Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: chemical and biological studies.
We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that mesoionic hydrochloride MI possesses the best activity profile. Compound MI may be a prototype for use in the development of a new chemotherapeutic agent with high efficiency, which may be employed in the treatment of Chagas' disease.
da Silva Ferreira
Welisson
W
Universidade Federal Rural do Rio de Janeiro, Instituto de Ciências Exatas, Departamento de Química, Rodovia BR 465, Km 7, CEP 23.890-000 Seropédica, RJ, Brazil.
Freire-de-Lima
Leonardo
L
Saraiva
Víctor Barbosa
VB
Alisson-Silva
Frederico
F
Mendonça-Previato
Lucia
L
Previato
José Osvaldo
JO
Echevarria
Aurea
A
de Lima
Marco Edilson Freire
ME
D000470:Alkaloids / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D052117:Benzodioxoles / Q000737:chemistry* / Q000494:pharmacology*; D014355:Chagas Disease / Q000188:drug therapy; D008264:Macrophages / Q000469:parasitology; D051379:Mice; D010880:Piperidines / Q000737:chemistry* / Q000494:pharmacology*; D053284:Polyunsaturated Alkamides / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014344:Trypanocidal Agents / Q000737:chemistry*; D014349:Trypanosoma cruzi / Q000187:drug effects
D000470:Alkaloids; D052117:Benzodioxoles; D010880:Piperidines; D053284:Polyunsaturated Alkamides; D014344:Trypanocidal Agents; C008922:piperine