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https://ri.ufs.br/jspui/handle/riufs/22887
Document Type: | Artigo |
Title: | Chemical constituents isolated from the bark of Guatteria blepharophylla (Annonaceae) and their antiproliferative and antimicrobial activities |
Authors: | Costa, Emmanoel Vilaça Marques, Francisco de Assis Pinheiro, Maria Lúcia Belém Braga, Raquel Marques Delarmelina, Camila Duarte, Marta Cristina Teixeira Ruiz, Ana Lúcia Tasca Gois Carvalho, João Ernesto de Maia, Beatriz Helena Lameiro de Noronha Sales |
Issue Date: | Jun-2011 |
Resumo : | Phytochemical study of the bark of Guatteria blepharophylla (Mart.) Mart. afforded twelve compounds, namely two sesquiterpenes, caryophyllene oxide (1) and spathulenol (3), one xanthone, lichexanthone (2), a mixture of steroids, b-sitosterol (4), and stigmasterol (5), and seven isoquinoline alkaloids, O-methylmoschatoline (6), lysicamine (7), nornuciferine (8), liriodenine (9), isocoreximine (10), subsessiline (11), and isomoschatoline (12). Their structures were established on the basis of spectroscopic methods. Compounds 1-6, 11 and 12 were reported for the first time in this species. The 13C NMR (nuclear magnetic resonance) data for the compounds 11 and 12 are described for the first time in the literature. The antiproliferative activity against human tumour cell lines and antimicrobial activities were investigated for the major compounds. Compound 9 showed significant activity against cell lines of breast (MCF-7, Michigan Cancer Foundation-7), superior to the positive control doxorubicin. Compound 12 presented antifungal activity similar to the positive control nystatin against Candida albicans. |
Abstract: | O estudo fitoquímico das cascas de Guatteria blepharophylla (Mart.) Mart. forneceu 12 compostos, sendo dois sesquiterpenos, óxido de cariofileno (1) e espatulenol (3), uma xantona, liquexantona (2), uma mistura de esteróides, b-sitosterol (4) e estigmasterol (5), e sete alcalóides isoquinolínicos, O-metilmoschatolina (6), lysicamina (7), nornuciferina (8), liriodenina (9), isocoreximina (10), subsessilina (11) e isomoschatolina (12). Suas estruturas foram determinadas através de métodos espectroscópicos. Os compostos 1-6, 11 e 12 são reportados pela primeira vez nesta espécie. Os dados de RMN 13C (ressonância magnética nuclear) para os compostos 11 e 12 são descritos pela primeira vez na literatura. As atividades antiproliferativa em linhagens de células tumorais humanas e antimicrobiana foram investigadas para os compostos majoritários. O composto 9 mostrou significativa atividade contra linhagens de células de mama (MCF-7, Michigan Cancer Foundation-7), superior ao controle positivo doxorrubicina. O composto 12 apresentou atividade antifúngica similar ao controle positivo nistatina contra Candida albicans. |
Keywords: | Guatteria blepharophylla Antifungal and antiproliferative activities Alkaloids Terpenes Xanthone |
ISSN: | 0103-5053 1678-4790 |
Is part of: | Journal of the Brazilian Chemical Society |
Language: | eng |
Publisher / Institution : | Sociedade Brasileira de Química |
Citation: | COSTA, E. V. et al. Chemical constituents isolated from the bark of Guatteria blepharophylla (Annonaceae) and their antiproliferative and antimicrobial activities. Journal of the Brazilian Chemical Society, Campinas, v. 22, n. 6, p. 1111-1117, jun. 2011. Disponível em: https://www.scielo.br/j/jbchs/a/gXZryxLvwrKQCnf3RzCVchj/?format=pdf&lang=en. Acesso em: 14 ago. 2025. |
License: | Creative Commons Atribuição-NãoComercial 4.0 Internacional (CC BY-NC 4.0) |
URI: | https://ri.ufs.br/jspui/handle/riufs/22887 |
Appears in Collections: | DQI - Artigos de periódicos |
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File | Description | Size | Format | |
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ChemicalConstituentsGuatteriaBlepharophylla.pdf | 657,08 kB | Adobe PDF | ![]() View/Open |
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