Next Article in Journal
Evaluation of Deoxyribonucleic Acid Toxicity Induced by the Radiopharmaceutical 99mTechnetium-Methylenediphosphonic Acid and by Stannous Chloride in Wistar Rats
Previous Article in Journal
Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
Molecules 2012, 17(11), 12961-12973; doi:10.3390/molecules171112961
Article

4-(1H-Pyrazol-1-yl) Benzenesulfonamide Derivatives: Identifying New Active Antileishmanial Structures for Use against a Neglected Disease

1
,
1,* , 2
,
3
,
2
,
2,* , 4
,
1
,
1
,
4
,
3
,
3
 and
2,*
1 Programa de Pós-graduação em Química, Instituto de Química, Universidade Federal Fluminense, Outeiro de São João Baptista, Niterói, RJ, 24020-150, Brazil 2 Programa de Pós-graduação em Ciências e Biotecnologia PPBI, Instituto de Biologia, Universidade Federal Fluminense, Outeiro de São João Baptista, Niterói, RJ, 24020-150, Brazil 3 Laboratório de Bioquímica de Tripanosomatídeos, Instituto Oswaldo Cruz, Fundação Oswaldo Cruz, RJ, 21040-900, Brazil 4 Faculdade de Farmácia, ModMolQSAR, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, 21941-590, Brazil
* Authors to whom correspondence should be addressed.
Received: 30 August 2012 / Revised: 8 October 2012 / Accepted: 12 October 2012 / Published: 1 November 2012
View Full-Text   |   Download PDF [287 KB, 18 June 2014; original version 18 June 2014]   |   Browse Figures

Abstract

Leishmaniasis is a neglected disease responsible for about 56,000 deaths every year. Despite its importance, there are no effective, safe and proper treatments for leishmaniasis due to strain resistance and/or drug side-effects. In this work we report the synthesis, molecular modeling, cytotoxicity and the antileishmanial profile of a series of 4-(1H-pyrazol-1-yl)benzenesulfonamides. Our experimental data showed an active profile for some compounds against Leishmania infantum and Leishmania amazonensis. The profile of two compounds against L. infantum was similar to that of pentamidine, but with lower cytotoxicity. Molecular modeling evaluation indicated that changes in electronic regions, orientation as well as lipophilicity of the derivatives were areas to improve the interaction with the parasitic target. Overall the compounds represent feasible prototypes for designing new molecules against L. infantum and L. amazonensis.
Keywords: pyrazoles; benzenesulfonamide; Leishmania; cytotoxicity; in silico evaluation pyrazoles; benzenesulfonamide; Leishmania; cytotoxicity; in silico evaluation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

Marra, R.K.F.; Bernardino, A.M.R.; Proux, T.A.; Charret, K.S.; Lira, M.-L.F.; Castro, H.C.; Souza, A.M.T.; Oliveira, C.D.; Borges, J.C.; Rodrigues, C.R.; Canto-Cavalheiro, M.M.; Leon, L.L.; Amaral, V.F. 4-(1H-Pyrazol-1-yl) Benzenesulfonamide Derivatives: Identifying New Active Antileishmanial Structures for Use against a Neglected Disease. Molecules 2012, 17, 12961-12973.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert