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Title: Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: Preliminary mechanism-of-action tests
Authors: 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
Keywords: Ergosterol
Perchloric Acid
(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
Atomic Absorption
Broth Dilution
Candida Albicans
Candida Parapsilosis
Cell Membrane Permeability
Controlled Study
Cryptococcus Gattii
Cryptococcus Neoformans
Filamentous Fungus
Fungal Cell Wall
Fungal Membrane
Microsporum Canis
Minimum Inhibitory Concentration
Potassium Transport
Candida Albicans
Cytolysis Assay
Fungal Cell
Antifungal Agents
Cell Membrane Permeability
Microbial Sensitivity Tests
Issue Date: 2014
metadata.dc.publisher.journal: Annals of Clinical Microbiology and Antimicrobials
metadata.dc.relation.ispartof: Volume 13, Número 1
Abstract: 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.
metadata.dc.identifier.doi: 10.1186/1476-0711-13-26
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