95602-92-9

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New hydroxycinnamic acid derivatives were synthesized by reacting malonic acid and 4-hydroxybenzaldehydes with isobornyl and/or alkyl substituents. The antiradical, antioxidant, and membrane-protective activities were assessed in various in vitro models.

A series of novel acrylic acid derivatives bearing at the 3 position thienyl, furfuryl and 3,5-ditert-butyl-4-hydroxyphenyl substituents have been designed, synthesized and tested as potential dual lipoxygenase/cyclooxygenase-1 (LOX/COX-1) inhibitors and

Benzamides I, phenylalkanamides II and cinnamamides III are structurally related to the antiinflammatory N-(4,6-dimethylpyridin-2-yl)benzamide I. These were synthesized and the transformation of the 2-aminopyridine nucleus of benzamides I into a 2-imino-1,2-dihydropyridine structure (compounds IV) was also carried out. Of the 49 new derivatives, the 3-fluorobenzamide 9 was the most patent in the oral treatment of carrageenen-induced peripheral edema; IC50 = 12.2 mg·kg-1. It was 3 times as active as benzamide 1, but the latter nevertheless had a better therapeutic index (LD5(/)IC50) of 52 against 23. Benzamide 1, a non-acidic antiinflammatory compound devoid of any blocking activity on cyclooxygenase, markedly reduces the production of reactive oxygen species in rat peritoneal macrophages. This compound probably acts at the membrane, perhaps by interference with transmembrane events.

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