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dc.contributor.authorShunichi Fukuzumi-
dc.date.accessioned2019-03-06T16:30:01Z-
dc.date.available2019-03-06T16:30:01Z-
dc.date.issued2017-
dc.identifier.issn2046-2069-
dc.identifier.otherOAK-20637-
dc.identifier.urihttp://dspace.ewha.ac.kr/handle/2015.oak/249451-
dc.description.abstractThree quercetin derivatives with enhanced radical-scavenging activity were designed and synthesised. Because the radical-scavenging reaction of quercetin is known to proceed via an electron transfer from quercetin to radicals, producing the corresponding quercetin radical cation intermediate, the introduction of electron-donating groups into the quercetin molecule is expected to enhance its radical-scavenging activity. Thus, methyl groups were introduced into the catechol moiety in the quercetin molecule at either the 2′- or 5′-position, or both. All three quercetin analogues were found to exhibit higher radical-scavenging activity than the parent quercetin. The activity of 5′-methylquercetin is the highest among the three analogues. The optimised structure of 5′-methylquercetin calculated by density functional theory demonstrated a coplanar structure between the 4H-curomen (AC rings) and catechol (B ring) moieties, while dimethylquercetin and 2′-methylquercetin have a twisted structure between the AC and B rings. These results demonstrate that the highest radical-scavenging activity of 5′-methylquercetin is due to the stabilisation of the radical cation intermediate by the electron-donating effect of the methyl group as well as by the planar structure of the molecule. © The Royal Society of Chemistry.-
dc.description.sponsorshipJapan Science Society-
dc.languageEnglish-
dc.publisherRoyal Society of Chemistry-
dc.titleSynthesis of methylated quercetin analogues for enhancement of radical-scavenging activity-
dc.typeArticle-
dc.relation.issue29-
dc.relation.volume7-
dc.relation.indexSCOPUS-
dc.relation.indexSCIE-
dc.relation.startpage17968-
dc.relation.lastpage17979-
dc.relation.journaltitleRSC Advances-
dc.identifier.doi10.1039/C7RA02329D-
dc.identifier.wosidWOS:000399005200050-
dc.identifier.scopusid2-s2.0-85016146066-
dc.author.googleImai K.-
dc.author.googleNakanishi I.-
dc.author.googleOhkubo K.-
dc.author.googleOhba Y.-
dc.author.googleArai T.-
dc.author.googleMizuno M.-
dc.author.googleFukuzumi S.-
dc.author.googleMatsumoto K.-I.-
dc.author.googleFukuhara K.-
dc.contributor.scopusidShunichi Fukuzumi(35430038100)-
dc.date.modifydate20190306113136-
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자연과학대학 > 화학·나노과학전공 > Journal papers
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