Among 31 3,4-dihydro-s-triazinobenzimidazole derivatives tested 12 compounds showed in vitro antimicrobial activity against G+ bacteria. Best results were obtained with substances containing naphthyl or halogenated phenyl group on the triazine ring. The tested derivatives had no significant in vitro antimicrobial activity against either the used G- species or fungi.

• MeSH
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents chemistry   pharmacology   MeSH
• Benzimidazoles chemistry   pharmacology   MeSH
• Gram-Negative Bacteria drug effects   MeSH
• Gram-Positive Bacteria drug effects   MeSH
• Fungi drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Triazines chemistry   MeSH
• Publication type
• Journal Article MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents MeSH
• Benzimidazoles MeSH
• Triazines MeSH

Six new 9-(ethylthio)acridine derivatives were examined for antibacterial and antifungal activities with 10 bacterial and 8 yeast strains. The only active compounds were 2- and 3-amino derivatives. The observed MICs (mg/L) for 2-amino-9-(ethylthio)acridine (possessing the highest biological activity) were 12 (P. mirabilis), 30 (B. subtillis), 60 (C. freundii), 90 (E. coli), 128 (E. vulneris) and 500 (S. marcescens and S. aureus). Both amino derivatives have also lowest half-wave potential (E1/2) and field Swain-Lupton constants (describing oxidoreduction behavior) what supports the importance of acridine ion formation in the mechanism of antimicrobial action.

• MeSH
• Acridines chemical synthesis   chemistry   pharmacology   MeSH
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents chemical synthesis   chemistry   pharmacology   MeSH
• Bacteria drug effects   MeSH
• Yeasts drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Molecular Structure MeSH
• Structure-Activity Relationship MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Acridines MeSH
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents 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.

• 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