Antiparasitic Behavior of Trifluoromethylated Pyrazole 2-Amino-1,3,4-thiadiazole Hybrids and Their Analogues: Synthesis and Structure-Activity Relationship

Frontiers in Pharmacology

Karlos Eduardo Pianoski¹  Fernanda Andreia Rosa¹  Jeniffer do Nascimento Ascencio Camargo¹  Mariellen Guilherme dos Santos¹  Sidnei Moura²  Celso Vataru Nakamura³  Hélito Volpato³  Danielle Lazarin-Bidóia³ 

[1] Departamento de Química, Universidade Estadual de Maringá (UEM),Maringá, Brazil;Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS), Caxias do Sul, Brazil;Laboratório de Inovação Tecnológica no Desenvolvimento de Fármacos e Cosméticos, Departamento de Ciências Básicas da Saúde, Universidade Estadual de Maringá (UEM), Maringá, Brazil;

关键词: trifluoromethylated pyrazoles;    thiadiazole;    thiosemicarbazone;    antileishmanial;    antitrypanosomal;   

DOI  :  10.3389/fphar.2020.591570

来源: DOAJ

【 摘 要 】

A series of trifluoromethylated pyrazole thiosemicarbazone, trifluromethylated pyrazole isothiosemicarbazone, and trifluoromethylated pyrazole 2-amino-1,3,4-thiadiazole hybrids were synthesized and evaluated in vitro against the promastigote form of Leishmania amazonensis and the epimastigote form of Trypanosoma cruzi, the pathogens causing the neglected tropical diseases leishmaniasis and Chagas disease, respectively. The results show the potential of these compounds regarding their antiparasitic properties. Studies on the structure-activity relationship demonstrated that compounds containing a bulky group at the para position of the phenyl ring attached to the 5-position of the pyrazole core had better antiparasitic effects. Among the substituents attached at the 3-position of the pyrazole ring, the insertion of the 2-amino-1,3,4-thiadiazole nucleus led to the most potent compounds compared to the thiosemicarbazone derivative.

【 授权许可】

Unknown