Synthesis, antimicrobial and cytotoxic activities of sulfonamidomethane linked heterocycles

Chem Pharm Bull (Tokyo). 2013;61(7):722-30. doi: 10.1248/cpb.c13-00218.

Abstract

A new class of sulfonamidomethane pyrrolyl-oxadiazoles/thiadiazoles and pyrazolyl-oxadiazoles/thiadiazoles was prepared from arylsulfonylaminoacetic acid hydrazides and E-cinnamic acid. The lead compounds were tested for antimicrobial and cytotoxic activities. The thiadiazole compounds having chloro substituent on the aromatic ring 4c, 8c and 10c exhibited comparable antibacterial activity against Pseudomonas aeruginosa and also antifungal activity against Penicillium chrysogenum. The styryl oxadiazole compound 3c showed appreciable cytotoxic activity on A549 lung carcinoma cells which can be used as a lead compound in the future studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Anti-Infective Agents / toxicity
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Heterocyclic Compounds / chemistry*
  • Heterocyclic Compounds / pharmacology
  • Heterocyclic Compounds / toxicity
  • Humans
  • Microbial Sensitivity Tests
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / chemistry
  • Oxadiazoles / toxicity
  • Penicillium chrysogenum / drug effects
  • Pseudomonas aeruginosa / drug effects
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry*
  • Sulfonamides / toxicity
  • Thiadiazoles / chemistry

Substances

  • 2-(p-chlorophenylsulfonylaminomethyl)-5-styryl-1,3,4-oxadiazole
  • Anti-Infective Agents
  • Heterocyclic Compounds
  • Oxadiazoles
  • Sulfonamides
  • Thiadiazoles