Fine tuning the reactivity of corrole-based catalytic antioxidants.
In order to determine the electronic factors that may affect the catalytic antioxidant activity of water-soluble metallocorroles a series of 10-aryl-5,15-pyridinium manganese(III) corroles was prepared. These complexes were examined regarding the effect of the C(10) substituent on the Mn(IV)/Mn(III) redox potentials,  catalytic rate constants for decomposition of HOONO,  prevention of tyrosine nitration, and  superoxide dismutase activity. This structure-activity relationship investigation provides new insight regarding the mechanism by which manganese(III) corroles act as catalytic antioxidants. It also discloses the superiority of the C(10)-anysil-substituted complex in all examined aspects.
Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa 32000, Israel.
Zoya
Z
Okun
Zeev
Z
Gross
D000975:Antioxidants / Q000138:chemical synthesis*; D002384:Catalysis; D055664:Electrochemical Techniques; D007700:Kinetics; D008345:Manganese / Q000737:chemistry*; D008665:Metalloporphyrins / Q000138:chemical synthesis*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D030421:Peroxynitrous Acid / Q000737:chemistry; D011166:Porphyrins / Q000138:chemical synthesis*; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D013482:Superoxide Dismutase / Q000737:chemistry; D013816:Thermodynamics; D014443:Tyrosine / Q000737:chemistry; D014867:Water / Q000737:chemistry
D000975:Antioxidants; D008665:Metalloporphyrins; D011166:Porphyrins; C431863:corrole; D014867:Water; D030421:Peroxynitrous Acid; D014443:Tyrosine; D008345:Manganese; D013482:Superoxide Dismutase