New derivatives of aryl-propionic acid. Synthesis and biological evaluation

Rev Med Chir Soc Med Nat Iasi. 2013 Apr-Jun;117(2):532-7.

Abstract

Aim: To design new derivatives of aryl-propionic acid with potential antibacterial and antioxidant activity.

Material and methods: New hydrazone of ibuprofen (2-(4-isobutylphenyl)propionic acid) have been synthesized by reaction of ethyl ester of ibuprofen with hydrazine hydrate and then condensation of corresponding hydrazide with various aromatic aldehydes.

Results: The synthesized compounds were screened for their antibacterial activity against Gram positive (Staphylococcus aureus ATCC 25923, Sarcinalutea ATCC 9341, Bacillus cereus ATCC 14579, Bacillus subtilis) and Gram negative bacterial strains (Escherichia coli ATCC 25922). Some of them were found to have good antibacterial activity. The antioxidant activity of these compounds was also tested using the total antiox idant capacity test.

Conclusions: The chemical modulations performed on ibuprofen structure have a good influence on the biological activity of the synthesized compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Hydrazines / chemical synthesis*
  • Hydrazines / chemistry
  • Hydrazines / pharmacology
  • Hydrazones / chemical synthesis*
  • Ibuprofen / analogs & derivatives*
  • Ibuprofen / chemical synthesis*
  • Ibuprofen / chemistry
  • Ibuprofen / pharmacology
  • Microbial Sensitivity Tests
  • Propionates / chemical synthesis*
  • Propionates / chemistry
  • Propionates / pharmacology

Substances

  • Aldehydes
  • Anti-Bacterial Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antineoplastic Agents
  • Antioxidants
  • Hydrazines
  • Hydrazones
  • Propionates
  • ibuprofen hydrazide
  • hydrazine
  • Ibuprofen