Aza vinyl sulfones: synthesis and evaluation as antiplasmodial agents

Paulo M C Glória; Jiri Gut; Lídia M Gonçalves; Philip J Rosenthal; Rui Moreira; Maria M M Santos

doi:10.1016/j.bmc.2011.10.018

Aza vinyl sulfones: synthesis and evaluation as antiplasmodial agents

Bioorg Med Chem. 2011 Dec 15;19(24):7635-42. doi: 10.1016/j.bmc.2011.10.018. Epub 2011 Oct 14.

Authors

Paulo M C Glória¹, Jiri Gut, Lídia M Gonçalves, Philip J Rosenthal, Rui Moreira, Maria M M Santos

Affiliation

¹ Research Institute for Medicines and Pharmaceutical Sciences (iMed.UL), Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649-003 Lisbon, Portugal.

PMID: 22071522
DOI: 10.1016/j.bmc.2011.10.018

Abstract

A series of novel aza vinyl sulfones were designed, synthesized in good yields and evaluated as antiplasmodial agents. Tested compounds did not show activity against papain or the Plasmodium falciparum cysteine protease falcipain-2. However, a number of the new compounds effectively inhibited the in vitro development of P. falciparum. Compounds containing a squaramide group were the most active, with IC(50) values between 0.95 and 4.5 μM, suggesting that these are potential lead compounds for the development of new antimalarial agents.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antimalarials / chemical synthesis
Antimalarials / chemistry*
Antimalarials / pharmacology*
Cysteine Endopeptidases / metabolism
Erythrocytes / parasitology
Humans
Inhibitory Concentration 50
Malaria, Falciparum / drug therapy
Plasmodium falciparum / drug effects*
Plasmodium falciparum / enzymology
Sulfones / chemical synthesis
Sulfones / chemistry*
Sulfones / pharmacology*

Substances

Antimalarials
Sulfones
Cysteine Endopeptidases
falcipain 2