Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivatives
| Main Author: | |
|---|---|
| Publication Date: | 2017 |
| Other Authors: | , , , , , |
| Format: | Article |
| Language: | eng |
| Source: | Repositório Institucional da UNESP |
| Download full: | http://dx.doi.org/10.1590/s2175-97902017000400076 http://hdl.handle.net/11449/179540 |
Summary: | 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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Evaluation of antimicrobial, cytotoxic and chemopreventive activities of carvone and its derivativesCarvone/antifungal activityCarvone/antimicrobial activityCarvone/chemopreventionCarvone/cytotoxicityConsidering 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.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Laboratory of Pharmacognosy School of Pharmaceutical Sciences São Paulo State University (Unesp)Laboratory of Biotechnology School of Pharmaceutical Sciences São Paulo State University (Unesp)Laboratory of Cell Biology School of Pharmaceutical Sciences São Paulo State University (Unesp)Departament of Pharmaceutical Sciences Health Sciences Center UFPB – Univ Federal da ParaíbaLaboratory of Pharmacognosy School of Pharmaceutical Sciences São Paulo State University (Unesp)Laboratory of Biotechnology School of Pharmaceutical Sciences São Paulo State University (Unesp)Laboratory of Cell Biology School of Pharmaceutical Sciences São Paulo State University (Unesp)Universidade Estadual Paulista (Unesp)Universidade Federal da Paraíba (UFPB)Moro, Isabela Jacob [UNESP]Gondo, Gabrielle Demmany Gualberto Alexandre [UNESP]Pierri, Elaíse Gonçalves [UNESP]Pietro, Rosemeire Cristina Linharis Rodrigues [UNESP]Soares, Christiane Pienna [UNESP]de Sousa, Damião Pergentinodos Santos, André Gonzaga [UNESP]2018-12-11T17:35:35Z2018-12-11T17:35:35Z2017-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.1590/s2175-97902017000400076Brazilian Journal of Pharmaceutical Sciences, v. 53, n. 4, 2017.2175-97901984-8250http://hdl.handle.net/11449/17954010.1590/s2175-97902017000400076S1984-825020170004006022-s2.0-85041288751S1984-82502017000400602.pdf17680252903736690000-0003-1740-7360Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengBrazilian Journal of Pharmaceutical Sciences0,2140,214info:eu-repo/semantics/openAccess2025-03-29T05:10:32Zoai:repositorio.unesp.br:11449/179540Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestrepositoriounesp@unesp.bropendoar:29462025-03-29T05:10:32Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)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 [UNESP] Carvone/antifungal activity Carvone/antimicrobial activity Carvone/chemoprevention Carvone/cytotoxicity |
| 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 [UNESP] |
| author_facet |
Moro, Isabela Jacob [UNESP] Gondo, Gabrielle Demmany Gualberto Alexandre [UNESP] Pierri, Elaíse Gonçalves [UNESP] Pietro, Rosemeire Cristina Linharis Rodrigues [UNESP] Soares, Christiane Pienna [UNESP] de Sousa, Damião Pergentino dos Santos, André Gonzaga [UNESP] |
| author_role |
author |
| author2 |
Gondo, Gabrielle Demmany Gualberto Alexandre [UNESP] Pierri, Elaíse Gonçalves [UNESP] Pietro, Rosemeire Cristina Linharis Rodrigues [UNESP] Soares, Christiane Pienna [UNESP] de Sousa, Damião Pergentino dos Santos, André Gonzaga [UNESP] |
| author2_role |
author author author author author author |
| dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade Federal da Paraíba (UFPB) |
| dc.contributor.author.fl_str_mv |
Moro, Isabela Jacob [UNESP] Gondo, Gabrielle Demmany Gualberto Alexandre [UNESP] Pierri, Elaíse Gonçalves [UNESP] Pietro, Rosemeire Cristina Linharis Rodrigues [UNESP] Soares, Christiane Pienna [UNESP] de Sousa, Damião Pergentino dos Santos, André Gonzaga [UNESP] |
| dc.subject.por.fl_str_mv |
Carvone/antifungal activity Carvone/antimicrobial activity Carvone/chemoprevention Carvone/cytotoxicity |
| topic |
Carvone/antifungal activity Carvone/antimicrobial activity Carvone/chemoprevention Carvone/cytotoxicity |
| 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 2018-12-11T17:35:35Z 2018-12-11T17:35:35Z |
| dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
| dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| status_str |
publishedVersion |
| dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1590/s2175-97902017000400076 Brazilian Journal of Pharmaceutical Sciences, v. 53, n. 4, 2017. 2175-9790 1984-8250 http://hdl.handle.net/11449/179540 10.1590/s2175-97902017000400076 S1984-82502017000400602 2-s2.0-85041288751 S1984-82502017000400602.pdf 1768025290373669 0000-0003-1740-7360 |
| url |
http://dx.doi.org/10.1590/s2175-97902017000400076 http://hdl.handle.net/11449/179540 |
| identifier_str_mv |
Brazilian Journal of Pharmaceutical Sciences, v. 53, n. 4, 2017. 2175-9790 1984-8250 10.1590/s2175-97902017000400076 S1984-82502017000400602 2-s2.0-85041288751 S1984-82502017000400602.pdf 1768025290373669 0000-0003-1740-7360 |
| dc.language.iso.fl_str_mv |
eng |
| language |
eng |
| dc.relation.none.fl_str_mv |
Brazilian Journal of Pharmaceutical Sciences 0,214 0,214 |
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info:eu-repo/semantics/openAccess |
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openAccess |
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application/pdf |
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Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
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Universidade Estadual Paulista (UNESP) |
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UNESP |
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UNESP |
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Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
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repositoriounesp@unesp.br |
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