Structure and biological profile of transition metal complexes with (E)-4-(2-(pyridin-2-ylmethylene)hydrazinyl)quinazoline

J Inorg Biochem. 2021 Jun:219:111448. doi: 10.1016/j.jinorgbio.2021.111448. Epub 2021 Apr 2.

Abstract

The interaction of the recently reported quinazoline derivative (E)-4-(2-(pyridin-2-ylmethylene)hydrazinyl)quinazoline (L) with a series of metal(II) (= copper(II), nickel(II), cobalt(II) and cadmium(II)) chlorides or nitrates resulted in the formation of mononuclear complexes which were characterized by spectroscopic techniques and single-crystal X-ray crystallography, i.e. [Cu(L)2]Cl2·4H2O (1·4H2O), [Ni(L)2]Cl2·4H2O (2·4H2O), [Ni(L)2](NO3)2·MeOH (3·MeOH), [Co(L)2]Cl2·4H2O (4·4H2O), [Co(L)2](NO3)2·H2O (5·H2O), [Co(L)2](NO3)3·2.5H2O (6·2.5H2O), [Cd(L)(Cl)2]·H2O (7·H2O) and [Cd(L)(CH3OH)(H2O)(NO3)](NO3) (8). The biological profile of the complexes was further assessed in regard to their binding affinity with calf-thymus DNA, their cleavage ability towards pBluescript II KS plasmid DNA in the absence or presence of irradiation of various wavelengths, their interaction with bovine serum albumin and finally, their ability to scavenge 1,1-diphenyl-picrylhydrazyl and 2,2΄-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) radicals and to reduce H2O2.

Keywords: Antioxidant activity; Interaction with DNA; Interaction with albumins; Quinazoline derivative; Transition metals.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / metabolism
  • Benzothiazoles / metabolism
  • Biphenyl Compounds / metabolism
  • Cadmium / chemistry
  • Cattle
  • Cobalt / chemistry
  • Coordination Complexes / chemistry*
  • Coordination Complexes / metabolism*
  • Copper / chemistry
  • Crystallography, X-Ray / methods
  • DNA / chemistry
  • Humans
  • Hydrogen Peroxide / metabolism
  • Molecular Structure
  • Nickel / chemistry
  • Picrates / metabolism
  • Protein Binding
  • Quinazolines / chemistry*
  • Quinazolines / metabolism*
  • Serum Albumin, Bovine / metabolism
  • Sulfonic Acids / metabolism

Substances

  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Coordination Complexes
  • Picrates
  • Quinazolines
  • Sulfonic Acids
  • Cadmium
  • Serum Albumin, Bovine
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • Cobalt
  • Copper
  • Nickel
  • DNA
  • calf thymus DNA
  • Hydrogen Peroxide
  • 1,1-diphenyl-2-picrylhydrazyl