Antifungal properties of substituted 1-phenyl-5-mercaptotetrazoles and their oxidation product, 5-bis-(1-phenyltetrazolyl)disulfide
Language English Country United States Media print
Document type Comparative Study, Journal Article, Research Support, Non-U.S. Gov't
PubMed
11271821
DOI
10.1007/bf02817412
Knihovny.cz E-resources
- MeSH
- Acetonitriles metabolism MeSH
- Antifungal Agents pharmacology MeSH
- Disulfides pharmacology MeSH
- Electrolysis MeSH
- Fungi drug effects MeSH
- Microbial Sensitivity Tests MeSH
- Tetrazoles pharmacology MeSH
- Chromatography, High Pressure Liquid MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Comparative Study MeSH
- Names of Substances
- 1-phenyl-5-mercaptotetrazole MeSH Browser
- acetonitrile MeSH Browser
- Acetonitriles MeSH
- Antifungal Agents MeSH
- Disulfides MeSH
- Tetrazoles MeSH
The antifungal effect of substituted 1-phenyl-5-mercaptotetrazoles was tested with Candida tropicalis, C. pseudotropicalis, C. mogii, Trichosporon cutaneum, Cryptococcus albidus and S. cerevisiae. Candida strains exhibited the lowest sensitivity to the compounds; the most sensitive was S. cerevisiae. The MIC values ranged from 40 to > 1000 mg/mL. The antifungal effect of halogenated compounds decreased in the series of bromo > chloro > fluoro derivatives. The electrochemical oxidation of substituted 1-phenyl-5-mercaptotetrazole derivatives in an acetonitrile medium was studied as a model for the enzymic oxidation of the substance, including study of the effect of water, perchloric and trifluoromethanesulfuric acids on E1/2 and I1. 5-Bis-(1-phenyltetrazolyl)disulfide, the compound with no antifungal effect, has been identified as the main oxidation product of 1-phenyl-5-mercaptotetrazole.
See more in PubMed
Cesk Farm. 1991 Apr;40(2):75-7 PubMed
Folia Microbiol (Praha). 1993;38(1):40-2 PubMed
Bioorg Med Chem Lett. 1999 Sep 20;9(18):2741-6 PubMed
Folia Microbiol (Praha). 1998;43(1):39-41 PubMed
J Biol Chem. 1988 Mar 5;263(7):3194-201 PubMed
Cesk Farm. 1984 Jul;33(6):230-4 PubMed
Chem Biol. 1998 Apr;5(4):185-96 PubMed
J Virol Methods. 1992 Dec 1;40(3):275-86 PubMed
Effect of structure on antibiotic action of new 9-(ethylthio)acridines