Synthesis and biological activity of 2-(trifluoromethyl)-1H-benzimidazole derivatives against some protozoa and Trichinella spiralis

European Journal of Medicinal Chemistry
Francisco Hernández-LuisLilián Yépez-Mulia

Abstract

A series of 2-(trifluoromethyl)-1H-benzimidazole derivatives (1a-1i) were synthesized via Phillips cyclocondensation of a substituted 1,2-phenylenediamine and trifluoroacetic acid. The synthesized compounds were evaluated in vitro against various protozoan parasites: Giardia intestinalis, Entamoeba histolytica, Trichomonas vaginalis and Leishmania mexicana, and they showed nanomolar activities against the first three protozoa tested. The compounds were also tested in vitro and in vivo against the nematode Trichinella spiralis. Compounds 1b, 1c and 1e had the most desirable in vitro antiparasitic profile against all parasites studied. In the in vivo model against T. spiralis, compounds 1b and 1e showed good activity against the adult phase at 75 mg/Kg. However, against the muscle larvae stage, only compound 1f exhibited in vivo antiparasitic efficacy.

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Citations

Feb 24, 2011·Parasitology Research·Zofi GraczykThaddeus K Graczyk
Mar 7, 2013·Veterinary Parasitology·Félix Matadamas-MartínezLilián Yépez-Mulia
Apr 4, 2014·Journal of Cheminformatics·Rajarshi Guha, Jose L Medina-Franco
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Dec 14, 2017·Journal of Enzyme Inhibition and Medicinal Chemistry·Michele TonelliAnna Sparatore
Jan 10, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ahmet Çağrı KaraburunZafer Asım Kaplancıklı
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Sep 11, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Cheng-Ying HsiehMing-Hua Hsu
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May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Karen Rodríguez-VillarJaime Pérez-Villanueva

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