Absolute configuration determination of isoflavan-4-ol stereoisomers
DC Field | Value | Language |
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dc.contributor.author | Kim, Mihyang | - |
dc.contributor.author | Won, Dongho | - |
dc.contributor.author | Han, Jaehong | - |
dc.date.available | 2019-05-30T00:56:00Z | - |
dc.date.issued | 2010-08 | - |
dc.identifier.issn | 0960-894X | - |
dc.identifier.issn | 1464-3405 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/22270 | - |
dc.description.abstract | Elucidation of the correct stereochemistry of the metabolite is essential for the mechanistic study of bioactive compounds. Isoflavan-4-ol has the same chiropical chromophore as THD, the biosynthetic precursor of the potent phytoestrogen S-equol. Interested in the correct absolute configuration of isoflavan-4-ol stereoisomers and to compare the available practical approaches for the absolute configuration determination, complete absolute configuration analysis of isoflavan-4-ol stereoisomers has been carried out with by means of ECD and VCD spectroscopy as well as modified Mosher method. Theoretical TD-DFT computations resulted in a poor simulation of the observed experimental ECD spectra, and thus inconclusive absolute configuration assignments of isoflavan-4-ol stereoisomers were obtained. However, DFT-assisted VCD spectroscopic analyses successfully determined correct absolute configurations, and further confirmed by modified Mosher method. (C) 2010 Elsevier Ltd. All rights reserved. | - |
dc.format.extent | 5 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.title | Absolute configuration determination of isoflavan-4-ol stereoisomers | - |
dc.type | Article | - |
dc.identifier.doi | 10.1016/j.bmcl.2010.06.074 | - |
dc.identifier.bibliographicCitation | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.20, no.15, pp 4337 - 4341 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000279866300008 | - |
dc.identifier.scopusid | 2-s2.0-77954180759 | - |
dc.citation.endPage | 4341 | - |
dc.citation.number | 15 | - |
dc.citation.startPage | 4337 | - |
dc.citation.title | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | - |
dc.citation.volume | 20 | - |
dc.type.docType | Article | - |
dc.publisher.location | 영국 | - |
dc.subject.keywordAuthor | ECD | - |
dc.subject.keywordAuthor | Equol | - |
dc.subject.keywordAuthor | Flavonoids | - |
dc.subject.keywordAuthor | Stereochemistry | - |
dc.subject.keywordAuthor | TD-DFT | - |
dc.subject.keywordAuthor | VCD | - |
dc.subject.keywordPlus | DENSITY-FUNCTIONAL THEORY | - |
dc.subject.keywordPlus | CHIROPTICAL PROPERTIES | - |
dc.subject.keywordPlus | CIRCULAR-DICHROISM | - |
dc.subject.keywordPlus | CIS | - |
dc.subject.keywordPlus | ISOFLAVONE | - |
dc.subject.keywordPlus | EQUOL | - |
dc.relation.journalResearchArea | Pharmacology & Pharmacy | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Medicinal | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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