title: Secondary Metabolites from Leaves of Manilkara subsericea (Mart.) Dubard.
abstract: BACKGROUND
  Manilkara subsericea (Sapotaceae) is a species widely spread in the sandbanks of Restinga de Jurubatiba National Park (Rio de Janeiro, Brazil). It is commonly known as "maçaranduba", "maçarandubinha" and "guracica", being used in this locality as food, and timber. However, M. subsericea remains almost unexplored regarding its chemical constituents, including secondary metabolites from the leaves.
  
  
  OBJECTIVE
  Identify the chemical constituents from the leaves of M. subsericea.
  
  
  METHODS
  Leaves were macerated with ethanol (96% v/v), and dried crude ethanolic extract was sequentially washed with the organic solvents in order to obtain an ethyl acetate fraction. Substances from this fraction were identified by different techniques, such as negative-ion electrospray ionization Fourier and (1)H and (13)C nuclear magnetic resonance (NMR). Fresh leaves from M. subsericea were also submitted to hydrodistillation in order to obtain volatile substances, which were identified by gas chromatograph coupled to mass spectrometer.
  
  
  RESULTS
  NMR(1)H and (13)C spectra allowed for the identification of the compounds myricetin, quercetin, and kaempferol from the ethyl acetate fraction. The negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry mass spectrum also revealed the presence in this fraction of a polyhydroxytriterpene acid (pomolic acid), and some flavonoids, such as quercitrin, and myricitrin. In all 34 volatile compounds were identified by gas chromatography-mass spectrometry, including monoterpenes, sesquiterpenes, and long chain hydrocarbons.
  
  
  CONCLUSIONS
  This study describes the first reports concerning the phytochemical information about leaves from M. subsericea.
  
  
  CONCLUSIONS
  Manilkara subsericea fruits proved to be a rich source of triterpenes. However, no phytochemical studies were carried out with leaves. Thus, we described identification of volatile substances from its essential oils, in addition to non-reported triterpene and flavonoids from this species.
authors.affiliation: Laboratório de Nanobiotecnologia Fitofarmacêutica, Colegiado de Farmácia, Universidade Federal do Amapá, Campus Universitário Marco Zero do Equador, Rodovia Juscelino Kubitschek de Oliveira, KM, 02 Bairro Zerão, CEP: 68902-280, Macapá, AP, Brazil.
authors.forename: Fernanda Borges
authors.initials: FB
authors.lastname: de Almeida
authors.affiliation: Laboratório de Nanobiotecnologia Fitofarmacêutica, Colegiado de Farmácia, Universidade Federal do Amapá, Campus Universitário Marco Zero do Equador, Rodovia Juscelino Kubitschek de Oliveira, KM, 02 Bairro Zerão, CEP: 68902-280, Macapá, AP, Brazil; Programa de Pós, Graduação em Biotecnologia Vegetal, Centro de Ciências da Saúde, Bloco K, 2° Andar, Sala 032, Universidade Federal do Rio de Janeiro, UFRJ, Av. Brigadeiro Trompowski s/n, CEP: 21941-590, Ilha do Fundão, RJ, Brazil.
authors.forename: Caio Pinho
authors.initials: CP
authors.lastname: Fernandes
authors.affiliation: Laboratório de Petroleômica e Forense, Departamento de Química, Universidade Federal do Espírito Santo, CEP: 29075-910, Vitória, ES, Brazil; Instituto Federal de Educação, Ciência e Tecnologia do Espírito Santo, CEP: 29106-010, Vila Velha, ES, Brazil.
authors.forename: Wanderson
authors.initials: W
authors.lastname: Romao
authors.affiliation: Laboratório de Petroleômica e Forense, Departamento de Química, Universidade Federal do Espírito Santo, CEP: 29075-910, Vitória, ES, Brazil.
authors.forename: Gabriela
authors.initials: G
authors.lastname: Vanini
authors.affiliation: Laboratório de Petroleômica e Forense, Departamento de Química, Universidade Federal do Espírito Santo, CEP: 29075-910, Vitória, ES, Brazil.
authors.forename: Helber Barcelos
authors.initials: HB
authors.lastname: Costa
authors.affiliation: Instituto Federal de Educação, Ciência e Tecnologia do Espírito Santo, CEP: 29106-010, Vila Velha, ES, Brazil.
authors.forename: Hildegardo Seibert
authors.initials: HS
authors.lastname: França
authors.affiliation: Faculdade de Formação de Professores, UERJ, Rua: Dr. Francisco Portela, 1470, Patronato, CEP: 24435-005, São Gonçalo, Rio de Janeiro, Brazil.
authors.forename: Marcelo Guerra
authors.initials: MG
authors.lastname: Santos
authors.affiliation: Laboratório de Pesquisa em Fármacos, Colegiado de Farmácia, Universidade Federal do Amapá, Campus Universitário Marco Zero do Equador, Rod. Juscelino Kubitschek de Oliveira, KM-02, Bairro Zerão, CEP 68902-280 Macapá, AP, Brazil.
authors.forename: José Carlos Tavares
authors.initials: JC
authors.lastname: Carvalho
authors.affiliation: Laboratório de Tecnologia Farmacêutica, Departamento e Tecnologia Farmacêutica, Faculdade de Farmácia, Universidade Federal Fluminense, UFF Rua: Mario Viana, 523, CEP: 24241-000, Santa Rosa, Niterói, Brazil.
authors.forename: Deborah Quintanilha
authors.initials: DQ
authors.lastname: Falcão
authors.affiliation: Programa de Pós, Graduação em Biotecnologia Vegetal, Centro de Ciências da Saúde, Bloco K, 2° Andar, Sala 032, Universidade Federal do Rio de Janeiro, UFRJ, Av. Brigadeiro Trompowski s/n, CEP: 21941-590, Ilha do Fundão, RJ, Brazil; Laboratório de Tecnologia de Produtos Naturais, LTPN, Departamento e Tecnologia Farmacêutica, Faculdade de Farmácia, Universidade Federal Fluminense, UFF Rua: Mario Viana, 523, CEP: 24241-000, Santa Rosa, Niterói, RJ, Brazil.
authors.forename: Leandro
authors.initials: L
authors.lastname: Rocha
keywords: Essential oil; Manilkara subsericea; flavonoids; mass spectrometry; pomolic acid; sapotaceae