Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/31736
Title: Carapa guianensis Aublet (Andiroba) Seed Oil: Chemical Composition and Antileishmanial Activity of Limonoid-Rich Fractions
Authors: Oliveira, Iara dos Santos da Silva
Tellis, Carla Junqueira Moragas
Chagas, Maria do Socorro dos Santos
Behrens, Maria Dutra
Calabrese, Kátia da Silva
Silva, Ana Lucia Abreu
Souza, Fernando Almeida
Affilliation: Universidade Federal do Maranhão. Rede Nordeste de Biotecnologia. São Luís, MA, Brasil.
Fundação Oswaldo Cruz. Farmanguinhos. Laboratório de Produtos Naturais 5. Rio de Janeiro, RJ. Brasil.
Fundação Oswaldo Cruz. Farmanguinhos. Laboratório de Produtos Naturais 5. Rio de Janeiro, RJ. Brasil.
Fundação Oswaldo Cruz. Farmanguinhos. Laboratório de Produtos Naturais 5. Rio de Janeiro, RJ. Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunomodulação e Protozoologia. Rio de Janeiro, RJ. Brasil.
Universidade Estadual do Maranhão. Mestrado em Ciência Animal. São Luís, MA, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunomodulação e Protozoologia. Rio de Janeiro, RJ. Brasil / Universidade Estadual do Maranhão. Mestrado em Ciência Animal. São Luís, MA, Brasil.
Abstract: Leishmaniasis is a complex of diseases caused by protozoa of the genus Leishmania and affects millions of people around the world. Several species of plants are used by traditional communities for the treatment of this disease, among which is Carapa guianensis Aubl. (Meliaceae), popularly known as andiroba. The objective of the present work was to conduct a chemical study of C. guianensis seed oil and its limonoid-rich fractions, with the aim of identifying its secondary metabolites, particularly the limonoids, in addition to investigating its anti-Leishmania potential. The chemical analyses of the C. guianensis seed oil and fractions were obtained by electrospray ionization mass spectrometry (ESI-MS). The cytotoxic activity was tested against peritoneal macrophages, and antileishmanial activity was evaluated against promastigotes and intracellular amastigotes of Leishmania amazonensis. All the C. guianensis seed oil samples analyzed exhibited the same pattern of fatty acids, while the limonoids 7-deacetoxy-7-hydroxygedunin, deacetyldihydrogedunin, deoxygedunin, andirobin, gedunin, 11β-hydroxygedunin, 17-glycolyldeoxygedunin, 6α-acetoxygedunin, and 6α,11β-diacetoxygedunin were identified in the limonoid-rich fractions of the oil. The C. guianensis seed oil did not exhibit antileishmanial activity, and cytotoxicity was higher than 1000 μg/mL. Three limonoid-rich oil fractions demonstrated activity against promastigotes (IC50 of 10.53±0.050, 25.3±0.057, and 56.9±0.043μg/mL) and intracellular amastigotes (IC50 of 27.31±0.091, 78.42±0.086, and 352.2±0.145 μg/mL) of L. amazonensis, as well as cytotoxicity against peritoneal macrophages (CC50 of 78.55±1.406, 139.0±1.523, and 607.7±1.217 μg/mL). The anti-Leishmania activity of the limonoid-rich fractions of C. guianensis can be attributed to the limonoids 11β-hydroxygedunin and 6α,11β-diacetoxygedunin detected in the chemical analysis.
Keywords: Leishmaniasis
Antileishmanial Activity
Carapa guianensis Aublet
Seed Oil
Chemical Composition
keywords: Leishmaniose
Andiroba
Óleo de semente
Composição química
Atividade Antileishmanial
Issue Date: 2018
Publisher: Hindawi Publishing Corporation
Citation: OLIVEIRA, Iara dos Santos da Silva et al. Carapa guianensis Aublet (Andiroba) Seed Oil: Chemical Composition and Antileishmanial Activity of Limonoid-Rich Fractions. BioMed Research International, p. 1-10, Sept. 2018.
DOI: 10.1155/2018/5032816
ISSN: 2314-6133
Copyright: open access
Appears in Collections:Farmanguinhos - Artigos de Periódicos
IOC - Artigos de Periódicos

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