Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , |
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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oai:revistas.usp.br:article/142561 |
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Brazilian Journal of Pharmaceutical Sciences |
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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 |
_version_ |
1800222913307082752 |