER: Iwaniuk DP

PROVIDER: S-EPMC2749251 | biostudies-literature | 2009 Sep

REPOSITORIES: biostudies-literature

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

Iwaniuk Daniel P DP Whetmore Eric D ED Rosa Nicholas N Ekoue-Kovi Kekeli K Alumasa John J de Dios Angel C AC Roepe Paul D PD Wolf Christian C

Bioorganic & medicinal chemistry 20090808 18

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 ch ...[more]

PMID: 19703776

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