The structure-activity relationship of flavonoids as scavengers of peroxynitrite.
Peroxynitrite is a cytotoxic intermediate produced by the reaction between a superoxide anion radical and nitric oxide. The scavenging activities of flavonoids on peroxynitrite were investigated to illustrate the structure-activity relationship. Peroxynitrite was scavenged by the presence of various flavonoids, whose structures seem to be closely related to the degree of scavenging. Of 31 compounds tested, the most active was quercetin, with an IC50 value of 0.93 microM. Others had IC50 values ranging from 0.96 to more than 10 microM. The scavenging activity was postulated to be governed by the position of the hydroxyl group. Ortho-hydroxyl structures increased the scavenging activity on peroxynitrite.
Choi
Jae Sue
JS
Faculty of Food Science and Biotechnology, Pukyong National University, Pusan, Korea. choijs@pknu.ac.kr
Chung
Hae Young
HY
Kang
Sam Sik
SS
Jung
Mee Jung
MJ
Kim
Jung Won
JW
No
Jae Kyung
JK
Jung
Hyun Ah
HA
D044950:Flavanones; D005419:Flavonoids / Q000737:chemistry / Q000494:pharmacology*; D044948:Flavonols; D016166:Free Radical Scavengers / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D018384:Oxidative Stress / Q000187:drug effects; D010396:Penicillamine / Q000494:pharmacology; D030421:Peroxynitrous Acid / Q000378:metabolism*; D021281:Quantitative Structure-Activity Relationship; D011794:Quercetin / Q000737:chemistry / Q000494:pharmacology
D044950:Flavanones; D005419:Flavonoids; D044948:Flavonols; D016166:Free Radical Scavengers; D030421:Peroxynitrous Acid; D011794:Quercetin; D010396:Penicillamine; C028610:flavanone