Towards a systematic characterization of the antiprotozoal activity landscape of benzimidazole derivatives


Por: Pérez-Villanueva J., Santos R., Hernández-Campos A., Giulianotti M.A., Castillo R., Medina-Franco J.L.

Publicada: 1 nov 2010
Resumen:
Parasitic infections caused by the protozoa Trichomonas vaginalis and Giardia intestinalis still represent a major problem in developing countries. Despite the fact that benzimidazoles are promising compounds with activity against both protozoa, systematic studies to characterize and compare their structure-activity relationships (SAR) are limited. Herein, we report a systematic characterization of the SAR of 32 benzimidazoles with activity against T. vaginalis and G. intestinalis. The analysis was based on pairwise comparisons of the activity similarity and molecular similarity using different molecular representations. Radial, MACCS keys, TGD and piDAPH3 fingerprints were used to develop consensus models of the landscape. The landscapes contained continuous regions and activity cliffs. Two 'deep consensus activity cliffs' and several pairs of compounds in smooth regions of the SAR were identified in the landscape of T. vaginalis. In contrast, a number of 'apparent and shallow cliffs'

Filiaciones:
Pérez-Villanueva J.:
 Univ Nacl Autonoma Mexico, Dept Farm, Fac Quim, Mexico City 04510, DF, Mexico

Santos R.:
 Torrey Pines Institute for Molecular Studies, 11350 SW Village Parkway, Port St. Lucie, FL 34987, United States

Hernández-Campos A.:
 Univ Nacl Autonoma Mexico, Dept Farm, Fac Quim, Mexico City 04510, DF, Mexico

Giulianotti M.A.:
 Torrey Pines Institute for Molecular Studies, 11350 SW Village Parkway, Port St. Lucie, FL 34987, United States

Castillo R.:
 Univ Nacl Autonoma Mexico, Dept Farm, Fac Quim, Mexico City 04510, DF, Mexico

Medina-Franco J.L.:
 Torrey Pines Institute for Molecular Studies, 11350 SW Village Parkway, Port St. Lucie, FL 34987, United States
ISSN: 09680896
Editorial
Elsevier Ltd, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND, Reino Unido
Tipo de documento: Article
Volumen: 18 Número: 21
Páginas: 7380-7391
WOS Id: 000282904200006
ID de PubMed: 20888242

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