A new synthesis of oxadiazole, thiazolidinone, N-phthalimidoamino carbonyl and arylidene derivatives with potential antimicrobial activity

Arch Pharm (Weinheim). 2002 Jun;335(6):251-61. doi: 10.1002/1521-4184(200208)335:6<251::AID-ARDP251>3.0.CO;2-5.

Abstract

Condensation of carbohydrazide derivatives Ia, b with dimethyl acetylenedicarboxylate and acetylenedicarboxylic acid yielded benzofuran derivatives II a-d. Reaction of Ib with aromatic aldehydes formed products III a-d. Treatment of compounds III a-d with mercaptoacetic acid yielded the cyclocondensation products (IVa-d). Phthalic anhydride reacted with compounds (Ia, b)to form products (Va, b). It has been found that both khellin and visnagin (VIa, b)react with aromatic aldehydes to give arylidene derivatives (VIIa-e). Condensation of diphenyl nitrilamine with 2-arylidene furochromones VII derivatives afforded cyclo-adducts (VIII a-i). The antibacterial activities of the selected compounds were tested against Staphylococcus aureus, B. subtilis, E. coli, Pseudomonas, Salmonella and Erwinia with good results.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology*
  • Bacteria / drug effects*
  • Chemical Phenomena
  • Chemistry, Physical
  • Indicators and Reagents
  • Khellin / chemistry
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Oxazoles / chemical synthesis*
  • Oxazoles / pharmacology*
  • Phthalimides / chemical synthesis*
  • Phthalimides / pharmacology*
  • Spectrophotometry, Infrared
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Indicators and Reagents
  • Oxazoles
  • Phthalimides
  • Thiazoles
  • Khellin