Please use this identifier to cite or link to this item: 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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