Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Shunichi Fukuzumi | * |
dc.date.accessioned | 2019-03-06T16:30:01Z | - |
dc.date.available | 2019-03-06T16:30:01Z | - |
dc.date.issued | 2017 | * |
dc.identifier.issn | 2046-2069 | * |
dc.identifier.other | OAK-20637 | * |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/249451 | - |
dc.description.abstract | Three 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.sponsorship | Japan Science Society | * |
dc.language | English | * |
dc.publisher | Royal Society of Chemistry | * |
dc.title | Synthesis of methylated quercetin analogues for enhancement of radical-scavenging activity | * |
dc.type | Article | * |
dc.relation.issue | 29 | * |
dc.relation.volume | 7 | * |
dc.relation.index | SCIE | * |
dc.relation.index | SCOPUS | * |
dc.relation.startpage | 17968 | * |
dc.relation.lastpage | 17979 | * |
dc.relation.journaltitle | RSC Advances | * |
dc.identifier.doi | 10.1039/C7RA02329D | * |
dc.identifier.wosid | WOS:000399005200050 | * |
dc.identifier.scopusid | 2-s2.0-85016146066 | * |
dc.author.google | Imai K. | * |
dc.author.google | Nakanishi I. | * |
dc.author.google | Ohkubo K. | * |
dc.author.google | Ohba Y. | * |
dc.author.google | Arai T. | * |
dc.author.google | Mizuno M. | * |
dc.author.google | Fukuzumi S. | * |
dc.author.google | Matsumoto K.-I. | * |
dc.author.google | Fukuhara K. | * |
dc.contributor.scopusid | Shunichi Fukuzumi(35430038100;58409757400) | * |
dc.date.modifydate | 20240802081000 | * |