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.
References
Aug 1, 1991·Journal of Medicinal Chemistry·M CushmanE Hamel
Jan 1, 1997·Life Sciences·B FauconneauJ M Merillon
Apr 29, 1998·Steroids·R W DraperA T McPhail
Apr 24, 2001·The Journal of Biological Chemistry·L A StivalaV Vannini
Nov 26, 2003·Biochemical Pharmacology·Xiaohua GaoSubhash C Gautam
Nov 14, 2006·Journal of Biomolecular Screening·Vasantha M NayagamWalter Stünkel
Nov 28, 2006·Journal of Medicinal Chemistry·Justin J HeynekampDavid L Vander Jagt
Jan 24, 2009·Chembiochem : a European Journal of Chemical Biology·Rajesh MishraRoland Winter
Jul 9, 2009·Journal of the American Chemical Society·Florian EversRoland Winter
Nov 26, 2009·The American Journal of Chinese Medicine·You-Chang OhDong-Yeul Kwon
Jan 16, 2010·Molecular Nutrition & Food Research·Thomas T Y WangAgnes M Rimando
Mar 17, 2010·Pharmaceutical Research·Thomas SzekeresWalter Jäger
Dec 1, 2010·Human & Experimental Toxicology·David G Lindsay
Nov 26, 2011·Bioorganic & Medicinal Chemistry·Abdelrahman S MayhoubMark Cushman
Dec 22, 2011·Journal of Medicinal Chemistry·Jonas BoströmAlleyn T Plowright
Apr 3, 2012·Archives of Biochemistry and Biophysics·Michele F M SciaccaDanilo Milardi
May 17, 2012·International Reviews of Immunology·Urban Švajger, Matjaž Jeras
Jul 24, 2012·Frontiers in Pharmacology·Betul CatalgolNesrin Kartal Ozer
Sep 7, 2012·PloS One·Yi ZongDi Lu
Dec 19, 2012·Biochimie·Chao Zhao, Zai-Qun Liu
Jan 1, 2013·Bioorganic & Medicinal Chemistry Letters·Areej SiddiquiHari K Bhat
Jan 29, 2013·European Journal of Medicinal Chemistry·Ri-Sheng YaoBan-Feng Ruan
Feb 5, 2013·Journal of Molecular Modeling·Ali BenayahoumOmar Houache
Mar 19, 2013·Journal of Molecular Graphics & Modelling·Chaitanya MulakayalaChitta Suresh Kumar
Jul 3, 2013·Archiv der Pharmazie·René CsukBianka Siewert
Jul 17, 2013·Annals of the New York Academy of Sciences·Talysa OgasJohn M Pezzuto
Sep 17, 2013·Expert Opinion on Therapeutic Patents·John M PezzutoTalysa Ogas
Sep 17, 2013·Biochimica Et Biophysica Acta·Guido A GualdoniGerhard J Zlabinger
Jan 8, 2015·Frontiers in Endocrinology·Danilo MilardiCarmelo La Rosa
Feb 2, 2015·European Journal of Medicinal Chemistry·Fabio LolicatoCarmelo La Rosa
Citations
Jan 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Peter KotoraFridrich Gregáň
Jun 2, 2016·Journal of Asian Natural Products Research·Pei MaQi Hou
Oct 1, 2016·European Journal of Medicinal Chemistry·Jialing PanGuang Liang
Apr 20, 2017·Medicinal Research Reviews·Ana Marta de MatosAmélia Pilar Rauter
Mar 6, 2019·Current Topics in Medicinal Chemistry·Ritu Kataria, Anurag Khatkar
Apr 30, 2016·Bioscience Reports·Hai-Yan XueXin-Zhong Huang
Apr 27, 2021·European Journal of Medicinal Chemistry·Mohammed Salah AyoupMohamed Teleb
Jun 2, 2021·Journal of Enzyme Inhibition and Medicinal Chemistry·Pran Kishore DebPobitra Borah
Nov 24, 2018·The Journal of Organic Chemistry·Fábio S FernandesFernando Coelho