Natural chromenes and chromene derivatives as potential anti-trypanosomal agents

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dc.contributor.authorBatista Jr., João Marcos [UNESP]
dc.contributor.authorLopes, Adriana Aparecida [UNESP]
dc.contributor.authorAmbrósio, Daniela Luz [UNESP]
dc.contributor.authorRegasini, Luis Octávio [UNESP]
dc.contributor.authorKato, Massuo Jorge
dc.contributor.authorBolzani, Vanderlan da Silva [UNESP]
dc.contributor.authorCicarelli, Regina Maria Barreto [UNESP]
dc.contributor.authorFurlan, Maysa [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.date.accessioned2014-05-27T11:22:49Z
dc.date.available2014-05-27T11:22:49Z
dc.date.issued2008-03-01
dc.description.abstractThe aim of the study was to investigate the anti-trypanocidal activities of natural chromene and chromene derivatives. Five chromenes were isolated from Piper gaudichaudianum and P. aduncum, and a further seven derivatives were prepared using standard reduction, methylation and acetylation procedures. These compounds were assayed in vitro against epimastigote forms of Trypanosoma cruzi, the causative agent of Chagas disease. The results showed that the most of the compounds, especially those possessing electron-donating groups as substituents on the aromatic ring, showed potent trypanocidal activity. The most active compound, [(2S)-methyl-2-methyl-8-(3″-methylbut-2″-enyl)-2- (4′-methylpent-3′-enyl)-2H-chromene-6-carboxylate], was almost four times more potent than benznidazole (the positive control) and showed an IC 50 of 2.82 μM. The results reveal that chromenes exhibit significant anti-trypanocidal activities and indicate that this class of natural product should be considered further in the development of new and more potent drugs for use in the treatment of Chagas disease. © 2008 Pharmaceutical Society of Japan.en
dc.description.affiliationInstituto de Química Universidade Estadual Paulista (UNESP), Prof. Francisco Degni, 14801-970, Araraquara, SP
dc.description.affiliationFaculdade de Ciências Farmacêuticas Universidade Estadual Paulista (UNESP), Rodovia Araraquara/Jaú Km 1, 14801-902, Araraquara, SP
dc.description.affiliationInstituto de Química Universidade de São Paulo, Av. Prof. Lineu Prestes 748, 05508-900, São Paulo, SP
dc.description.affiliationUnespInstituto de Química Universidade Estadual Paulista (UNESP), Prof. Francisco Degni, 14801-970, Araraquara, SP
dc.description.affiliationUnespFaculdade de Ciências Farmacêuticas Universidade Estadual Paulista (UNESP), Rodovia Araraquara/Jaú Km 1, 14801-902, Araraquara, SP
dc.format.extent538-540
dc.identifierhttp://dx.doi.org/10.1248/bpb.31.538
dc.identifier.citationBiological and Pharmaceutical Bulletin, v. 31, n. 3, p. 538-540, 2008.
dc.identifier.doi10.1248/bpb.31.538
dc.identifier.issn0918-6158
dc.identifier.issn1347-5215
dc.identifier.lattes4484083685251673
dc.identifier.lattes1308042794786872
dc.identifier.lattes0992736452764550
dc.identifier.scopus2-s2.0-41149159074
dc.identifier.urihttp://hdl.handle.net/11449/70323
dc.language.isoeng
dc.relation.ispartofBiological and Pharmaceutical Bulletin
dc.relation.ispartofjcr1.694
dc.relation.ispartofsjr0,626
dc.relation.ispartofsjr0,626
dc.rights.accessRightsAcesso aberto
dc.sourceScopus
dc.subjectChromene
dc.subjectPiper aduncum
dc.subjectPiper gaudichaudianum
dc.subjectPiperaceae
dc.subjectTrypanosoma cruzi
dc.subjectantitrypanosomal agent
dc.subjectbenznidazole
dc.subjectchromene derivative
dc.subjectmethyl 2 methyl 8 (3'' methylbut 2'' enyl) 2 (4' methylpent 3' enyl)2h chromene 6 carboxylic acid
dc.subjectunclassified drug
dc.subjectacetylation
dc.subjectChagas disease
dc.subjectcontrolled study
dc.subjectdrug activity
dc.subjectdrug isolation
dc.subjectdrug potency
dc.subjectelectron
dc.subjectIC 50
dc.subjectin vitro study
dc.subjectmethylation
dc.subjectnonhuman
dc.subjectAnimals
dc.subjectBenzopyrans
dc.subjectParasitic Sensitivity Tests
dc.subjectPiper
dc.subjectStructure-Activity Relationship
dc.subjectTrypanocidal Agents
dc.titleNatural chromenes and chromene derivatives as potential anti-trypanosomal agentsen
dc.typeArtigo
dcterms.licensehttps://www.jstage.jst.go.jp/pub/html/AY04S120_en.html
unesp.author.lattes4484083685251673
unesp.author.lattes1308042794786872
unesp.author.lattes0992736452764550[4]
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Química, Araraquarapt
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências Farmacêuticas, Araraquarapt

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