Synthesis and in vitro cysticidal activity of new benzimidazole derivatives.
Despite albendazole being the drug of choice in neurocysticercosis treatment, its low solubility limits its bioavailability; therefore, more research is required in order to find new molecules with cestocidal activity and adequate aqueous solubility. A set of 13 benzimidazole derivatives were synthesized and their in vitro activities were evaluated against Taenia crassiceps cysts, using albendazole sulfoxide as reference molecule, showing that two of them exhibited good activity. Molecular modelling revealed that the cysticidal efficacy depends on the presence on the molecule of an H in the 1-position, a planar carbamate group at 2-position, and if the substituent in 5-position is voluminous, it should be orthogonal to the benzimidazole ring.
Palomares-Alonso
Francisca
F
Laboratorio de Neuropsicofarmacología, Instituto Nacional de Neurología y Neurocirugía, México DF 14269, Mexico. ingpalomares@yahoo.com.mx
Jung-Cook
Helgi
H
Pérez-Villanueva
Jaime
J
Piliado
Juan Carlos
JC
Rodríguez-Morales
Sergio
S
Palencia-Hernández
Guadalupe
G
López-Balbiaux
Nayeli
N
Hernández-Campos
Alicia
A
Castillo
Rafael
R
Hernández-Luis
Francisco
F
D015766:Albendazole / Q000031:analogs & derivatives / Q000494:pharmacology; D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D008958:Models, Molecular; D012015:Reference Standards; D013621:Taenia / Q000187:drug effects*
D000871:Anthelmintics; D001562:Benzimidazoles; C031000:benzimidazole; D015766:Albendazole; C027186:albendazole sulfoxide