2. Academic Validation
  3. Design, synthesis and structure-activity relationships of (1H-pyridin-4-ylidene)amines as potential antimalarials

Design, synthesis and structure-activity relationships of (1H-pyridin-4-ylidene)amines as potential antimalarials

  • Bioorg Med Chem Lett. 2009 Jul 1;19(13):3476-80. doi: 10.1016/j.bmcl.2009.05.017.
Tiago Rodrigues 1,  Rita C Guedes,  Daniel J V A dos Santos,  Marta Carrasco,  Jiri Gut,  Philip J Rosenthal,  Rui Moreira,  Francisca Lopes
Affiliations

Affiliation

  • 1 iMed.UL, Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649-003 Lisbon, Portugal.
PMID: 19467600 DOI: 10.1016/j.bmcl.2009.05.017
Abstract

(1H-Pyridin-4-ylidene)amines containing lipophilic side chains at the imine nitrogen atom were prepared as potential clopidol isosteres in the development of antimalarials. Their antiplasmodial activity was evaluated in vitro against the Plasmodium falciparum W2 (chloroquine-resistant) and FCR3 (atovaquone-resistant) strains. The most active of these derivatives, 4m, had an IC(50) of 1microM against W2 and 3microM against FCR3. Molecular modeling studies suggest that (1H-pyridin-4-ylidene)amines may bind to the ubiquinol oxidation Q(o) site of cytochrome bc(1).

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