Author | Souza, César A. S. de | |
Author | Nardellia, Victória B. | |
Author | Paza, Weider H. P. | |
Author | Pinheiro, Maria Lúcia B. | |
Author | Rodrigues, Ana Carolina Borges da Cruz | |
Author | Bomfim, Larissa Mendes | |
Author | Soares, Milena Botelho Pereira | |
Author | Bezerra, Daniel Pereira | |
Author | Chaar, Jamal da S. | |
Author | Koolen, Hector Henrique Ferreira | |
Author | Silva, Felipe Moura Araujo da | |
Author | Costa, Emmanoel Vilaça | |
Access date | 2021-01-21T13:53:16Z | |
Available date | 2021-01-21T13:53:16Z | |
Document date | 2020 | |
Citation | SOUZA, César A. S. de et al. Asarone-derived Phenylpropanoids anda isoquinoline-derived alkaloids from the bark of Duguetia pycnastera (Annonaceae) and their cytotoxicities. Quimica Nova, v. 15, p. 1-7, 2020. | pt_BR |
ISSN | 0100-4042 | pt_BR |
URI | https://www.arca.fiocruz.br/handle/icict/45763 | |
Sponsorship | Analytical Center of the
Multidisciplinary Support Center at the UFAM (CA/CAM/UFAM)
for the NMR and MS analysis, and CNPq, CAPES, FINEP, FAPESB,
and UFAM for financial support and fellowship. | pt_BR |
Language | eng | pt_BR |
Publisher | PubliSBQ | pt_BR |
Rights | open access | pt_BR |
Subject in Portuguese | Alcaloides | pt_BR |
Subject in Portuguese | Metanol | pt_BR |
Subject in Portuguese | Annonaceae | pt_BR |
Subject in Portuguese | Cancer | pt_BR |
Title | Asarone-derived Phenylpropanoids anda isoquinoline-derived alkaloids from the bark of Duguetia pycnastera (Annonaceae) and their cytotoxicities | pt_BR |
Type | Article | pt_BR |
DOI | 10.21577/0100-4042.20170617 | |
Abstract | The phytochemical investigation of the hexane and methanol extracts from the bark of Duguetia pycnastera Sandwith (Annonaceae)
afforded seven known compounds, two asarone-derived phenylpropanoids and five isoquinoline-derived alkaloids. The asarones,
γ-asarone (1-allyl-2,4,5-trimethoxybenzene) and 2,4,5-trimethoxy-styrene were isolated of the hexane extract while the aporphine
alkaloids, O-methylmoschatoline, lysicamine, nornuciferidine, and guatterine N-oxide, and the benzyltetrahydroisoquinoline
alkaloid, (S)-reticuline were isolated of the alkaloid fraction of the methanol extract. This is the first report of these compounds in D.
pycnastera. γ-Asarone is being reported for the first time in the Annonaceae. Nornuciferidine is described for the second time in the
Annonaceae while guatterine N-oxide is the third register. The structures of the isolated compounds were established by extensive
analyses using 1D and 2D NMR spectroscopy in combination with MS. The cytotoxic activity of the isolated compounds (except
for nornuciferidine) was evaluated against cancer and non-cancerous cell lines, in which lysicamine was the most active compound,
mainly against HL-60, HepG2, and K562 with IC50 values of 24.40, 28.86 and 38.75 μmol L-1, respectively. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Bahia, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Bahia, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Bahia, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Salvador, BA, Bahia, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade do Estado do Amazonas. Escola Superior de Ciências da Saúde. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Centro de Apoio Multidisciplinar. Central Analítica. Manaus, AM, Brasil. | pt_BR |
Affilliation | Universidade Federal do Amazonas. Instituto de Ciências Exatas. Departamento de Química. Manaus, AM, Brasil. | pt_BR |
Subject | Duguetia pycnastera | pt_BR |
Subject | Asarones | pt_BR |
Subject | Aporphine alkaloid | pt_BR |
Subject | Benzyltetrahydroisoquinoline alkaloid | pt_BR |
Subject | Cytotoxic activity | pt_BR |