3-Aminothiophene-2-Acylhydrazones: Non-Toxic, Analgesic and Anti-Inflammatory Lead-Candidates

Molecules

Yolanda Karla Cupertino da Silva³  Christian Tadeo Moreno Reyes²  Gildardo Rivera¹  Marina Amaral Alves²  Eliezer J. Barreiro²  Magna Suzana Alexandre Moreira³ 

[1] Centro de Biotecnologia Genomica, Instituto Politecnico Nacional, Boulevard del Maestro, s/n, 88710 Reynosa, Mexico; E-Mail:;Laboratório de Avaliação e Síntese de Substâncias Bioativas—LASSBio, Programa de Pesquisa em Desenvolvimento de Fármacos, Instituto de Ciências Biomédicas, Universidade Federal do Rio de Janeiro, PO Box 68024, Rio de Janeiro 21944-902, RJ, Brazil; E-Mails:;LaFI—Laboratório de Farmacologia e Imunidade, Instituto de Ciências Biológicas e da Saúde, Universidade Federal de Alagoas, Maceió 57072-900, AL, Brazil; E-Mail:

关键词: anti-inflammatory;    toxicity;    acylhydrazone;    analgesic;    arthritis;    privileged structure;   

DOI  :  10.3390/molecules19068456

来源: mdpi

【 摘 要 】

Different chemotypes are described as anti-inflammatory. Among them the N-acylhydrazones (NAH) are highlighted by their privileged structure nature, being present in several anti-inflammatory drug-candidates. In this paper a series of functionalized 3-aminothiophene-2-acylhydrazone derivatives 5a–i were designed, synthesized and bioassayed. These new derivatives showed great anti-inflammatory and analgesic potency and efficacy. Compounds 5a and 5d stand out in this respect, and were also active in CFA-induced arthritis in rats. After daily treatment for seven days with 5a and 5d (50 µmol/Kg), by oral administration, these compounds were not renal or hepatotoxic nor immunosuppressive. Compounds 5a and 5d also displayed good drug-scores and low risk toxicity calculated in silico using the program OSIRIS Property Explorer.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.