Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests
This study evaluated the antifungal activities of synthetic naphthoquinones against opportunistic and dermatophytic fungi and their preliminary mechanisms of action. The minimum inhibitory concentrations (MICs) of four synthetic naphthoquinones for 89 microorganisms, including opportunistic yeast ag...
| Autor principal: | Ferreira, Maria do Perpétuo Socorro Borges Carriço |
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| Outros Autores: | Cardoso, M. F.C., Silva, F. C. da, Ferreira, V?tor Francisco, Lima, Emerson Silva, Souza, João Vicente Braga de |
| Grau: | Artigo |
| Idioma: | English |
| Publicado em: |
Annals of Clinical Microbiology and Antimicrobials
2020
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| Acesso em linha: |
https://repositorio.inpa.gov.br/handle/1/15982 |
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oai:repositorio:1-15982 |
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oai:repositorio:1-15982 Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests Ferreira, Maria do Perpétuo Socorro Borges Carriço Cardoso, M. F.C. Silva, F. C. da Ferreira, V?tor Francisco Lima, Emerson Silva Souza, João Vicente Braga de Ergosterol Naphthoquinone Perchloric Acid Sorbitol (naphtho[2,3 D]furan 5,10 Dione) Dione 1,4 Naphthoquinone Derivative 2,2 Dimethyl 2,3 Dihydronaphtho[1,2 B]furan 4,5 Dione 2,2 Dimethyl 2,3 Dihydronaphtho[2,3 B]furan 4,9 Dione 3a,10b Dihydro 1h Cyclopenta 7,9a Dihydro 6bh Cyclopenta Amphotericin B Antifungal Agent Naphtho[2,1 D]furan 5,6 Dione Perchloric Acid Unclassified Drug Anti-fungal Activity Arthroderma Gypseum Aspergillus Atomic Absorption Broth Dilution Candida Albicans Candida Parapsilosis Cell Membrane Permeability Controlled Study Cryptococcus Cryptococcus Gattii Cryptococcus Neoformans Dermatophyte Filamentous Fungus Fungal Cell Wall Fungal Membrane Fusarium Microsporum Canis Minimum Inhibitory Concentration Nonhuman Potassium Transport Candida Albicans Cytolysis Assay Fungal Cell Yeast Antifungal Agents Cell Membrane Permeability Fungi Humans Microbial Sensitivity Tests Mycoses Naphthoquinones This study evaluated the antifungal activities of synthetic naphthoquinones against opportunistic and dermatophytic fungi and their preliminary mechanisms of action. The minimum inhibitory concentrations (MICs) of four synthetic naphthoquinones for 89 microorganisms, including opportunistic yeast agents, dermatophytes and opportunistic filamentous fungi, were determined. The compound that exhibited the best activity was assessed for its action against the cell wall (sorbitol test), for interference associated with ergosterol interaction, for osmotic balance (K+ efflux) and for membrane leakage of substances that absorb at the wavelength of 260 nm. All tested naphthoquinones exhibited antifungal activity, and compound IVS320 (3a,10b-dihydro-1H-cyclopenta [b] naphtho [2,3-d] furan-5,10-dione)-dione) demonstrated the lowest MICs across the tested species. The MIC of IVS320 was particularly low for dermatophytes (values ranging from 5-28 μg/mL) and Cryptococcus spp. (3-5 μg/mL). In preliminary mechanism-of-action tests, IVS320 did not alter the fungal cell wall but did cause problems in terms of cell membrane permeability (efflux of K+ and leakage of substances that absorb at 260 nm). This last effect was unrelated to ergosterol interactions with the membrane. © 2014 Ferreira et al. 2020-05-21T20:06:20Z 2020-05-21T20:06:20Z 2014 Artigo https://repositorio.inpa.gov.br/handle/1/15982 10.1186/1476-0711-13-26 en Volume 13, Número 1 Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ application/pdf Annals of Clinical Microbiology and Antimicrobials |
| institution |
Instituto Nacional de Pesquisas da Amazônia - Repositório Institucional |
| collection |
INPA-RI |
| language |
English |
| topic |
Ergosterol Naphthoquinone Perchloric Acid Sorbitol (naphtho[2,3 D]furan 5,10 Dione) Dione 1,4 Naphthoquinone Derivative 2,2 Dimethyl 2,3 Dihydronaphtho[1,2 B]furan 4,5 Dione 2,2 Dimethyl 2,3 Dihydronaphtho[2,3 B]furan 4,9 Dione 3a,10b Dihydro 1h Cyclopenta 7,9a Dihydro 6bh Cyclopenta Amphotericin B Antifungal Agent Naphtho[2,1 D]furan 5,6 Dione Perchloric Acid Unclassified Drug Anti-fungal Activity Arthroderma Gypseum Aspergillus Atomic Absorption Broth Dilution Candida Albicans Candida Parapsilosis Cell Membrane Permeability Controlled Study Cryptococcus Cryptococcus Gattii Cryptococcus Neoformans Dermatophyte Filamentous Fungus Fungal Cell Wall Fungal Membrane Fusarium Microsporum Canis Minimum Inhibitory Concentration Nonhuman Potassium Transport Candida Albicans Cytolysis Assay Fungal Cell Yeast Antifungal Agents Cell Membrane Permeability Fungi Humans Microbial Sensitivity Tests Mycoses Naphthoquinones |
