Antioxidant and anti-inflammatory properties of 1,2,4-oxadiazole analogs of resveratrol

Chemico-biological Interactions
Martina GobecŽiga Jakopin

Abstract

The chemopreventive properties of resveratrol are ascribed mostly to its antioxidant activity, in particular its scavenging ability for reactive oxygen species (ROS), and to the inhibition of NF-κB pathway which has also been suggested as an important underlying mechanism of its reported properties. In present study, a small library of nine 1,2,4-oxadiazole-based structural analogs of resveratrol were assayed for their antioxidant and anti-inflammatory activities. Several compounds showed significant inhibitory activities against NF-κB and/or ROS production. Compound 2, incorporating two para-hydroxyphenyl moieties connected by the 1,2,4-oxadiazole ring, was the most active, its potency in inhibiting activation of NF-κB and ROS scavenging abilities surpassing that of resveratrol. Additionally, we elucidated the mechanisms underlying the NF-κB inhibitory activity of compound 2. Finally, in contrast to resveratrol, compound 2 significantly reduced the LPS-induced release of pro-inflammatory cytokines, indicating its prominent anti-inflammatory potential.

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Citations

Jan 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Peter KotoraFridrich Gregáň
Oct 1, 2016·European Journal of Medicinal Chemistry·Jialing PanGuang Liang
Mar 6, 2019·Current Topics in Medicinal Chemistry·Ritu Kataria, Anurag Khatkar
Nov 24, 2018·The Journal of Organic Chemistry·Fábio S FernandesFernando Coelho

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