Synthesis and characterization of new copper(I) complexes containing 4-(diphenylphosphane)benzoic acid and "scorpionate" ligands with "in vitro" superoxide scavenging activity

J Inorg Biochem. 2003 Apr 1;94(4):348-54. doi: 10.1016/s0162-0134(03)00028-x.

Abstract

New copper(I) complexes have been synthesised from the reaction of CuCl with 4-(diphenylphosphane)benzoic acid and lithium tris(1H-pyrazol-1-yl)methanesulfonate, Li(SO(3))C(pz)(3), sodium hydrotris(3-trifluoromethyl-1H-pyrazol-1-yl)borate, NaHB[3-(CF(3))pz](3), potassium dihydrobis(1H-1,2,4-triazol-1-yl)borate, KH(2)B(tz)(2), hydrotris(1H-1,2,4-triazol-1-yl)borate, KHB(tz)(3), sodium hydrotris(1H-pyrazol-1-yl)borate, NaHB(pz)(3), potassium hydrotris(3,5-dimethyl-1H-pyrazol-1-yl)borate KHB(3,5-Me(2)Pz)(3) or potassium hydrotris(4-bromo-1H-pyrazol-1-yl)borate KHB(4-Brpz)(3). The complexes obtained have been characterized by elemental analyses and FT-IR in the solid state, and by NMR (1H and 31P[(1)H]) spectroscopy and conductivity measurements in solution. The solution data are consistent with partial dissociation of the sterically hindered complexes by way of breaking of Cu-P and Cu-N bonds. Electrospray mass spectrometry has been used to investigate the relative properties of the 4-(diphenylphosphane)benzoic acid and of the "scorpionate" ligands towards copper(I) ions. Chemiluminescence technique was used to evaluate the superoxide scavenging activity of these new copper complexes.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acridines / chemistry
  • Benzoates / chemistry*
  • Benzoates / pharmacology
  • Copper / chemistry*
  • Cyclic N-Oxides / pharmacology
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Inhibitory Concentration 50
  • Ligands
  • Luminescent Measurements
  • Magnetic Resonance Spectroscopy
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / pharmacology
  • Phosphines / chemistry*
  • Phosphines / pharmacology
  • Spectrometry, Mass, Electrospray Ionization
  • Spectroscopy, Fourier Transform Infrared
  • Superoxide Dismutase / pharmacology
  • Superoxides / antagonists & inhibitors*
  • Xanthine Oxidase / chemistry
  • Xanthine Oxidase / metabolism

Substances

  • Acridines
  • Benzoates
  • Cyclic N-Oxides
  • Free Radical Scavengers
  • Ligands
  • Organometallic Compounds
  • Phosphines
  • Superoxides
  • 10,10'-dimethyl-9,9'-biacridinium
  • Copper
  • Superoxide Dismutase
  • Xanthine Oxidase
  • phosphine
  • TEMPO