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dc.contributor.authorOh, CH-
dc.contributor.authorHong, JH-
dc.date.accessioned2024-01-21T06:39:01Z-
dc.date.available2024-01-21T06:39:01Z-
dc.date.created2021-09-04-
dc.date.issued2004-08-
dc.identifier.issn0365-6233-
dc.identifier.urihttps://pubs.kist.re.kr/handle/201004/137375-
dc.description.abstractIn this study, a series of 2',4-' or 3',4'-doubly branched carbocyclic nucleosides (11, 12, 19, and 20) were synthesized from simple acyclic ketone derivatives as starting materials. The installation of the 4'-quaternary carbon needed was carried out using a [3,3]-sigmatropic rearrangement. In addition, the introduction of a methyl group in the 2'- or 3'-position was accomplished by either Grignard reaction or Horner-Wadsworth-Emmons reaction with triethyl-2-phosphonopropionate, respectively. Bis-vinyl was successfully cyclized using a Grubbs' catalyst II. The natural bases (adenine, cytosine) were coupled efficiently using a Pd(O) catalyst. Although all the synthesized compounds were assayed against several viruses, only the cytosine analogue 20 showed moderate antiviral activity against the human cytomegalovirus.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjectHUMAN-IMMUNODEFICIENCY-VIRUS-
dc.subjectHEPATITIS-B-VIRUS-
dc.subjectS-ADENOSYLHOMOCYSTEINE-
dc.subjectEFFICIENT SYNTHESIS-
dc.subjectCLOSING METATHESIS-
dc.subjectREPLICATION-
dc.subjectANALOGS-
dc.titleSynthesis and antiviral activities of novel 2 ',4 '- or 3 ',4 '-doubly branched carbocyclic nucleosides as potential antiviral agents-
dc.typeArticle-
dc.identifier.doi10.1002/ardp.200400875-
dc.description.journalClass1-
dc.identifier.bibliographicCitationARCHIV DER PHARMAZIE, v.337, no.8, pp.457 - 463-
dc.citation.titleARCHIV DER PHARMAZIE-
dc.citation.volume337-
dc.citation.number8-
dc.citation.startPage457-
dc.citation.endPage463-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.identifier.wosid000223437900006-
dc.identifier.scopusid2-s2.0-4544348663-
dc.relation.journalWebOfScienceCategoryChemistry, Medicinal-
dc.relation.journalWebOfScienceCategoryChemistry, Multidisciplinary-
dc.relation.journalWebOfScienceCategoryPharmacology & Pharmacy-
dc.relation.journalResearchAreaPharmacology & Pharmacy-
dc.relation.journalResearchAreaChemistry-
dc.type.docTypeArticle-
dc.subject.keywordPlusHUMAN-IMMUNODEFICIENCY-VIRUS-
dc.subject.keywordPlusHEPATITIS-B-VIRUS-
dc.subject.keywordPlusS-ADENOSYLHOMOCYSTEINE-
dc.subject.keywordPlusEFFICIENT SYNTHESIS-
dc.subject.keywordPlusCLOSING METATHESIS-
dc.subject.keywordPlusREPLICATION-
dc.subject.keywordPlusANALOGS-
dc.subject.keywordAuthorcarbocyclic nucleosides-
dc.subject.keywordAuthor[3,3]-sigmatropic rearrangement-
dc.subject.keywordAuthorHorner-Wadsworth-Emmons reaction-
dc.subject.keywordAuthorantiviral agents-
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