Next Article in Journal
Matrilin-2 Is Proteolytically Cleaved by ADAMTS-4 and ADAMTS-5
Previous Article in Journal
High-Throughput Assay of Levansucrase Variants in Search of Feasible Catalysts for the Synthesis of Fructooligosaccharides and Levan
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(6), 8456-8471; doi:10.3390/molecules19068456

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

1
LaFI—Laboratório de Farmacologia e Imunidade, Instituto de Ciências Biológicas e da Saúde, Universidade Federal de Alagoas, Maceió 57072-900, AL, Brazil
2
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
3
Centro de Biotecnologia Genomica, Instituto Politecnico Nacional, Boulevard del Maestro, s/n, 88710 Reynosa, Mexico
*
Author to whom correspondence should be addressed.
Received: 19 May 2014 / Revised: 5 June 2014 / Accepted: 6 June 2014 / Published: 20 June 2014
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [693 KB, uploaded 20 June 2014]   |  

Abstract

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 5ai 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. View Full-Text
Keywords: anti-inflammatory; toxicity; acylhydrazone; analgesic; arthritis; privileged structure anti-inflammatory; toxicity; acylhydrazone; analgesic; arthritis; privileged structure
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Silva, Y.K.C.; Reyes, C.T.M.; Rivera, G.; Alves, M.A.; Barreiro, E.J.; Moreira, M.S.A.; Lima, L.M. 3-Aminothiophene-2-Acylhydrazones: Non-Toxic, Analgesic and Anti-Inflammatory Lead-Candidates. Molecules 2014, 19, 8456-8471.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top