title: Synthesis and antiprotozoal activity of nitazoxanide-N-methylbenzimidazole hybrids.
abstract: A series of a novel hybrid compounds between nitazoxanide and N-methylbenzimidazole were synthesized starting from the corresponding N-methyl-2-nitroanilines. The new hybrid compounds (1-13) were evaluated in vitro against Giardia intestinalis, Entamoeba histolytica, Trichomonas vaginalis. NTZ, MTZ and ABZ were used as drug standards. Experimental evaluations revealed all of the new compounds (1-13) were active and showed strong activity against the three protozoa, particularly with E. histolytica where the IC50 values ranged between 3 and 69 nM. Overall, compounds 2, 5, 7, 8, 9, 11 and 12 stood out with values lower than 87 nM for all three protozoa, comparatively better than the reference drugs.
authors.affiliation: Departamento de Sistemas Biológicos, División Ciencias Biológicas y de la Salud, UAM-Xochimilco, México, DF 04960, Mexico; Facultad de Química, Departamento de Farmacia, UNAM, México, DF 04510, Mexico.
authors.forename: Olivia
authors.initials: O
authors.lastname: Soria-Arteche
authors.forename: Alicia
authors.initials: A
authors.lastname: Hernández-Campos
authors.forename: Lilián
authors.initials: L
authors.lastname: Yépez-Mulia
authors.forename: Pedro Josué
authors.initials: PJ
authors.lastname: Trejo-Soto
authors.forename: Francisco
authors.initials: F
authors.lastname: Hernández-Luis
authors.forename: Jorge
authors.initials: J
authors.lastname: Gres-Molina
authors.forename: Luis A
authors.initials: LA
authors.lastname: Maldonado
authors.forename: Rafael
authors.initials: R
authors.lastname: Castillo
mesh_terms: D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D004748:Entamoeba histolytica / Q000187:drug effects; D056890:Eukaryota / Q000187:drug effects*; D016829:Giardia lamblia / Q000187:drug effects; D009574:Nitro Compounds; D013844:Thiazoles / Q000737:chemistry*; D014246:Trichomonas vaginalis / Q000187:drug effects
chemical_list: D000981:Antiprotozoal Agents; D001562:Benzimidazoles; D009574:Nitro Compounds; D013844:Thiazoles; C041747:nitazoxanide
keywords: Benzimidazole; Entamoeba histolytica; Giardia intestinalis; Hybrid compounds; Nitazoxanide; Trichomonas vaginalis