Knoer, Guenther (2001) Spontaneous nucleophilic addition of hydroxide ions to the meso-position of high-valent antimony-ore porphyrin complexes. JOURNAL OF INORGANIC BIOCHEMISTRY, 84 (3-4). pp. 297-299. ISSN 0162-0134
Full text not available from this repository. (Request a copy)Abstract
Bimolecular reactions of the antimony(V) porphyrin complexes SbO(tpp)OH, 1 and SbO(oep)OH. 2 with tetra-n-butylammonium hydroxide were investigated at 298 K in acetonitrile solution (tpp, dianion of 5,10,15,20-tetraphenylporphyrin and oep, dianion of 2,3,7,8,12,13,17,18-octaethylporphyrin). Spontaneous nucleophilic addition of hydroxide ions to the non-oxidized porphyrin macrocycle leads to novel hydroxyphlorin derivatives, which contain a saturated meso-carbon bridge. While this process is a reversible equilibrium reaction for the TPP derivative, the OEP complex undergoes subsequent demetallation and oxidative ring cleavage in the presence of dioxygen. Possible implications for the competitive inhibition of heme-oxygenase by high-valent metalloporphyrin therapeutics are discussed. (C) 2001 Elsevier Science B.V. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SN-MESOPORPHYRIN; HYPERBILIRUBINEMIA; TETRAPHENYLPORPHYRIN; BIOSYNTHESIS; DEGRADATION; INHIBITOR; OXIDATION; DIOXYGEN; porphyrins; metal oxo complexes; enzyme inhibitors; redox mechanisms; heme model compounds |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 07 Feb 2022 10:38 |
| Last Modified: | 07 Feb 2022 10:38 |
| URI: | https://pred.uni-regensburg.de/id/eprint/41590 |
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