Chemical Composition and in vitro Cytotoxic and Antileishmanial Activities of Extract and Essential Oil from Leaves of Piper cernuum

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dc.contributor.authorCapello, Tabata Molero [UNIFESP]
dc.contributor.authorMartins, Euder Glendes Andrade
dc.contributor.authorFarias, Camyla Fernandez de [UNIFESP]
dc.contributor.authorFigueiredo, Carlos Rogerio [UNIFESP]
dc.contributor.authorMatsuo, Alisson Leonardo [UNIFESP]
dc.contributor.authorPassero, Luiz Felipe Domingues
dc.contributor.authorOliveira-Silva, Diogo [UNIFESP]
dc.contributor.authorSartorelli, Patricia [UNIFESP]
dc.contributor.authorLago, Joao Henrique Ghillardi [UNIFESP]
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.date.accessioned2018-06-18T11:15:11Z
dc.date.available2018-06-18T11:15:11Z
dc.date.issued2015-02-01
dc.description.abstractFractionation of the MeOH extract from leaves of Piper cernuum Veil. (Piperaceae) afforded six phenylpropanoid derivatives: 3',4'-dimethoxydihydrocinnamic acid (1), piplaroxide (2), methyl 4'-hydroxy-3',5'-dimethoxy cinnamate (3), 3',4',5'-trimethoxydihydrocinnamic acid (3), dihydropiplartine (5), and piplartine (6). The structures of isolated metabolites were characterized by NMR and MS spectral data analysis. The chemical composition of essential oil from the leaves was determined using GC/LREIMS followed by the determination of Kovats indexes. This procedure allowed the identification of nineteen terpenoids, with beta-elemene (7), bicyclogermacrene (8), germacrene D (9), and (E)-caryophyllene (10) as the main compounds. Compounds 1 and 3-6 displayed no in vitro cytotoxicity against cancer cell lineages B16F10-Nex2, U87, HeLa, HL-60, HCT, and A2058 while 2 showed moderate activity against B16F10-Nex2 and HL-60 lines. Otherwise, compounds 7-10 displayed high cytotoxic activity. Evaluation against non-tumorigenic HFF cells indicated a reduced selectivity of compounds 7-10 to tumoral cells. No antileishmanial activity on macrophages infected with L. (L.) amazonensis was found for the crude MeOH extract and compounds 1-6. The crude essential oil and compounds 7-10 reduced parasitism and eliminated the majority of infected and non-infected cells at 50 mu g/mL.en
dc.description.affiliationUniv Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP, Brazil
dc.description.affiliationUniv Sao Paulo, Inst Biociencias, Dept Bot, BR-05508090 Sao Paulo, SP, Brazil
dc.description.affiliationUniv Fed Sao Paulo, Dept Microbiol Imunol & Parasitol, Disciplina Biol Celular, BR-04023900 Sao Paulo, SP, Brazil
dc.description.affiliationUniv Sao Paulo, Fac Med, Dept Patol, Lab Patol Molestias Infecciosas LIM 50, BR-01246903 Sao Paulo, SP, Brazil
dc.description.affiliationUnifespUniv Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP, Brazil
dc.description.affiliationUnifespUniv Fed Sao Paulo, Dept Microbiol Imunol & Parasitol, Disciplina Biol Celular, BR-04023900 Sao Paulo, SP, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.format.extent285-288
dc.identifier.citationNatural Product Communications. Westerville: Natural Products Inc, v. 10, n. 2, p. 285-288, 2015.
dc.identifier.issn1934-578X
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/44966
dc.identifier.wosWOS:000349812000017
dc.language.isoeng
dc.publisherNatural Products Inc
dc.relation.ispartofNatural Product Communications
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectPiper cernuum Vell.en
dc.subjectPhenylpropanoid derivativesen
dc.subjectEssential oil compositionen
dc.subjectCytotoxicen
dc.subjectAntiparasiticen
dc.titleChemical Composition and in vitro Cytotoxic and Antileishmanial Activities of Extract and Essential Oil from Leaves of Piper cernuumen
dc.typeinfo:eu-repo/semantics/article
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