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Porphyrinogenic activity and ferrochelatase‐inhibitory activity of sydnones in chick embryo liver cells
Author(s) -
Sutherland E.P.,
Marks G.S.,
Grab L.A.,
de Montellano P.R.Ortiz
Publication year - 1986
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(86)80289-7
Subject(s) - ferrochelatase , protoporphyrin ix , chemistry , protoporphyrin , heme , erythropoietic protoporphyria , embryo , biochemistry , inhibitory postsynaptic potential , porphyria , microbiology and biotechnology , biology , enzyme , porphyrin , endocrinology , organic chemistry , photodynamic therapy
3‐[2‐(2,4,6‐Trimethylphenyl)thioethyl]‐4‐methylsydnone was shown to be a potent porphyrinogenic agent in chick embryo liver cells. The accumulation of protoporphyrin IX was consistent with the finding that ferrochelatase activity was inhibited. 3‐Benzyl‐4‐phenylsydnone did not inhibit ferrochelatase activity and protoporphyrin IX was found to constitute only a minor fraction of the porphyrins. These results support the idea that the porphyrinogenicity of 3‐[2‐(2,4,6‐trimethylphenyl)thioethyl]‐4‐methylsydnone is due to its catalytic activation by cytochrome P‐450 leading to heme alkylation and formation of N ‐vinylprotoporphyrin IX which inhibits ferrochelatase.