Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae)

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dc.contributor.authorTeles, Helder Lopes [UNESP]
dc.contributor.authorAraújo, Ângela Regina [UNESP]
dc.contributor.authorSilva, Geraldo Humberto [UNESP]
dc.contributor.authorCastro-Gamboa, Ian [UNESP]
dc.contributor.authorBolzani, Vanderlan da Silva [UNESP]
dc.contributor.authorPereira, José Odair
dc.contributor.authorCosta-Neto, Claudio Miguel
dc.contributor.authorHaddad, Renato
dc.contributor.authorEberlin, Marcos Nogueira
dc.contributor.authorYoung, Maria Claudia Marx
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade Do Amazonas
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Estadual de Campinas (UNICAMP)
dc.contributor.institutionInstituto de Botânica
dc.date.accessioned2014-05-27T11:21:38Z
dc.date.available2014-05-27T11:21:38Z
dc.date.issued2005-10-01
dc.description.abstractAn isolate of Curvularia sp. was obtained from the leaves of Ocotea corymbosa, a native plant of the Brazilian Cerrado. The ethyl acetate extract from culture of this fungus afforded two benzopyran derivatives: (2′S)-2-(propan-2′-ol)-5-hydroxy-benzopyran-4-one (2) and 2,3-dihydro-2-methyl-benzopyran-4,5-diol (4); and two known benzopyrans: 2-methyl-5-methoxy-benzopyran-4-one (1) and (2R)-2,3-dihydro-2-methyl-5-methoxy- benzopyran-4-one (3). The structures of 2 and 4 were established on the basis of comprehensive spectroscopic analysis, mainly using 1D and 2D NMR experiments. The benzopyrans 1 and 2 showed weak in vitro antifungal activity against Cladosporium sphaerospermum and C. cladosporioides. Analyses of the biological activities were also carried out on HeLa (human cervix tumor) and CHO (Chinese hamster ovary) cells, aiming to evaluate their potential effects on mammalian cell line proliferation. Results from both cell lines indicated that compound 2 was able to induce cell proliferation: 70% on HeLa cells and 25% on CHO cells. © 2005 Elsevier Ltd. All rights reserved.en
dc.description.affiliationNuBBE-Núcleo de Bioensaio, Biossíntese e Ecofisiologia de Produtos Naturais Instituto de Química Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, SP
dc.description.affiliationFaculdade de Ciências Agrárias Universidade Do Amazonas, CEP 69077-000, Manaus, AM
dc.description.affiliationDepartamento de Bioquímica e Imunologia Faculdade de Medicina de Ribeirão Preto Universidade de São Paulo, CEP 14049-900, Ribeirao Preto, SP
dc.description.affiliationThompson Mass Spectroscopy Laboratory Instituto de Química Universidade Estadual de Campinas, CP 6154, CEP 13083-970, Campinas, SP
dc.description.affiliationSecção de Fisiologia e Bioquímica de Plantas Instituto de Botânica, CP 4009, CEP 01061-970, São Paulo, SP
dc.description.affiliationUnespNuBBE-Núcleo de Bioensaio, Biossíntese e Ecofisiologia de Produtos Naturais Instituto de Química Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, SP
dc.format.extent2363-2367
dc.identifierhttp://dx.doi.org/10.1016/j.phytochem.2005.04.043
dc.identifier.citationPhytochemistry, v. 66, n. 19, p. 2363-2367, 2005.
dc.identifier.doi10.1016/j.phytochem.2005.04.043
dc.identifier.issn0031-9422
dc.identifier.orcid0000-0001-7616-9652
dc.identifier.scopus2-s2.0-26044472099
dc.identifier.urihttp://hdl.handle.net/11449/68423
dc.identifier.wosWOS:000232842000012
dc.language.isoeng
dc.relation.ispartofPhytochemistry
dc.relation.ispartofjcr3.186
dc.relation.ispartofsjr1,048
dc.rights.accessRightsAcesso restrito
dc.sourceScopus
dc.subjectBenzopyrans
dc.subjectCell proliferation
dc.subjectCurvularia
dc.subjectEndophytic fungi
dc.subjectMetabolites
dc.subjectantifungal agent
dc.subjectantineoplastic agent
dc.subjectbenzopyran derivative
dc.subjectanimal
dc.subjectAscomycetes
dc.subjectcell proliferation
dc.subjectcell survival
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectCricetulus
dc.subjectdrug effect
dc.subjectdrug screening
dc.subjectgrowth, development and aging
dc.subjecthamster
dc.subjecthuman
dc.subjectisolation and purification
dc.subjectmicrobiology
dc.subjectOcotea
dc.subjecttumor cell line
dc.subjectAnimals
dc.subjectAntifungal Agents
dc.subjectAntineoplastic Agents
dc.subjectAscomycota
dc.subjectCell Line, Tumor
dc.subjectCell Proliferation
dc.subjectCell Survival
dc.subjectCricetinae
dc.subjectDrug Screening Assays, Antitumor
dc.subjectHumans
dc.subjectMolecular Structure
dc.subjectCladosporium
dc.subjectCladosporium cladosporioides
dc.subjectCladosporium sphaerospermum
dc.subjectCricetulus griseus
dc.subjectFungi
dc.subjectLauraceae
dc.subjectMagnoliophyta
dc.subjectMammalia
dc.subjectOcotea corymbosa
dc.titleBenzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae)en
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
unesp.author.lattes0037579054083160[2]
unesp.author.orcid0000-0001-7616-9652[2]
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Odontologia, Araraquarapt

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