Synthesis and in vitro trichomonicidal, giardicidal and amebicidal activity of N-acetamide(sulfonamide)-2-methyl-4-nitro-1H-imidazoles

European Journal of Medicinal Chemistry
Emanuel Hernández-NúñezGabriel Navarrete-Vázquez


Two new series of imidazole derivatives (acetamides: 1-8 and sulfonamides: 9-15) were synthesized using a short synthetic route. Compound 1 as well as the intermediate 16g were characterized by X-ray crystallography. Imidazole derivatives 1-15 were tested in vitro against three unicellular parasites (Giardia intestinalis, Trichomonas vaginalis and Entamoeba histolytica) in comparison with benznidazole (Bzn) and metronidazole. Compound 1 [N-benzyl-2-(2-methyl-4-nitro-1H-imidazol-1-yl)acetamide] was 2 times more active than Bzn against T. vaginalis and G. intestinalis and it was as active as Bzn against E. histolytica. Sulfonamides showed selective toxicity against E. histolytica over the other parasites. Toxicity assay showed that all compounds are non-cytotoxic against MDCK cell line. The results revealed that compounds 1-15 have antiparasitic bioactivity in the micromolar range against the parasites tested, and could be considered as benznidazole bioisosteres.


May 4, 2012·Journal of Medicinal Chemistry·Maria V PapadopoulouJean-Robert Ioset
Nov 17, 2010·Antimicrobial Agents and Chemotherapy·Catherine Z ChenWei Zheng
Dec 3, 2014·European Journal of Medicinal Chemistry·Wagdy M EldehnaMohieldin M Youssef
Feb 18, 2014·Bioorganic & Medicinal Chemistry·Carlos Nava-ZuazoGabriel Navarrete-Vázquez
Oct 1, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nassir N Al-MohammedAidil Abdul Hamid
Jun 7, 2013·Medicinal Research Reviews·Ling ZhangCheng-He Zhou
Jun 7, 2012·Parasitology International·Pablo Bilbao-RamosM Eugenia González-Rosende
Mar 20, 2015·Parasitology Research·Patrícia de Brum VieiraTiana Tasca
Sep 30, 2016·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Dariana Pimentel Gomes HübnerTiana Tasca
Nov 13, 2009·European Journal of Medicinal Chemistry·Lalit KumarGopal Gupta
Apr 5, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Emanuel Hernández-NúñezGabriel Navarrete Vázquez
Mar 29, 2018·Future Medicinal Chemistry·Alfredo Meneses-MarcelVicente J Arán-Redó
Dec 1, 2015·Frontiers in Microbiology·Amir AzamKamal Ahmad
Feb 10, 2017·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·Patel NavinGildardo Rivera
Jan 16, 2020·Acta Parasitologica·Laura Führich FabresMarilise Brittes Rott
Feb 16, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Genaro Rocha-GarduñoGabriel Navarrete-Vázquez
Nov 12, 2013·Archiv der Pharmazie·Nabhubygari Mahaboob BashaTartte Vijaya

Related Concepts

Ro 7-1051
Medicinal Plants Testing, Preclinical
Entamoeba histolytica
Trichomonas vaginalis
Drug Modeling
Giardia lamblia
Crystallography, X-Ray

Related Feeds


Amoebiasis, infection by the protozoan parasite Entamoeba histolytica, remains a global health problem, despite the availability of effective treatment. Here is the latest research.


Antiparasitics are medications which are indicated for the treatment of parasitic diseases. Discover the latest research on antiparasitics here.

© 2021 Meta ULC. All rights reserved