4-Aryl(benzyl)amino-4-heteroarylbut-1-enes as building blocks in heterocyclic synthesis. 4. Synthesis of 4, 6-dimethyl-5-nitro(amino)-2-pyridylquinolines and their antiparasitic activities

• Published in: Archiv der Pharmazie (Weinheim) 2004-03, Vol.337 (3), p.127-132
• Main Authors: Kouznetsov, Vladimir V, Méndez, Leonor Y Vargas, Tibaduiza, Belsy, Ochoa, Carmen, Pereira, David Montero, Ruiz, Juan J Nogal, Portillo, Carlos Fernaéndez, Serrano, Susana Muelas, Gómez Barrio, Alicia, Bahsas, Alí, Amaro-Luis, Juan
• Format: Article
• Language: English
• Subjects: Aminoquinolines - chemical synthesis; Aminoquinolines - pharmacology; Aniline Compounds - chemical synthesis; Aniline Compounds - pharmacology; Animals; Antitrichomonal Agents - chemical synthesis; Antitrichomonal Agents - pharmacology; Butylamines - chemical synthesis; Butylamines - pharmacology; Cell Line; Heterocyclic Compounds - chemical synthesis; Heterocyclic Compounds - pharmacology; In Vitro Techniques; Macrophages - drug effects; Macrophages - parasitology; Metronidazole - pharmacology; Nifurtimox - pharmacology; Nitroquinolines - chemical synthesis; Nitroquinolines - pharmacology; Pyridines - chemical synthesis; Pyridines - pharmacology; Structure-Activity Relationship; Trichomonas vaginalis - drug effects; Trypanocidal Agents - chemical synthesis; Trypanocidal Agents - pharmacology; Trypanosoma cruzi - drug effects
• ISSN: 0365-6233
• DOI: 10.1002/ardp.200300783

New nitro- and aminoquinoline derivatives containing a pyridyl nucleus were synthesized from 6, 8-disubstituted 4-methyl-2-pyridylquinolines, which were prepared from N-pyridylmethylidenanilines. The anti-chagasic and trichomonacidal in vitro activity, as well as the cytotoxic properties towards macrophages of some of these compounds were evaluated. Although some of the compounds showed only moderate activity it was possible to establish some structure-activity relationships.