Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives

Detalhes bibliográficos
Autor(a) principal: Moro, Isabela Jacob
Data de Publicação: 2017
Outros Autores: Gondo, Gabrielle Demmany Gualberto Alexandre, Pierri, Elaíse Gonçalves, Pietro, Rosemeire Cristina Linharis Rodrigues, Soares, Christiane Pienna, Sousa, Damião Pergentino de, Santos, André Gonzaga dos
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Brazilian Journal of Pharmaceutical Sciences
Texto Completo: https://www.revistas.usp.br/bjps/article/view/142561
Resumo: Considering the reported activity of carvone in the literature, this study aimed to evaluate the antimicrobial, cytotoxic and chemopreventive activities of (+)- and (-)-carvone, (+)- and (-)- hydroxydihydrocarvone and α,β-epoxycarvone. (+)-Hydroxydihydrocarvone (HC+), (-)-hydroxydihydrocarvone (HC-) and α,β-epoxycarvone (EP) were obtained by synthesis using (+)-carvone (C+) or (-)-carvone (C-) as precursors. The antifungal activity (MIC and MFC) were evaluated against Candida parapsilosis, C. tropicalis, C. krusei and C. albicans and the antibacterial activity (MIC and MBC) against Escherichia coli and Staphylococcus aureus. The cytotoxicity assays were performed with human cancer cell lines HepG-2 and SiHa and the normal strain MRC-5 through sulphorrodamine B assay. Chemoprevention was evaluated through quinone reductase assay. Our results showed no cytotoxicity on tumor and normal cell lines and no induction of the quinone reductase enzyme. C- and HC- presented activity against E. coli. All compounds presented weak antifungal activity against C. tropicalis and C. parapsilosis. EP and C+ showed moderate activity against C. krusei. Results suggest the potential use of carvones and its derivatives as antifungal agents against Candida yeasts. The absence of cytotoxicity in cell lines indicates safety in the use of these compounds.
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spelling Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivativesCarvone/antimicrobial activityCarvone/antifungal activityCarvone /cytotoxicityCarvone/chemoprevention Considering the reported activity of carvone in the literature, this study aimed to evaluate the antimicrobial, cytotoxic and chemopreventive activities of (+)- and (-)-carvone, (+)- and (-)- hydroxydihydrocarvone and α,β-epoxycarvone. (+)-Hydroxydihydrocarvone (HC+), (-)-hydroxydihydrocarvone (HC-) and α,β-epoxycarvone (EP) were obtained by synthesis using (+)-carvone (C+) or (-)-carvone (C-) as precursors. The antifungal activity (MIC and MFC) were evaluated against Candida parapsilosis, C. tropicalis, C. krusei and C. albicans and the antibacterial activity (MIC and MBC) against Escherichia coli and Staphylococcus aureus. The cytotoxicity assays were performed with human cancer cell lines HepG-2 and SiHa and the normal strain MRC-5 through sulphorrodamine B assay. Chemoprevention was evaluated through quinone reductase assay. Our results showed no cytotoxicity on tumor and normal cell lines and no induction of the quinone reductase enzyme. C- and HC- presented activity against E. coli. All compounds presented weak antifungal activity against C. tropicalis and C. parapsilosis. EP and C+ showed moderate activity against C. krusei. Results suggest the potential use of carvones and its derivatives as antifungal agents against Candida yeasts. The absence of cytotoxicity in cell lines indicates safety in the use of these compounds.Universidade de São Paulo. Faculdade de Ciências Farmacêuticas2017-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://www.revistas.usp.br/bjps/article/view/14256110.1590/s2175-97902017000400076Brazilian Journal of Pharmaceutical Sciences; Vol. 53 Núm. 4 (2017); e00076Brazilian Journal of Pharmaceutical Sciences; v. 53 n. 4 (2017); e00076Brazilian Journal of Pharmaceutical Sciences; Vol. 53 No. 4 (2017); e000762175-97901984-8250reponame:Brazilian Journal of Pharmaceutical Sciencesinstname:Universidade de São Paulo (USP)instacron:USPenghttps://www.revistas.usp.br/bjps/article/view/142561/137594Copyright (c) 2018 Brazilian Journal of Pharmaceutical Sciences (Impresso)info:eu-repo/semantics/openAccessMoro, Isabela JacobGondo, Gabrielle Demmany Gualberto AlexandrePierri, Elaíse GonçalvesPietro, Rosemeire Cristina Linharis RodriguesSoares, Christiane PiennaSousa, Damião Pergentino deSantos, André Gonzaga dos2018-03-05T19:53:58Zoai:revistas.usp.br:article/142561Revistahttps://www.revistas.usp.br/bjps/indexPUBhttps://old.scielo.br/oai/scielo-oai.phpbjps@usp.br||elizabeth.igne@gmail.com2175-97901984-8250opendoar:2018-03-05T19:53:58Brazilian Journal of Pharmaceutical Sciences - Universidade de São Paulo (USP)false
