Synthesis, characterization and biological evaluation of N'-substituted-2-(5-(4-substitutedphenyl)-1,3,4-oxadiazol-2-ylthio)acetohydrazide derivatives

Shahid Rasool, Aziz-Ur-Rehman, Muhammad Athar Abbasi, Sabahat Zahra Siddiqui, Irshad Ahmad, Rabia Malik, Khalid Mohammed Khan

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Hydrazone derivatives bearing heterocyclic moiety have been synthesized to evaluate their antibacterial and enzyme inhibition activity. Two p-substituted carboxylic acids (1a and 1b) have been utilized to synthesize ethyl esters (2a and 2b), carbohydrazides (3a and 3b), 5- substituted-1,3,4-oxadiazol-2-thiols (4a and 4b), heterocyclic ethyl esters (5a and 5b) and finally acetohydrazides (6a and 6b). The final hydrazone derivatives, 8a-j and 9a-j, were synthesized by the reaction of 6a and 6b with different un/mono substituted benzaldehydes (7a-j) in methanol. The synthesized compounds were characterized by spectral data of IR, 1H-NMR and EIMS. The evaluation of these molecules for their antibacterial and lipoxygenase inhibition activities rendered 8g suitable antibacterial agent and lipoxygenase inhibitor and the remaining ones as moderate inhibitors.

Original languageEnglish
Pages (from-to)80-90
Number of pages11
JournalJournal of the Chemical Society of Pakistan
Volume38
Issue number1
StatePublished - Feb 2016
Externally publishedYes

Keywords

  • 1 3 4-Oxadiazole
  • Antibacterial activity
  • Carboxylic acids
  • Lipoxygenase inhibition activity

ASJC Scopus subject areas

  • General Chemistry

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