Design, synthesis, molecular modelling and in vitro screening of monoamine oxidase inhibitory activities of novel quinazolyl hydrazine derivatives

Adel Amer*, Abdelrahman H. Hegazi, Mohammed Khalil Alshekh, Hany Emary Ali Ahmed, Saied M. Soliman, Antonin Maniquet, Rona R. Ramsay

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

A new series of N'-substituted benzylidene-2-(4-oxo-2-phenyl-1,4-dihydroquinazolin-3(2H)-yl)acetohydrazide (5a-5h) has been synthesized, characterized by FT-IR, NMR spectroscopy and mass spectrometry and tested against human monoamine oxidase (MAO) A and B. Only (3-methoxy-4-hydroxy)benzoyl substituted compounds gave submicromolar inhibition of MAO-A and MAO-B. Changing the phenyl substituent to methyl on the unsaturated quinazoline ring (12a-12d) decreased inhibition but a less flexible linker (14a-14d) resulted in selective micromolar inhibition of hMAO B providing insight for ongoing design.
Original languageEnglish
Article number200050
Number of pages18
JournalRoyal Society Open Science
Volume7
DOIs
Publication statusPublished - 22 Apr 2020

Keywords

  • Structure-activity relationships
  • Quinazoline analogues
  • Antidepressant
  • Monoamine oxidase inhibitors

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