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.
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.
Kouznetsov
Vladimir V
VV
Laboratory of Fine Organic Synthesis, Research Center for Biomolecules, School of Chemistry, Industrial University of Santander, Bucaramanga, Colombia. kouznet@uis.edu.co
Méndez
Leonor Y Vargas
LY
Tibaduiza
Belsy
B
Ochoa
Carmen
C
Pereira
David Montero
DM
Ruiz
Juan J Nogal
JJ
Portillo
Carlos Fernaéndez
CF
Serrano
Susana Muelas
SM
Gómez Barrio
Alicia
A
Bahsas
Alí
A
Amaro-Luis
Juan
J
D000634:Aminoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000994:Antitrichomonal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002082:Butylamines / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D066298:In Vitro Techniques; D008264:Macrophages / Q000187:drug effects / Q000469:parasitology; D008795:Metronidazole / Q000494:pharmacology; D009547:Nifurtimox / Q000494:pharmacology; D009600:Nitroquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014246:Trichomonas vaginalis / Q000187:drug effects; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects
C486635:4-methyl-5-nitro-2-(3-pyridyl)quinoline; C486636:8-isopropyl-4-methyl-5-nitro-2-(3-pyridyl)quinoline; D000634:Aminoquinolines; D000814:Aniline Compounds; D000994:Antitrichomonal Agents; D002082:Butylamines; D006571:Heterocyclic Compounds; D009600:Nitroquinolines; D011725:Pyridines; D014344:Trypanocidal Agents; D008795:Metronidazole; D009547:Nifurtimox