Design, synthesis, and in vitro antiprotozoal, antimycobacterial activities of N-{2-[(7-chloroquinolin-4-yl)amino]ethyl}ureas

Bioorganic & Medicinal Chemistry
Carlos Nava-ZuazoGabriel Navarrete-Vázquez

Abstract

We have synthesized a new series of quinoline tripartite hybrids from chloroquine, ethambutol, and isoxyl drugs, using a short synthetic route. Compounds 1-8 were tested in vitro against five protozoa (Giardia intestinalis, Trichomonas vaginalis,Entamoeba histolytica, Leishmania mexicana and Trypanosoma cruzi) and Mycobacterium tuberculosis. N-(4-Butoxyphenyl)-N'-{2-[(7-chloroquinolin-4-yl)amino]ethyl}urea (6) was the most active compound against all parasites tested. Compound 6 was 670 times more active than metronidazole, against G. intestinalis. It was as active as pentamidine against L. mexicana, and it was twofold more potent than ethambutol and isoxyl versus M. tuberculosis. This compound could be considered as a new broad spectrum antimicrobial agent.

References

Mar 12, 2009·Current Drug Targets·Milena B P Soares

Citations

Aug 23, 2011·Current Opinion in Infectious Diseases·Noa Tejman-Yarden, Lars Eckmann
Feb 18, 2014·Bioorganic & Medicinal Chemistry·Carlos Nava-ZuazoGabriel Navarrete-Vázquez
Feb 5, 2014·Current Infectious Disease Reports·Richard R Watkins, Lars Eckmann
Dec 3, 2014·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Rangappa S Keri, Siddappa A Patil
May 25, 2012·Medicinal Research Reviews· Beena, Diwan S Rawat
Sep 17, 2013·Chemical Biology & Drug Design·Raghu RajVipan Kumar
Oct 9, 2013·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Anderson C MantovaniGilson Zeni
May 25, 2011·International Journal of Infectious Diseases : IJID : Official Publication of the International Society for Infectious Diseases·Tatiana S TiumanCelso V Nakamura
Sep 30, 2016·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Dariana Pimentel Gomes HübnerTiana Tasca
Feb 28, 2018·Parasitology·Ana Paula Aquistapase DagninoPedro Roosevelt Torres Romão
Oct 17, 2018·Medicinal Chemistry·Patrick HocheggerRobert Weis
Nov 27, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Luiz C S PinheiroNubia Boechat
Jan 16, 2020·Acta Parasitologica·Laura Führich FabresMarilise Brittes Rott
Dec 14, 2018·Molecular Diversity·Kristina PavićBranka Zorc
Jun 27, 2019·Current Topics in Medicinal Chemistry·Viktoriya IvasivMaria L Bolognesi
Sep 5, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xing HuangZhe-Shan Quan
Sep 2, 2020·Journal of Medicinal Chemistry·Andrew RichesTina S Skinner-Adams

Related Concepts

Antibiotics
Schizonticides
Leishmania mexicana amazonensis
Mycobacterium tuberculosis H37Rv
Quinolines
Structure-Activity Relationship
Carmol
Drug Modeling
Giardia lamblia
Chloroquine

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