Molecular modeling of some 1H-benzimidazole derivatives with biological activity against Entamoeba histolytica: a comparative molecular field analysis study.
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.
López-Vallejo
Fabian
F
Departamento de Farmacia, Facultad de Química, UNAM, CU, D.F. 04510, Mexico.
Medina-Franco
José Luis
JL
Hernández-Campos
Alicia
A
Rodríguez-Morales
Sergio
S
Yépez
Lilián
L
Cedillo
Roberto
R
Castillo
Rafael
R
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
D000563:Amebicides; D001562:Benzimidazoles; D008024:Ligands