Synthesis and characterization of new copper(I) complexes containing 4-(diphenylphosphane)benzoic acid and "scorpionate" ligands with "in vitro" superoxide scavenging activity.
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.
Santini
Carlo
C
Dipartimento di Scienze Chimiche, Università di Camerino, Via S Agostino 1, 62032 Camerino MC, Italy. carlo.santini@unicam.it
Pellei
Maura
M
Lobbia
Giancarlo Gioia
GG
Fedeli
Donatella
D
Falcioni
Giancarlo
G
D000166:Acridines / Q000737:chemistry; D001565:Benzoates / Q000737:chemistry* / Q000494:pharmacology; D003300:Copper / Q000737:chemistry*; D003497:Cyclic N-Oxides / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008024:Ligands; D008163:Luminescent Measurements; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000737:chemistry* / Q000494:pharmacology; D010720:Phosphines / Q000737:chemistry* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D013482:Superoxide Dismutase / Q000494:pharmacology; D013481:Superoxides / Q000037:antagonists & inhibitors*; D014969:Xanthine Oxidase / Q000737:chemistry / Q000378:metabolism
D000166:Acridines; D001565:Benzoates; D003497:Cyclic N-Oxides; D016166:Free Radical Scavengers; D008024:Ligands; D009942:Organometallic Compounds; D010720:Phosphines; D013481:Superoxides; C033472:10,10'-dimethyl-9,9'-biacridinium; D003300:Copper; D013482:Superoxide Dismutase; D014969:Xanthine Oxidase; C044646:phosphine; C003959:TEMPO