title: Synthesis of (2-amino)ethyl derivatives of quercetin 3-O-methyl ether and their antioxidant and neuroprotective effects.
abstract: Reactive oxygen species have been implicated in several diseases, particularly in ischemia-reperfusion injury. Quercetin 3-O-methyl ether has been reported to show potent antioxidant and neuroprotective activity against neuronal damage induced by reactive oxygen species. Several aminoethyl-substituted derivatives of quercetin 3-O-methyl ether have been synthesized to increase water solubility while retaining antioxidant and neuroprotective activity. Among such derivatives, compound 3a shows potent and well-balanced antioxidant activity in three types of cell-free assay systems and has in vivo neuroprotective effects on transient focal ischemic injury induced by the occlusion of the middle cerebral artery in rats.
authors.affiliation: Medicinal Chemistry Laboratory, Department of Pharmacy, College of Pharmacy, Kyung Hee University, Seoul 130-701, Republic of Korea; Department of Life and Nanopharmaceutical Sciences, Kyung Hee University, Seoul 130-701, Republic of Korea.
authors.forename: Young Hun
authors.initials: YH
authors.lastname: Lee
authors.affiliation: Molecular Recognition Research Center, Future Convergence Research Division, Korea Institute of Science and Technology, Seoul 136-791, Republic of Korea.
authors.forename: Hyoung Ja
authors.initials: HJ
authors.lastname: Kim
authors.affiliation: Molecular Recognition Research Center, Future Convergence Research Division, Korea Institute of Science and Technology, Seoul 136-791, Republic of Korea.
authors.forename: Ho
authors.initials: H
authors.lastname: Yoo
authors.affiliation: Molecular Recognition Research Center, Future Convergence Research Division, Korea Institute of Science and Technology, Seoul 136-791, Republic of Korea.
authors.forename: Seo Yun
authors.initials: SY
authors.lastname: Jung
authors.affiliation: Medicinal Chemistry Laboratory, Department of Pharmacy, College of Pharmacy, Kyung Hee University, Seoul 130-701, Republic of Korea; Department of Life and Nanopharmaceutical Sciences, Kyung Hee University, Seoul 130-701, Republic of Korea.
authors.forename: Bong Jin
authors.initials: BJ
authors.lastname: Kwon
authors.affiliation: Medicinal Chemistry Laboratory, Department of Pharmacy, College of Pharmacy, Kyung Hee University, Seoul 130-701, Republic of Korea.
authors.forename: Nam-Jung
authors.initials: NJ
authors.lastname: Kim
authors.affiliation: Molecular Recognition Research Center, Future Convergence Research Division, Korea Institute of Science and Technology, Seoul 136-791, Republic of Korea.
authors.forename: Changbae
authors.initials: C
authors.lastname: Jin
authors.affiliation: Medicinal Chemistry Laboratory, Department of Pharmacy, College of Pharmacy, Kyung Hee University, Seoul 130-701, Republic of Korea; Department of Life and Nanopharmaceutical Sciences, Kyung Hee University, Seoul 130-701, Republic of Korea. Electronic address: kyslee@khu.ac.kr.
authors.forename: Yong Sup
authors.initials: YS
authors.lastname: Lee
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D001921:Brain / Q000378:metabolism / Q000473:pathology; D004195:Disease Models, Animal; D020244:Infarction, Middle Cerebral Artery / Q000188:drug therapy; D015227:Lipid Peroxidation / Q000187:drug effects; D008297:Male; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D011794:Quercetin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D051381:Rats; D017207:Rats, Sprague-Dawley; D017382:Reactive Oxygen Species / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000975:Antioxidants; D018696:Neuroprotective Agents; D017382:Reactive Oxygen Species; C459210:quercetin 3-O-methyl ether; D011794:Quercetin
keywords: Aminoethyl; Antioxidant; MCAO model; Neuroprotection; Quercetin 3-O-methyl ether