Regioselective route for arylnaphthalene lactones: convenient synthesis of taiwanin C, justicidin E, and daurinol
DC Field | Value | Language |
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dc.contributor.author | Park, Ju-Eun | - |
dc.contributor.author | Lee, Juyeun | - |
dc.contributor.author | Seo, Seung-Yong | - |
dc.contributor.author | Shin, Dongyun | - |
dc.date.available | 2020-02-28T18:42:53Z | - |
dc.date.created | 2020-02-06 | - |
dc.date.issued | 2014-01-22 | - |
dc.identifier.issn | 0040-4039 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/12891 | - |
dc.description.abstract | Arylnaphthalene lactones are natural products which can be isolated from a wide range of plants and have the significant biological activities including cytotoxicity, antimicrobial, diuretic, and ion channel blocking. The drawback of the previous intramolecular Diels-Alder reaction of 3-arylprop-2-ynyl 3-arylpropiolates was to generate two regioisomers of arylnaphthalene lactone without selectivity. Herein, we report a convenient and regioselective synthesis method in which the intramolecular Diels-Alder reaction of an arylalkene-arylalkyne and subsequent DDQ oxidation was used for Type I and Type II arylnaphthalene lactones, respectively. We demonstrated the synthesis of three lignans, taiwanin C (Type I), justicidin E (Type II), and daurinol (Type I and anti-cancer activity). (C) 2013 Elsevier Ltd. All rights reserved. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.relation.isPartOf | TETRAHEDRON LETTERS | - |
dc.subject | ONE-POT SYNTHESIS | - |
dc.subject | ARYLPROPIOLATE ESTERS | - |
dc.subject | BIOLOGICAL EVALUATION | - |
dc.subject | LIGNANS | - |
dc.subject | BENZANNULATION | - |
dc.subject | PROCUMBENS | - |
dc.subject | CELLS | - |
dc.title | Regioselective route for arylnaphthalene lactones: convenient synthesis of taiwanin C, justicidin E, and daurinol | - |
dc.type | Article | - |
dc.type.rims | ART | - |
dc.description.journalClass | 1 | - |
dc.identifier.wosid | 000330604500009 | - |
dc.identifier.doi | 10.1016/j.tetlet.2013.12.014 | - |
dc.identifier.bibliographicCitation | TETRAHEDRON LETTERS, v.55, no.4, pp.818 - 820 | - |
dc.identifier.scopusid | 2-s2.0-84892437040 | - |
dc.citation.endPage | 820 | - |
dc.citation.startPage | 818 | - |
dc.citation.title | TETRAHEDRON LETTERS | - |
dc.citation.volume | 55 | - |
dc.citation.number | 4 | - |
dc.contributor.affiliatedAuthor | Park, Ju-Eun | - |
dc.contributor.affiliatedAuthor | Seo, Seung-Yong | - |
dc.contributor.affiliatedAuthor | Shin, Dongyun | - |
dc.type.docType | Article | - |
dc.subject.keywordAuthor | Arylnaphthalene lactone | - |
dc.subject.keywordAuthor | Intramolecular Diels-Alder | - |
dc.subject.keywordAuthor | Regioselectivity | - |
dc.subject.keywordAuthor | Lignan | - |
dc.subject.keywordAuthor | Daurinol | - |
dc.subject.keywordPlus | ONE-POT SYNTHESIS | - |
dc.subject.keywordPlus | ARYLPROPIOLATE ESTERS | - |
dc.subject.keywordPlus | BIOLOGICAL EVALUATION | - |
dc.subject.keywordPlus | LIGNANS | - |
dc.subject.keywordPlus | BENZANNULATION | - |
dc.subject.keywordPlus | PROCUMBENS | - |
dc.subject.keywordPlus | CELLS | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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