Novel Orally Active Analgesic and Anti-inflammatory Cyclohexyl-N-acylhydrazone Derivatives

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2015 Feb 17

PMID 25685912

Citations 12

Authors

Tiago Fernandes da Silva

Walfrido Bispo Junior

Magna Suzana Alexandre-Moreira

Fanny Nascimento Costa

Carlos Eduardo da Silva Monteiro

Fabio Furlan Ferreira

Regina Cely Rodrigues Barroso

Francois Noel

Roberto Takashi Sudo

Gisele Zapata-Sudo

Lidia Moreira Lima

Eliezer J Barreiro

Affiliations

Soon will be listed here.

Abstract

The N-acylhydrazone (NAH) moiety is considered a privileged structure, being present in many compounds with diverse pharmacological activities. Among the activities attributed to NAH derivatives anti-inflammatory and analgesic ones are recurrent. As part of a research program aiming at the design of new analgesic and anti-inflammatory lead-candidates, a series of cyclohexyl-N-acylhydrazones 10-26 were structurally designed from molecular modification on the prototype LASSBio-294, representing a new class of cycloalkyl analogues. Compounds 10-26 and their conformationally restricted analogue 9 were synthetized and evaluated as analgesic and anti-inflammatory agents in classical pharmacologic protocols. The cyclohexyl-N-acylhydrazones 10-26 and the cyclohexenyl analogue 9 showed great anti-inflammatory and/or analgesic activities, but compound 13 stood out as a new prototype to treat acute and chronic painful states due to its important analgesic activity in a neuropathic pain model.

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