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Evaluation of Antinociceptive and Anti-Inflammatory Effects of Synthetic <i>O</i>-Prenylated Phenolic Derivatives

¹ Grupo de Pesquisa e Desenvolvimento de Biomedicamentos (BIOMED), Programa de Mestrado Profissional em Farmácia, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
² Laboratório de Controle de Qualidade, Universidade Federal de Santa Catarina, Florianópolis, SC – Brasil;
³ Grupo de Pesquisa e Desenvolvimento de Biomedicamentos (BIOMED), Programa de Mestrado Profissional em Farmácia, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
⁴ Laboratório de Síntese Organica, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
⁵ Laboratório de Síntese Organica, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
⁶ Laboratório de Síntese Organica, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
⁷ Leibniz-Institut für Katalyse an der Universit?t Rostock, Rostock, Germany.
⁸ Grupo de Pesquisa e Desenvolvimento de Biomedicamentos (BIOMED), Programa de Mestrado Profissional em Farmácia, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;
⁹ Laboratório de Síntese Organica, Universidade Bandeirante de S?o Paulo, Rua Maria Candida 1813, S?o Paulo/SP – Brasil;

Pharmacology & Pharmacy·Volume 03 (2012)·Pages 348–357·Published 4 July 2012·DOI10.4236/pp.2012.33047

Abstract

This work describes the synthesis, antinociceptive and anti-inflammatory effect of O -prenyl derivatives: O -prenyl derivatives 2-(3-methylbut-2-enyloxy)acetophenone (L1) and 3-methoxy-4-(3-methylbut-2-enyloxy)benzaldehyde (V1). Treatment with L1- or V1-produced antinociceptive effect on classical pain models: acetic acid abdominal contortions and formalin test (first and second phases), and in hot plate or tale flick models in mice without changing the locomotors performance, and anti-oedematogenic or anti-inflammatory effect in vivo : carrageenan-induced paw oedema and peritonitis in mice. In addition, L1 and V1 derivatives reduced nitric oxide production on RAW 264.7 cells stimulated with lipopolysaccharide without changing the cell viability. Taken together, our results show for the first time that L1 and V1 can produce antinociception and modulate inflammatory response when administered in mice.

KeywordsAnti-InflammatoryAntinociceptionSynthesis&lti&gtO&lt/i&gt-Prenyl Compounds

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Evaluation of Antinociceptive and Anti-Inflammatory Effects of Synthetic <i>O</i>-Prenylated Phenolic Derivatives

Abstract

References (25)