Abstract:Girgensohnine alkaloid was used as a natural model in the design and generation of new alkaloid-like α-aminonitrilea series that was completed by the use of SSA-catalyzed Strecker reaction between commercial and inexpensive substituted benzaldehydes, piperidine (pyrrolidine, morpholine and N-methylpiperazine) and acetone cyanohydrin. Calculated ADMETox parameters of the designed analogs revealed their good pharmacokinetic profiles indicating lipophilic characteristics. In vitro AChE enzyme test showed that obtained a-aminonitriles could be considered as AChEIs with micromolar IC50 values ranging from 42.0 to 478.0 mM (10.3e124.0 mg/mL). Among this series, the best AChE inhibitor was the pyrrolidine a-aminonitrile 3 (IC50 ¼ 42 mM), followed by the piperidine a-aminonitriles 2 and 6 (IC50 ¼ 45 mM and IC50 ¼ 51 mM, respectively), and the compound 7 (IC50 ¼ 51 mM). In vivo insecticidal activity of more active AChEIs against Aedes aegypti larvae was also performed showing a good larvicidal activity at concentrations less than 140 ppm, highlighting products 2 and 7 that could serve as lead compounds to develop new potent and selective insecticides.

Es proyecto?:no

Autor:Carreño Otero, Aurora L.

Programa Nal. Colciencias:Programas de CT+I Ejecutados por Redes de Conocimiento

Insitución cofinanciadora:Departamento Administrativo de Ciencia, Tecnología e Innovación [CO] Colciencias

Institución participante:Bio-Red-CO-CENIVAM

Tipo de producto resultado de investigación:info:eu-repo/semantics/article

Fecha:2014-03

Proyecto id:5507-543-31904

Nombre de proyecto principal:Programa: Bioprospección y desarrollo de ingredientes naturales para las industrias cosmética, farmacéutica y de productos de aseo con base en la biodiversidad colombiana

Comunidad vinculada:Comunidad científica colombiana