Synthesis and Biological Evaluation of -alkyl Naphthoimidazoles Derived from β-lapachone Against Bloodstream Trypomastigotes

Overview

Journal Medchemcomm

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2018 Aug 16

PMID 30108809

Citations 2

Authors

Ari Miranda da Silva

Leonardo Araujo-Silva

Ana Cristina S Bombaca

Rubem F S Menna-Barreto

Claudio Eduardo Rodrigues-Santos

Aurelio B Buarque Ferreira

Solange L de Castro

Affiliations

Soon will be listed here.

Abstract

The QSAR study of 34 2-aryl-naphthoimidazoles screened so far revealed that is the most important factor for their lytic activity on the bloodstream trypomastigote forms of , the etiologic agent of Chagas disease. Based on this result, 16 new -alkyl-naphthoimidazoles derived from 6,6-dimethyl-3,4,5,6-tetrahydrobenzo[7,8]chromene[5,6-]imidazole (the product of the reaction of β-lapachone with paraformaldehyde) by its reaction with halo-alkanes were prepared and evaluated against the parasite and peritoneal macrophages. The 1--hexyl and 3--hexyl naphthoimidazoles were 2.2 and 3.2 times more active than the standard drug benznidazole with selectivity indices of 2.7 and 13.4, respectively.

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