dc.title.none.fl_str_mv Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
title Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
spellingShingle Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
Moro, Isabela Jacob
Carvone/antimicrobial activity
Carvone/antifungal activity
Carvone /cytotoxicity
Carvone/chemoprevention
title_short Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
title_full Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
title_fullStr Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
title_full_unstemmed Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
title_sort Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
author Moro, Isabela Jacob
author_facet Moro, Isabela Jacob
Gondo, Gabrielle Demmany Gualberto Alexandre
Pierri, Elaíse Gonçalves
Pietro, Rosemeire Cristina Linharis Rodrigues
Soares, Christiane Pienna
Sousa, Damião Pergentino de
Santos, André Gonzaga dos
author_role author
author2 Gondo, Gabrielle Demmany Gualberto Alexandre
Pierri, Elaíse Gonçalves
Pietro, Rosemeire Cristina Linharis Rodrigues
Soares, Christiane Pienna
Sousa, Damião Pergentino de
Santos, André Gonzaga dos
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Moro, Isabela Jacob
Gondo, Gabrielle Demmany Gualberto Alexandre
Pierri, Elaíse Gonçalves
Pietro, Rosemeire Cristina Linharis Rodrigues
Soares, Christiane Pienna
Sousa, Damião Pergentino de
Santos, André Gonzaga dos
dc.subject.por.fl_str_mv Carvone/antimicrobial activity
Carvone/antifungal activity
Carvone /cytotoxicity
Carvone/chemoprevention
topic Carvone/antimicrobial activity
Carvone/antifungal activity
Carvone /cytotoxicity
Carvone/chemoprevention
description Considering the reported activity of carvone in the literature, this study aimed to evaluate the antimicrobial, cytotoxic and chemopreventive activities of (+)- and (-)-carvone, (+)- and (-)- hydroxydihydrocarvone and α,β-epoxycarvone. (+)-Hydroxydihydrocarvone (HC+), (-)-hydroxydihydrocarvone (HC-) and α,β-epoxycarvone (EP) were obtained by synthesis using (+)-carvone (C+) or (-)-carvone (C-) as precursors. The antifungal activity (MIC and MFC) were evaluated against Candida parapsilosis, C. tropicalis, C. krusei and C. albicans and the antibacterial activity (MIC and MBC) against Escherichia coli and Staphylococcus aureus. The cytotoxicity assays were performed with human cancer cell lines HepG-2 and SiHa and the normal strain MRC-5 through sulphorrodamine B assay. Chemoprevention was evaluated through quinone reductase assay. Our results showed no cytotoxicity on tumor and normal cell lines and no induction of the quinone reductase enzyme. C- and HC- presented activity against E. coli. All compounds presented weak antifungal activity against C. tropicalis and C. parapsilosis. EP and C+ showed moderate activity against C. krusei. Results suggest the potential use of carvones and its derivatives as antifungal agents against Candida yeasts. The absence of cytotoxicity in cell lines indicates safety in the use of these compounds.
publishDate 2017
dc.date.none.fl_str_mv 2017-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://www.revistas.usp.br/bjps/article/view/142561
10.1590/s2175-97902017000400076
url https://www.revistas.usp.br/bjps/article/view/142561
identifier_str_mv 10.1590/s2175-97902017000400076
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv https://www.revistas.usp.br/bjps/article/view/142561/137594
dc.rights.driver.fl_str_mv Copyright (c) 2018 Brazilian Journal of Pharmaceutical Sciences (Impresso)
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Copyright (c) 2018 Brazilian Journal of Pharmaceutical Sciences (Impresso)
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade de São Paulo. Faculdade de Ciências Farmacêuticas
publisher.none.fl_str_mv Universidade de São Paulo. Faculdade de Ciências Farmacêuticas
dc.source.none.fl_str_mv Brazilian Journal of Pharmaceutical Sciences; Vol. 53 Núm. 4 (2017); e00076
Brazilian Journal of Pharmaceutical Sciences; v. 53 n. 4 (2017); e00076
Brazilian Journal of Pharmaceutical Sciences; Vol. 53 No. 4 (2017); e00076
2175-9790
1984-8250
reponame:Brazilian Journal of Pharmaceutical Sciences
instname:Universidade de São Paulo (USP)
instacron:USP
instname_str Universidade de São Paulo (USP)
instacron_str USP
institution USP
reponame_str Brazilian Journal of Pharmaceutical Sciences
collection Brazilian Journal of Pharmaceutical Sciences
repository.name.fl_str_mv Brazilian Journal of Pharmaceutical Sciences - Universidade de São Paulo (USP)
repository.mail.fl_str_mv bjps@usp.br||elizabeth.igne@gmail.com
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