title: Design, synthesis, and in vitro antiprotozoal, antimycobacterial activities of N-{2-[(7-chloroquinolin-4-yl)amino]ethyl}ureas.
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.
authors.affiliation: Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico.
authors.forename: Carlos
authors.initials: C
authors.lastname: Nava-Zuazo
authors.forename: Samuel
authors.initials: S
authors.lastname: Estrada-Soto
authors.forename: Jorge
authors.initials: J
authors.lastname: Guerrero-Alvarez
authors.forename: Ismael
authors.initials: I
authors.lastname: León-Rivera
authors.forename: Gloria María
authors.initials: GM
authors.lastname: Molina-Salinas
authors.forename: Salvador
authors.initials: S
authors.lastname: Said-Fernández
authors.forename: Manuel Jesús
authors.initials: MJ
authors.lastname: Chan-Bacab
authors.forename: Roberto
authors.initials: R
authors.lastname: Cedillo-Rivera
authors.forename: Rosa
authors.initials: R
authors.lastname: Moo-Puc
authors.forename: Gumersindo
authors.initials: G
authors.lastname: Mirón-López
authors.forename: Gabriel
authors.initials: G
authors.lastname: Navarrete-Vazquez
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015195:Drug Design; D016829:Giardia lamblia / Q000187:drug effects; D006801:Humans; D007894:Leishmania mexicana / Q000187:drug effects; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014508:Urea / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000981:Antiprotozoal Agents; D011804:Quinolines; D014508:Urea