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dc.contributor.CRUESPUniversidade Estadual de Campinaspt_BR
dc.typeArtigo de periódicopt_BR
dc.titleEffect of 6 alpha,7 beta-dihydroxyvouacapan-17 beta-oic acid and its lactone derivatives on the growth of human cancer cellspt_BR
dc.contributor.authorEuzebio, FPGpt_BR
dc.contributor.authorSantos, FJLpt_BR
dc.contributor.authorPilo-Veloso, Dpt_BR
dc.contributor.authorRuiz, ALTGpt_BR
dc.contributor.authorde Carvalho, JEpt_BR
dc.contributor.authorFerreira-Alves, DLpt_BR
dc.contributor.authorde Fatima, Apt_BR
unicamp.author.emailadefatima@qui.ufmg.brpt_BR
unicamp.authorEuzebio, Felipe P. G. dos Santos, Flavio J. L. Pilo-Veloso, Dorila de Fatima, Angelo Univ Fed Minas Gerais, Inst Ciencias Exatas, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazilpt_BR
unicamp.authorRuiz, Ana Lucia T. G. de Carvalho, Joao Ernesto Univ Estadual Campinas, UNICAMP, Ctr Pluridisciplinar Pesquisas Quim Biol & Agr, BR-13083970 Campinas, SP, Brazilpt_BR
unicamp.authorFerreira-Alves, Dalton L. Univ Fed Minas Gerais, Inst Ciencias Biol, Dept Farmacol, BR-31270901 Belo Horizonte, MG, Brazilpt_BR
dc.subjectPterodon polygalaefloruspt_BR
dc.subjectFuranditerpenespt_BR
dc.subjectAntiproliferative activitypt_BR
dc.subject.wosPhotosystem-ii Inhibitorpt_BR
dc.subject.wosPterodon-polygalaefloruspt_BR
dc.subject.wosRegulatory Activitypt_BR
dc.subject.wosDiterpenespt_BR
dc.subject.wosBenth.pt_BR
dc.description.abstractThe furanditerpene 6 alpha,7 beta-dihydroxyvouacapan-17 beta-oic acid (1) is a natural product biosynthesized by some species from the genus Pterodon (Leguminosae). This secondary metabolite has multiple biological activities that include anti-inflammatory, analgesic, plant growth regulatory, anti-edematogenic, photosystem II inhibitory and photosynthesis uncoupler, and antifungal properties. However, few studies on the antiproliferative profile of compound 1 and/or its derivatives have been reported up to date. Here, we describe the isolation of compound 1 from hexane extract of P. polygalaeflorus fruits as well as the semisynthesis of three lactone derivatives: 6 alpha-hydroxyvouacapan-7 beta,17 beta-lactone (2), 6 alpha-acetoxyvouacapan-7 beta,17 beta-lactone (3), and 6-oxovouacapan-7 beta,17 beta-lactone (4). Additionally, antiproliferative activity of these compounds against nine human cancer cell lines was investigated. Our results revealed that 6 alpha-ahydroxyvouacapan-7 beta,17 beta-lactone (2) was the most potent furanditerpene against all cancer cell lines studied. The presence of non-substituted hydroxyl group at C-6 and the presence of 7 beta,17 beta-lactone ring are important for the antiproliferative activity of these compounds. (C) 2009 Elsevier Inc. All rights reserved.pt
dc.relation.ispartofBioorganic Chemistrypt_BR
dc.relation.ispartofabbreviationBioorganic Chem.pt_BR
dc.publisher.citySan Diegopt_BR
dc.publisher.countryEUApt_BR
dc.publisherAcademic Press Inc Elsevier Sciencept_BR
dc.date.issued2009pt_BR
dc.date.monthofcirculationFEB-JUNpt_BR
dc.identifier.citationBioorganic Chemistry. Academic Press Inc Elsevier Science, v. 37, n. 41699, n. 96, n. 100, 2009.pt_BR
dc.language.isoenpt_BR
dc.description.volume37pt_BR
dc.description.issuenumber41699pt_BR
dc.description.firstpage96pt_BR
dc.description.lastpage100pt_BR
dc.rightsfechadopt_BR
dc.rights.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policypt_BR
dc.sourceWeb of Sciencept_BR
dc.identifier.issn0045-2068pt_BR
dc.identifier.wosidWOS:000267396000015pt_BR
dc.identifier.doi10.1016/j.bioorg.2009.03.004pt_BR
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)pt_BR
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)pt_BR
dc.description.sponsorship1Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)pt_BR
dc.date.available2014-11-20T04:41:58Z
dc.date.available2015-11-26T16:05:51Z-
dc.date.accessioned2014-11-20T04:41:58Z
dc.date.accessioned2015-11-26T16:05:51Z-
dc.description.provenanceMade available in DSpace on 2014-11-20T04:41:58Z (GMT). No. of bitstreams: 1 WOS000267396000015.pdf: 258658 bytes, checksum: 0fe9596eb6b3dbbb6a4de59d4aa232b6 (MD5) Previous issue date: 2009en
dc.description.provenanceMade available in DSpace on 2015-11-26T16:05:51Z (GMT). No. of bitstreams: 2 WOS000267396000015.pdf: 258658 bytes, checksum: 0fe9596eb6b3dbbb6a4de59d4aa232b6 (MD5) WOS000267396000015.pdf.txt: 24380 bytes, checksum: 4ca44b613c15ff2a44bacf1df00c5bcd (MD5) Previous issue date: 2009en
dc.identifier.urihttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/63694pt_BR
dc.identifier.urihttp://www.repositorio.unicamp.br/handle/REPOSIP/63694
dc.identifier.urihttp://repositorio.unicamp.br/jspui/handle/REPOSIP/63694-
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