1 research outputs found
Unsaturated Fatty Alcohol Derivatives of Olive Oil Phenolic Compounds with Potential Low-Density Lipoprotein (LDL) Antioxidant and Antiobesity Properties
A new route for the synthesis of fatty alcohol derivatives
of hydroxytyrosol
and other olive oil phenolic compounds was developed to allow the
preparation of unsaturated derivatives. The biological activity of
synthesized compounds was evaluated. Most of the compounds presented
a significant antioxidant activity on low-density lipoprotein (LDL)
particles. The activity of the tested products was significantly influenced
by the number and position of unsaturations as well as modifications
on the polar head of the synthesized compounds. Some of them presented
modulation of food intake in rats and, due to their molecular similarity
with CB<sub>1</sub> endogenous ligands, the endocannabinoid system
and PPAR-α were also evaluated as potential targets. The pharmacodynamics
could not be totally explained by CB<sub>1</sub> and PPAR-α
receptor interactions because only two of the four compounds with
biological activity showed a CB<sub>1</sub> activity and all of them
presented low PPAR-α affinity, not justifying its whole in vivo
activity. The hydroxytyrosol linoleylether (<b>7</b>) increased
LDL resistance to oxidation with a capacity similar to that of hydroxytyrosol
and was the most active in vivo compound with a hypophagic effect
comparable to that of oleoylethanolamine. We consider that this compound
could be a good lead compound for future drug development in obesity
treatments