| spellingShingle |
Ergosterol Naphthoquinone Perchloric Acid Sorbitol (naphtho[2,3 D]furan 5,10 Dione) Dione 1,4 Naphthoquinone Derivative 2,2 Dimethyl 2,3 Dihydronaphtho[1,2 B]furan 4,5 Dione 2,2 Dimethyl 2,3 Dihydronaphtho[2,3 B]furan 4,9 Dione 3a,10b Dihydro 1h Cyclopenta 7,9a Dihydro 6bh Cyclopenta Amphotericin B Antifungal Agent Naphtho[2,1 D]furan 5,6 Dione Perchloric Acid Unclassified Drug Anti-fungal Activity Arthroderma Gypseum Aspergillus Atomic Absorption Broth Dilution Candida Albicans Candida Parapsilosis Cell Membrane Permeability Controlled Study Cryptococcus Cryptococcus Gattii Cryptococcus Neoformans Dermatophyte Filamentous Fungus Fungal Cell Wall Fungal Membrane Fusarium Microsporum Canis Minimum Inhibitory Concentration Nonhuman Potassium Transport Candida Albicans Cytolysis Assay Fungal Cell Yeast Antifungal Agents Cell Membrane Permeability Fungi Humans Microbial Sensitivity Tests Mycoses Naphthoquinones Ferreira, Maria do Perpétuo Socorro Borges Carriço Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| topic_facet |
Ergosterol Naphthoquinone Perchloric Acid Sorbitol (naphtho[2,3 D]furan 5,10 Dione) Dione 1,4 Naphthoquinone Derivative 2,2 Dimethyl 2,3 Dihydronaphtho[1,2 B]furan 4,5 Dione 2,2 Dimethyl 2,3 Dihydronaphtho[2,3 B]furan 4,9 Dione 3a,10b Dihydro 1h Cyclopenta 7,9a Dihydro 6bh Cyclopenta Amphotericin B Antifungal Agent Naphtho[2,1 D]furan 5,6 Dione Perchloric Acid Unclassified Drug Anti-fungal Activity Arthroderma Gypseum Aspergillus Atomic Absorption Broth Dilution Candida Albicans Candida Parapsilosis Cell Membrane Permeability Controlled Study Cryptococcus Cryptococcus Gattii Cryptococcus Neoformans Dermatophyte Filamentous Fungus Fungal Cell Wall Fungal Membrane Fusarium Microsporum Canis Minimum Inhibitory Concentration Nonhuman Potassium Transport Candida Albicans Cytolysis Assay Fungal Cell Yeast Antifungal Agents Cell Membrane Permeability Fungi Humans Microbial Sensitivity Tests Mycoses Naphthoquinones |
| description |
This study evaluated the antifungal activities of synthetic naphthoquinones against opportunistic and dermatophytic fungi and their preliminary mechanisms of action. The minimum inhibitory concentrations (MICs) of four synthetic naphthoquinones for 89 microorganisms, including opportunistic yeast agents, dermatophytes and opportunistic filamentous fungi, were determined. The compound that exhibited the best activity was assessed for its action against the cell wall (sorbitol test), for interference associated with ergosterol interaction, for osmotic balance (K+ efflux) and for membrane leakage of substances that absorb at the wavelength of 260 nm. All tested naphthoquinones exhibited antifungal activity, and compound IVS320 (3a,10b-dihydro-1H-cyclopenta [b] naphtho [2,3-d] furan-5,10-dione)-dione) demonstrated the lowest MICs across the tested species. The MIC of IVS320 was particularly low for dermatophytes (values ranging from 5-28 μg/mL) and Cryptococcus spp. (3-5 μg/mL). In preliminary mechanism-of-action tests, IVS320 did not alter the fungal cell wall but did cause problems in terms of cell membrane permeability (efflux of K+ and leakage of substances that absorb at 260 nm). This last effect was unrelated to ergosterol interactions with the membrane. © 2014 Ferreira et al. |
| format |
Artigo |
| author |
Ferreira, Maria do Perpétuo Socorro Borges Carriço |
| author2 |
Cardoso, M. F.C. Silva, F. C. da Ferreira, V?tor Francisco Lima, Emerson Silva Souza, João Vicente Braga de |
| author2Str |
Cardoso, M. F.C. Silva, F. C. da Ferreira, V?tor Francisco Lima, Emerson Silva Souza, João Vicente Braga de |
| title |
Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| title_short |
Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| title_full |
Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| title_fullStr |
Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| title_full_unstemmed |
Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests |
| title_sort |
antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: preliminary mechanism-of-action tests |
| publisher |
Annals of Clinical Microbiology and Antimicrobials |
| publishDate |
2020 |
| url |
https://repositorio.inpa.gov.br/handle/1/15982 |
| _version_ |
1787141135299248128 |
| score |
11.755432 |