title: Molecular modeling of some 1H-benzimidazole derivatives with biological activity against Entamoeba histolytica: a comparative molecular field analysis study.
abstract: Comparative molecular field analysis (CoMFA) was performed on a set of 1H-benzimidazole derivatives. Molecular modeling and 3D-QSAR were employed to determine the tautomeric form that would probably fit a target receptor in Entamoeba histolytica. CoMFA results suggest that the antiamoebic activity is favored with steric bulk at position 5 of the benzimidazole ring and low electron density on the group at position 2. To the best of our knowledge this is the first 3D-QSAR study performed for benzimidazoles as antiamoebic agents. The CoMFA models derived will be very valuable to design new and more potent compounds against E. histolytica.
authors.affiliation: Departamento de Farmacia, Facultad de Química, UNAM, CU, D.F. 04510, Mexico.
authors.forename: Fabian
authors.initials: F
authors.lastname: López-Vallejo
authors.forename: José Luis
authors.initials: JL
authors.lastname: Medina-Franco
authors.forename: Alicia
authors.initials: A
authors.lastname: Hernández-Campos
authors.forename: Sergio
authors.initials: S
authors.lastname: Rodríguez-Morales
authors.forename: Lilián
authors.initials: L
authors.lastname: Yépez
authors.forename: Roberto
authors.initials: R
authors.lastname: Cedillo
authors.forename: Rafael
authors.initials: R
authors.lastname: Castillo
mesh_terms: D000465:Algorithms; D000563:Amebicides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D004748:Entamoeba histolytica / Q000187:drug effects*; D016018:Least-Squares Analysis; D008024:Ligands; D008958:Models, Molecular; D021281:Quantitative Structure-Activity Relationship; D015203:Reproducibility of Results
chemical_list: D000563:Amebicides; D001562:Benzimidazoles; D008024:Ligands