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dc.contributor.authorShunichi Fukuzumi-
dc.date.accessioned2016-08-28T10:08:46Z-
dc.date.available2016-08-28T10:08:46Z-
dc.date.issued2012-
dc.identifier.issn0009-2673-
dc.identifier.otherOAK-9224-
dc.identifier.urihttp://dspace.ewha.ac.kr/handle/2015.oak/223015-
dc.description.abstractThe kinetics for the reaction of the 2,2-diphenyl-1-picrylhydrazyl radical (DPPḢ) with artepillin C, a prenylated phenylpropanoid found specifically in Brazilian propolis, and its analogues was examined in deaerated acetonitrile (MeCN) to shed light on the mechanism for the radical-scavenging reaction of phenolic antioxidants as well as on the structureactivity relationship. Among the examined analogues, a compound having a catechol moiety is found to have the largest second-order rate constant (k) for the DPPḢ-scavenging reaction. The deuterium kinetic isotope effect of 1.6 was observed for the DPPḢ-scavenging reaction of artepillin C in the presence of 0.13M CD 3OD or CH 3OH in deaerated MeCN at 298 K. The log k values were found to be linearly correlated with calculated energy difference values (DHT, HT: hydrogen transfer) between the artepillin C analogues and the corresponding phenoxyl radicals, while such a linear correlation cannot be observed between the log k values and calculated ionization potentials (IP), DHT 1 IP, or experimental one-electron-oxidation potentials of the artepillin C analogues. These results together with a calculated structure of the transition state for the reaction between the artepillin C analogue and DPPḢ suggest that the DPPḢ- scavenging reaction of the artepillin C analogues in deaerated MeCN proceeds via a one-step hydrogen-atom transfer from the phenolic OH group to DPPḢ rather than an electron transfer followed by proton transfer. © 2012 The Chemical Society of Japan.-
dc.languageEnglish-
dc.titleKinetics and mechanism for the scavenging reaction of the 2,2-diphenyl-1-picrylhydrazyl radical by synthetic artepillin c analogues-
dc.typeArticle-
dc.relation.issue8-
dc.relation.volume85-
dc.relation.indexSCI-
dc.relation.indexSCIE-
dc.relation.indexSCOPUS-
dc.relation.startpage877-
dc.relation.lastpage883-
dc.relation.journaltitleBulletin of the Chemical Society of Japan-
dc.identifier.doi10.1246/bcsj.20120005-
dc.identifier.wosidWOS:000308835100005-
dc.identifier.scopusid2-s2.0-84865226235-
dc.author.googleKawashima T.-
dc.author.googleManda S.-
dc.author.googleUto Y.-
dc.author.googleOhkubo K.-
dc.author.googleHori H.-
dc.author.googleMatsumoto K.-I.-
dc.author.googleFukuhara K.-
dc.author.googleIkota N.-
dc.author.googleFukuzumi S.-
dc.author.googleOzawa T.-
dc.author.googleAnzai K.-
dc.author.googleNakanishi I.-
dc.contributor.scopusidShunichi Fukuzumi(35430038100)-
dc.date.modifydate20200403081004-
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자연과학대학 > 화학·나노과학전공 > Journal papers
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