An Unprecedented Neolignan Skeleton from Chimarrhis turbinata

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dc.contributor.authorCardoso, Carmen L.
dc.contributor.authorCastro-Gamboa, Ian [UNESP]
dc.contributor.authorBergamini, Giovana M.
dc.contributor.authorCavalheiro, Alberto José [UNESP]
dc.contributor.authorSilva, Dulce Helena Siqueira [UNESP]
dc.contributor.authorLopes, Márcia Nasser [UNESP]
dc.contributor.authorAraújo, Angela Regina [UNESP]
dc.contributor.authorFurlan, Maysa [UNESP]
dc.contributor.authorVerli, Hugo
dc.contributor.authorBolzani, Vanderlan da Silva [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal do Rio Grande do Sul (UFRGS)
dc.date.accessioned2014-05-20T14:20:08Z
dc.date.available2014-05-20T14:20:08Z
dc.date.issued2011-03-01
dc.description.abstractA lignan with a new skeleton named chimarrhinin (1) was isolated from an extract of the leaves of Chimarrhis turbinata, a Rubiaceae plant species. (13)C NMR spectrometric techniques including 1D and 2D experiments and HRESIMS provided unequivocal structural confirmation of this new C(6).C(3) skeleton type. The relative configuration of 1 was established by 2D (1)H-H analysis and J couplings, while its conformation was evaluated through molecular modeling using the RM1 semiempirical method, with the aid of coupling constants obtained by NMR analysis. The antioxidant activity of the new derivative 1 and two known and previously isolated phenolic derivatives (2 and 3) was investigated. An IC(50) value of 7.50 +/- 0.5 mu mol L(-1) was obtained for the new derivative 1, while 2 and 3 showed IC(50) values of 18.60 +/- 0.4 and 18.50 +/- 0.6 mu mol, respectively.en
dc.description.affiliationSão Paulo State Univ, Inst Chem, UNESP, BR-14800900 Araraquara, SP, Brazil
dc.description.affiliationUniv São Paulo, Dept Quim, Fac Filosofia Ciencias & Letras Ribeirao Preto, BR-14040901 São Paulo, Brazil
dc.description.affiliationUniversidade Federal do Rio Grande do Sul (UFRGS), Fac Pharm, UFRGS, BR-90610000 Porto Alegre, RS, Brazil
dc.description.affiliationUniversidade Federal do Rio Grande do Sul (UFRGS), Ctr Biotechnol, UFRGS, BR-90610000 Porto Alegre, RS, Brazil
dc.description.affiliationUnespSão Paulo State Univ, Inst Chem, UNESP, BR-14800900 Araraquara, SP, Brazil
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipIdFAPESP: 03/02176-7
dc.description.sponsorshipIdCNPq: 420015/2005-1
dc.description.sponsorshipIdCNPq: 472174/2007-0
dc.format.extent487-491
dc.identifierhttp://dx.doi.org/10.1021/np1007476
dc.identifier.citationJournal of Natural Products. Washington: Amer Chemical Soc, v. 74, n. 3, p. 487-491, 2011.
dc.identifier.doi10.1021/np1007476
dc.identifier.issn0163-3864
dc.identifier.lattes2518006820764120
dc.identifier.lattes4702004904231248
dc.identifier.lattes3310170899693944
dc.identifier.lattes0037579054083160
dc.identifier.lattes1308042794786872
dc.identifier.lattes4484083685251673
dc.identifier.orcid0000-0001-7616-9652
dc.identifier.orcid0000-0002-1516-7765
dc.identifier.urihttp://hdl.handle.net/11449/26048
dc.identifier.wosWOS:000288691800029
dc.language.isoeng
dc.publisherAmer Chemical Soc
dc.relation.ispartofJournal of Natural Products
dc.relation.ispartofjcr3.885
dc.relation.ispartofsjr1,368
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.titleAn Unprecedented Neolignan Skeleton from Chimarrhis turbinataen
dc.typeArtigo
dcterms.licensehttp://pubs.acs.org/page/policy/nih/index.html
dcterms.rightsHolderAmer Chemical Soc
unesp.author.lattes2518006820764120[4]
unesp.author.lattes4702004904231248[5]
unesp.author.lattes3310170899693944
unesp.author.lattes0037579054083160[7]
unesp.author.lattes1308042794786872
unesp.author.lattes4484083685251673
unesp.author.orcid0000-0001-7616-9652[7]
unesp.author.orcid0000-0002-1516-7765[5]
unesp.author.orcid0000-0001-8214-9957[4]
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Química, Araraquarapt

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Artigos - Química Orgânica - IQ