Literature DB >> 15203172

Quinoxaline N,N'-dioxide derivatives and related compounds as growth inhibitors of Trypanosoma cruzi. Structure-activity relationships.

Gabriela Aguirre1, Hugo Cerecetto, Rossanna Di Maio, Mercedes González, María Elena Montoya Alfaro, Andrés Jaso, Belén Zarranz, Miguel Angel Ortega, Ignacio Aldana, Antonio Monge-Vega.   

Abstract

Quinoxaline derivatives presented good inhibitor activity of growth of Trypanosoma cruzi in in vitro assays. The 50% inhibitory doses were of the same order of that of Nifurtimox. Derivative 13, a quinoxaline N,N'-dioxide derivative, and the reduced derivatives 19 and 20 were the most cytotoxic compounds against the protozoan. Structural requirements for optimal activity were studied by computational methods. From statistical analysis we could establish a multiple correlation between activity and lipophilic properties and LUMO energy.

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Year:  2004        PMID: 15203172     DOI: 10.1016/j.bmcl.2004.04.088

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  10 in total

1.  Computational design, synthesis and biological evaluation of para-quinone-based inhibitors for redox regulation of the dual-specificity phosphatase Cdc25B.

Authors:  Shahar Keinan; William D Paquette; John J Skoko; David N Beratan; Weitao Yang; Sunita Shinde; Paul A Johnston; John S Lazo; Peter Wipf
Journal:  Org Biomol Chem       Date:  2008-07-15       Impact factor: 3.876

2.  Anti-Trypanosoma cruzi and anti-leishmanial activity by quinoxaline-7-carboxylate 1,4-di-N-oxide derivatives.

Authors:  Juan Carlos Villalobos-Rocha; Luvia Sánchez-Torres; Benjamín Nogueda-Torres; Aldo Segura-Cabrera; Carlos A García-Pérez; Virgilio Bocanegra-García; Isidro Palos; Antonio Monge; Gildardo Rivera
Journal:  Parasitol Res       Date:  2014-04-02       Impact factor: 2.289

3.  Automated high-content assay for compounds selectively toxic to Trypanosoma cruzi in a myoblastic cell line.

Authors:  Julio Alonso-Padilla; Ignacio Cotillo; Jesús L Presa; Juan Cantizani; Imanol Peña; Ana I Bardera; Jose J Martín; Ana Rodriguez
Journal:  PLoS Negl Trop Dis       Date:  2015-01-23

4.  Trypanocidal Activity of Quinoxaline 1,4 Di-N-oxide Derivatives as Trypanothione Reductase Inhibitors.

Authors:  Karla Fabiola Chacón-Vargas; Benjamin Nogueda-Torres; Luvia E Sánchez-Torres; Erick Suarez-Contreras; Juan Carlos Villalobos-Rocha; Yuridia Torres-Martinez; Edgar E Lara-Ramirez; Giulia Fiorani; R Luise Krauth-Siegel; Maria Laura Bolognesi; Antonio Monge; Gildardo Rivera
Journal:  Molecules       Date:  2017-02-01       Impact factor: 4.411

5.  Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches.

Authors:  Elsa Moreno; Elisabetta Gabano; Enrique Torres; James A Platts; Mauro Ravera; Ignacio Aldana; Antonio Monge; Silvia Pérez-Silanes
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

Review 6.  Synthetic Medicinal Chemistry in Chagas' Disease: Compounds at The Final Stage of "Hit-To-Lead" Phase.

Authors:  Hugo Cerecetto; Mercedes González
Journal:  Pharmaceuticals (Basel)       Date:  2010-03-25

Review 7.  Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions.

Authors:  Guyue Cheng; Wei Sa; Chen Cao; Liangliang Guo; Haihong Hao; Zhenli Liu; Xu Wang; Zonghui Yuan
Journal:  Front Pharmacol       Date:  2016-03-21       Impact factor: 5.810

8.  Unexpected reduction of ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide derivatives by amines.

Authors:  Lidia M Lima; Esther Vicente; Beatriz Solano; Silvia Pérez-Silanes; Ignacio Aldana; Antonio Monge
Journal:  Molecules       Date:  2008-01-17       Impact factor: 4.411

9.  Heterocyclic-2-carboxylic acid (3-cyano-1,4-di-N-oxidequinoxalin-2-yl)amide derivatives as hits for the development of neglected disease drugs.

Authors:  Saioa Ancizu; Elsa Moreno; Enrique Torres; Asunción Burguete; Silvia Pérez-Silanes; Diego Benítez; Raquel Villar; Beatriz Solano; Adoración Marín; Ignacio Aldana; Hugo Cerecetto; Mercedes González; Antonio Monge
Journal:  Molecules       Date:  2009-06-22       Impact factor: 4.411

10.  Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.

Authors:  Esther Vicente; Raquel Villar; Asunción Burguete; Beatriz Solano; Saioa Ancizu; Silvia Pérez-Silanes; Ignacio Aldana; Antonio Monge
Journal:  Molecules       Date:  2008-01-18       Impact factor: 4.411

  10 in total

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