Glucose-containing flavones--their synthesis and antioxidant and neuroprotective activities.
Due to high reactivity, reactive oxygen species can attack biological molecules leading to cell or tissue injury. In this study, glucose moiety was attached at the C-7 position of quercetin 3-O-methyl ether (1) and luteolin (2) through glycosidic bond or ether linkage. The glucose-containing compounds showed potent DPPH and superoxide anion radical scavenging and lipid peroxidation inhibition activities and nearly equivalent protective actions to the parent aglycons against the H2O2-induced oxidative neuronal damage in primary cultured rat cortical cells. Among the compounds tested, 3b and 3c were the most potent (IC50 values=7.33 and 5.34 microM, respectively), exhibiting nearly equivalent actions to the parent compounds 1 and 2 (IC50=3.50 and 3.75 microM, respectively).
Kim
Seung Hwan
SH
Life Sciences Research Division, Korea Institute of Science and Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea.
Naveen Kumar
Ch
Ch
Kim
Hyoung Ja
HJ
Kim
Dong Han
DH
Cho
Jungsook
J
Jin
Changbae
C
Lee
Yong Sup
YS
D000818:Animals; D002478:Cells, Cultured; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D047309:Flavones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006861:Hydrogen Peroxide / Q000378:metabolism; D015227:Lipid Peroxidation; D047311:Luteolin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011794:Quercetin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D017382:Reactive Oxygen Species / Q000378:metabolism; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors / Q000378:metabolism
D004791:Enzyme Inhibitors; D047309:Flavones; D016166:Free Radical Scavengers; D005960:Glucosides; D018696:Neuroprotective Agents; D017382:Reactive Oxygen Species; C459210:quercetin 3-O-methyl ether; D011794:Quercetin; D006861:Hydrogen Peroxide; D014969:Xanthine Oxidase; D047311:Luteolin