Synthesis and antimicrobial, acetylcholinesterase and butyrylcholinesterase inhibitory activities of novel ester and hydrazide derivatives of 3(2H)-pyridazinone


ÖZÇELİK A. B. , Gokce M., ERDOĞAN ORHAN İ., Kaynak F., Sahin M. F.

ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, vol.60, no.7, pp.452-458, 2010 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 60 Issue: 7
  • Publication Date: 2010
  • Doi Number: 10.1055/s-0031-1296311
  • Journal Name: ARZNEIMITTELFORSCHUNG-DRUG RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.452-458
  • Keywords: Acetylcholinesterase inhibitors, Antimicrobial activity, Butyrylcholinesterase inhibitors, 3(2H)-Pyridazinone-2-yl esters, 3(2H)-Pyridazinone-2-yl hydrazides, ANTIINFLAMMATORY ACTIVITY, PYRIDAZINONE DERIVATIVES, ANTIPLATELET PROPERTIES, ANTIFUNGAL ACTIVITY, ANALOGS
  • Gazi University Affiliated: Yes

Abstract

In the current study, some novel ethyl 6-[(substituted-phenylpiperazine]-3(2H)-pyridazinone-2-yl propionate III and 6-[(substituted-phenylpiperazine]-3(2H)-pyridazinone-2-yl propionohydrazide IV derivatives were synthesized as acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitors. The structures of these new pyridazinone derivatives were confirmed by their IR, H-1-NMR spectra and elementary analysis. 6-Substituted-3(2H)-pyridazinone-2-yl propionate IIIa-e derivatives showed significant inhibitory activity against AChE and BChE. 6-[4-(3-Trifluoromethylphenyl)-piperazinel-3(2H)-pyridazinone-2-yl propionate IIIe has been found to be the most active compound in terms of inhibition of either AChE or BChE. Compound IIIe exhibited inhibitory activity close to that of galantamine (CAS 357-70-0) and did not show any selectivity between the two enzymes. Also the antimicrobial activities of III and IV derivatives have been evaluated. All III and IV derivatives exhibited poor antibacterial activities but moderate antifungal activities.