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Canna~Fangled Abstracts

Design, Synthesis, Binding and Docking-Based 3D-QSAR Studies of 2-Pyridylbenzimidazoles-A New Family of High Affinity CB1 Cannabinoid Ligands.

By April 18, 2013No Comments

Pub Med

Design, Synthesis, Binding and Docking-Based 3D-QSAR Studies of 2-Pyridylbenzimidazoles-A New Family of High Affinity CB1 Cannabinoid Ligands.

Mella-Raipán JA, Lagos CF, Recabarren-Gajardo G, Espinosa-Bustos C, Romero-Parra J, Pessoa-Mahana H, Iturriaga-Vásquez P,Pessoa-Mahana CD.

Source

Departamento de Química y Bioquímica, Facultad de Ciencias, Universidad de Valparaíso, Casilla 5030, Avda. Gran Bretaña 1111, Playa Ancha, Valparaíso, Chile. cpessoa@uc.cl.

Abstract

A series of novel 2-pyridylbenzimidazole derivatives was rationally designed and synthesized based on our previous studies on benzimidazole 14, a CB1 agonist used as a template for optimization. In the present series, 21 compounds displayed high affinities with Ki values in the nanomolar range. JM-39 (compound 39) was the most active of the series (KiCB1 = 0.53 nM), while compounds 31 and 44 exhibited similar affinities to WIN 55212-2. CoMFA analysis was performed based on the biological data obtained and resulted in a statistically significant CoMFA model with high predictive value (q2 = 0.710, r2 = 0.998, r2pred = 0.823).

PMID:

23558540
 
[PubMed – in process] prisoner of the system2
http://www.ncbi.nlm.nih.gov/pubmed/23558540