Síntese e avaliação farmacológica de novos derivados Isocromanilacetilidrazônicos a partir do safrol

Abstract

In a research program aiming at the design of new compounds, active at the arachidonic acid cascade level, we describe in this work the synthesis, spectroscopic analysis and pharmacologic evaluation of new isochromanylacetylarylhydrazone derivatives. These new compounds were obtained in ea. 85% overall yields, from safrole used as starting material, an abundant natural product isolated from Sassafras oil. The proton and carbon-13 nuclear magnetic resonance (NMR) spectra and assigned by the homonuclear (1HxlH-COSY) and heteronuclear [1Hx13C-COSY:modulated with 1JCH and nJCH (n=2 and 3,COLOC)] 2D shiftcorrelated spectra showed of the diastereoisomer (E) a major contribution in desired compound (1). The results obtained from the pharmacological evaluatin indicated that acylhydrazone moiety is an important pharmacophore to the observed activity, as well the relevance ofthe substituent 4-N (CH3)2 in the phenyl ring to analgesic activity