Author | Santos, Maria de Fátima Costa | |
Author | Fontes, José Eraldo do Nascimento | |
Author | Dutra, Lívia Macedo | |
Author | Bomfim, Larissa Mendes | |
Author | Costa, Cinara Oliveira D'Sousa | |
Author | Moraes, Valéria Regina de Souza | |
Author | Barison, Andersson | |
Author | Soares, Milena Botelho Pereira | |
Author | Silva, Felipe Moura Araujo da | |
Author | Almeida, Jackson Roberto Guedes da Silva | |
Author | Koolen, Héctor Henrique Ferreira | |
Author | Bezerra, Daniel Pereira | |
Author | Costa, Emmanoel Vilaça | |
Access date | 2019-02-04T12:20:05Z | |
Available date | 2019-02-04T12:20:05Z | |
Document date | 2018 | |
Citation | SANTOS, M. F. C. et al. Alkaloids from leaves of Guatteria pogonopus (Annonaceae) and their Cytotoxicities. Quimica Nova, v. 41, n. 8, p. 884-890, 2018. | pt_BR |
ISSN | 0100-4042 | pt_BR |
URI | https://www.arca.fiocruz.br/handle/icict/31391 | |
Sponsorship | CNPq, CAPES, FINEP, FAPEAM, Fundação Araucária, FAPITEC/SE, UFAM, UFS, and UFPR for financial support and fellowship. | pt_BR |
Language | eng | pt_BR |
Publisher | Sociedade Brasileira de Química | pt_BR |
Rights | open access | pt_BR |
Subject in Portuguese | Alcalóides | pt_BR |
Subject in Portuguese | Guatteria pogonopus | pt_BR |
Subject in Portuguese | Annonaceae | pt_BR |
Subject in Portuguese | RMN | pt_BR |
Subject in Portuguese | Citotoxicidade | pt_BR |
Title | Alkaloids from leaves of Guatteria pogonopus (Annonaceae) and their Cytotoxicities | pt_BR |
Type | Article | pt_BR |
DOI | 10.21577/0100-4042.20170258 | pt_BR |
Abstract | The phytochemical investigation of the alkaloid-rich fraction obtained from the leaves of Guatteria pogonopus Mart. (Annonaceae) allowed the isolation and identification for the first time in this species of: (+)-nornuciferine (1), a mixture of 1 and (+)-anonaine (2), (+)-isocorydine (3), (+)-nuciferine (4), (+)-roemerine (5), (−)-tetrahydropseudocolumbamine (6), a mixture of 6, liriodenine (9) and lysicamine (10), a mixture of 1,2,9-trimethoxy-10-hydroxyaporphine (7) and bulbocapnine (8), 9, 10, and (+)-N-methyllindicarpine (11). Compounds 6, 7, 8, and 11 have not been previously reported in the family Annonaceae. Furthermore, the formerly synthetic 1,2,9-trimethoxyaporfin-10-ol (7) is described for the first time as a natural aporphine alkaloid herein. The chemical structures were established by 1D and 2D NMR as well as in comparison with data previously reported in the literature. The cytotoxic activity of the alkaloids was evaluated against tumor (B16-F10, HepG2, HL-60, and K562) and non-tumor (PBMC) cell lines. Alkaloid 1 presented significant activity against HepG2 cell lines with IC50 of 9.60 μmol L-1 while the mixture of 6, 9 and 10 displayed strong cytotoxic activity against HL-60 and K562 cell lines with IC50 values of 3.41 an 8.50 μmol L-1, respectively. | pt_BR |
Affilliation | Universidade Federal de Sergipe. Departamento de Química. São Cristóvão, SE, Brasil / Universidade Federal do Paraná. Centro de Ressonância Magnética Nuclear. Curitiba, PR, Brasil. | pt_BR |
Affilliation | Universidade Federal de Sergipe. Departamento de Química. São Cristóvão, SE, Brasil. | pt_BR |
Affilliation | Universidade Federal do Paraná. Centro de Ressonância Magnética Nuclear. Curitiba, PR, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil. | pt_BR |
Affilliation | Universidade Federal de Sergipe. Departamento de Química. São Cristóvão, SE, Brasil. | pt_BR |
Affilliation | Universidade Federal do Paraná. Centro de Ressonância Magnética Nuclear. Curitiba, PR, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Brasil / Hospital São Rafael. Centro de Biotecnologia e Terapia Celular. Salvador, BA, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Vale do São Francisco. Núcleo de Estudos e Pesquisas de Plantas Medicinais. Petrolina, PE, Brasil. | pt_BR |
Affilliation | Universidade do Estado do Amazonas. Escola Superior de Ciências da Saúde. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Paraná. Centro de Ressonância Magnética Nuclear. Curitiba, PR, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Subject | Alkaloids | pt_BR |
Subject | Guatteria pogonopus | pt_BR |
Subject | Leaves | pt_BR |
Subject | Annonaceae | pt_BR |
Subject | NMR | pt_BR |
Subject | Cytotoxicity | pt_BR |