Superoxide dismutase mimetic activities of metal complexes of L-2(2-pyridyl)-1-pyrroline-5-carboxylic acid (pyrimine).
We previously isolated the strain Z-54 (Serratia marcescens O5:H1) which produces a reddish-violet pigment. The structure of this pigment was confirmed to be that of a peptide complex containing Fe2+ and L-2(2-pyridyl)-1-pyrroline-5-carboxylic acid (pyrimine), as a chromophore. We measured the superoxide dismutase mimetic activities for the pyrimine-metal complexes by xanthine oxidase/nitroblue tetrazolium and cytochrome c methods and found that the pyrimine-Cu2+ (2:1) complex shows the highest activity yet reported (IC50 = 0.11 microM) among the complexes tested. Pyrimine-Cu+, -Fe2+ and -Mn2+ complexes also gave relatively high SOD mimetic activities. ESR spectra observed for pyrimine-Cu2+ (4:1) showed the structure of the Cu(2+)-complex to be tetrahedral and coordinated with four nitrogen atoms. These results support the idea that the pyrimine-metal complexes might be potent SOD mimics.
Itami
C
C
Laboratory of Biochemistry, Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Nishinomiya, Japan.
Matsunaga
H
H
Sawada
T
T
Sakurai
H
H
Kimura
Y
Y
D000818:Animals; D002417:Cattle; D003300:Copper; D003574:Cytochrome c Group / Q000378:metabolism; D004578:Electron Spin Resonance Spectroscopy; D004912:Erythrocytes / Q000201:enzymology; D006863:Hydrogen-Ion Concentration; D007501:Iron; D007700:Kinetics; D008345:Manganese; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D012706:Serratia marcescens / Q000737:chemistry / Q000378:metabolism; D013482:Superoxide Dismutase / Q000097:blood / Q000378:metabolism*
D003574:Cytochrome c Group; D011725:Pyridines; C084932:pyrimine; D008345:Manganese; D003300:Copper; D011392:Proline; D007501:Iron; D013482:Superoxide Dismutase