Biological studies on 2,1-benzisothiazole derivatives. I. Evaluation of antibacterial, antifungal and genotoxic activities of 1-acyl-3-acylimino-2,1-benzisothiazolines

Farmaco. 1990 Nov;45(11):1219-28.

Abstract

The in vitro evaluation of antibacterial, antifungal and genotoxic activities of some 1-acyl-3-acylimino-2,1-benzisothiazolines is described. Compounds 55, 58, 60 and 62 exhibited a selective antibacterial activity. Compounds 1, 2, 30, 59 and 63 were active against Botrytis cinerea, compounds 6, 20, 39 and 54 against Pythium irregulare. DNA-damaging activity in the Bacillus subtilis rec-assay was demonstrated for compounds 45, 46, 54, 55, 57 and 61. By the Salmonella-microsome assay, genotoxic activity was confirmed and demonstrated also for compounds 10, 28, 29, 40, 44, 47-53, 56, 58-60, 62 and 63. Relationships between structure and genotoxic activity showed that all compounds containing an aromatic -NO2 group, except compound 27, were active. Among derivatives containing a -CH2Cl group in the acylic chain, only compound 40 showed mutagenic activity.

MeSH terms

  • Animals
  • Anti-Bacterial Agents
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Anti-Infective Agents / toxicity
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Antifungal Agents / toxicity
  • Bacillus subtilis / drug effects
  • Bacillus subtilis / genetics
  • Bacteria / drug effects
  • Fungi / drug effects
  • Imines / chemical synthesis
  • Imines / pharmacology
  • Imines / toxicity
  • In Vitro Techniques
  • Microbial Sensitivity Tests
  • Mutagenicity Tests
  • Mutagens / chemical synthesis*
  • Mutagens / pharmacology
  • Mutagens / toxicity
  • Rats
  • Salmonella typhimurium / drug effects
  • Salmonella typhimurium / genetics
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology
  • Thiazoles / toxicity

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal Agents
  • Imines
  • Mutagens
  • Thiazoles