Disulfiram-based disulfides as narrow-spectrum antibacterial agents
摘要:
Sixteen disulfides derived from disulfiram (Antabuse (TM)) were evaluated as antibacterial agents. Derivatives with hydrocarbon chains of seven and eight carbons in length exhibited antibacterial activity against Gram-positive Staphylococcus, Streptococcus, Enterococcus, Bacillus, and Listeria spp. A comparison of the cytotoxicity and microsomal stability with disulfiram further revealed that the eight carbon chain analog was of lower toxicity to human hepatocytes and has a longer metabolic half-life. In the final analysis, this investigation concluded that the S-octylthio derivative is a more effective growth inhibitor of Gram-positive bacteria than disulfiram and exhibits more favorable cytotoxic and metabolic parameters over disulfiram. (C) 2018 Elsevier Ltd. All rights reserved.
An efficient C–S/S–Sformation for the chemoselective synthesis of aryl dithiocarbamate (C–Sformation) and aryl dialkylcarbamo(dithioperoxo)thioate (S–Sformation) was studied. The transformation is simple and features easily available starting materials, high selectivity, showing its potential to synthesize biologically or pharmaceutically active compounds.