Nonsteroidal anti-inflammatory drugs (NSAIDs) are the most commonly used medications in inflammatory
illnesses. However, the gastrointestinal bleeding and toxicity associated with NSAIDs long term use
prompted the quest towards investigations for new anti-inflammatory agents. Natural and natural-derived molecules
proved its anti-inflammatory efficacy in vitro as well as in vivo. Given this background, the scope of this
research involves structural changes of the natural polyphenol (tyrosol) generating two new salicylate derivatives
and testing their biological properties, focusing on anti-inflammatory effects assessed in vitro and in vivo assays.
The first molecular modification was the introduction of a carboxylic acid group adjacent to the phenol group
present in this compound, which creates a new salicylate-like tyrosol. In addition, the acetylation of phenol group
in this molecule produced an acetylsalicylate derivative, which may be regarded as aspirin-like natural polyphenol.
Interestingly, tyrosol and its novel derivatives attenuated the edema in acute inflammatory response on carrageenan-
induced local inflammation in mice. In addition, our results demonstrated that tyrosol and its novel
derivatives were able to reduce the chemotaxis of neutrophil assessed in vitro model by chemo attractant (fMLP).
Furthermore, only derivative 2 was able to reduce this effect in the acute inflammatory model. In (DPPH)-
scavenging activity, tyrosol derivatives demonstrated a minor antioxidant activity, which may suggest that radical
scavenging is not a major pathway involved in the anti-inflammatory effects of these derivatives. Salicylate-like
tyrosol derivatives are of particular interest for future studies.
Keywords: Tyrosol, synthesis, anti-inflammatory, paw-edema, chemotaxis, antioxidant.
Rights & PermissionsPrintExport