Literature DB >> 7406869

Drug-induced conversion of liver haem into modified porphyrins. Evidence for two classes of products.

F De Matteis, A H Gibbs.   

Abstract

A porphyrin with inhibitory activity towards protohaem ferro-lyase (EC 4.99.1.1) was isolated from the liver of mice given either griseofulvin or isogriseofulvin. This porphyrin resembles closely in chromatographic and spectral properties the inhibitory pigment isolated after treatment with 3,5-diethoxycarbonyl-1,4-dihydrocollidine, but differs from other green pigments that do not inhibit protohaem ferro-lyase. A hypothesis is proposed to account for the differences in properties between the two groups of pigments and for the mechanism of inhibition of the enzyme.

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Year:  1980        PMID: 7406869      PMCID: PMC1162524          DOI: 10.1042/bj1870285

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  8 in total

1.  Effects of diethyl-1, 4-dihydro-2, 4,6-trimethylpyridine-3,5-dicarboxylate on the metabolism of porphyrins and iron.

Authors:  J ONISAWA; R F LABBE
Journal:  J Biol Chem       Date:  1963-02       Impact factor: 5.157

2.  Stimulation of the pathway of porphyrin synthesis in the liver of rats and mice by griseofulvin, 3,5-Diethoxycarbonyl-1,4-dihydrocollidine and related drugs: evidence for two basically different mechanisms.

Authors:  F De Matteis; A H Gibbs
Journal:  Biochem J       Date:  1975-01       Impact factor: 3.857

3.  Decarboxylation of porphyrinogens by rat liver uroporphyrinogen decarboxylase.

Authors:  A G Smith; J E Francis
Journal:  Biochem J       Date:  1979-11-01       Impact factor: 3.857

4.  Suicidal inactivation of cytochrome P-450. Formation of a heme-substrate covalent adduct.

Authors:  P R Ortiz de Montellano; B A Mico; G S Yost
Journal:  Biochem Biophys Res Commun       Date:  1978-07-14       Impact factor: 3.575

5.  Self-catalyzed destruction of cytochrome P-450: covalent binding of ethynyl sterols to prosthetic heme.

Authors:  P R Ortiz de Montellano; K L Kunze; G S Yost; B A Mico
Journal:  Proc Natl Acad Sci U S A       Date:  1979-02       Impact factor: 11.205

6.  Studies on the mechanism of experimental porphyria produced by 3,5-diethoxycarbonyl-1,4-dihydrocollidine. Role of a porphyrin-like inhibitor of protohaem ferro-lyase.

Authors:  T R Tephly; A H Gibbs; F De Matteis
Journal:  Biochem J       Date:  1979-04-15       Impact factor: 3.857

7.  Metabolic activation of acetylenic substituents to derivatives in the rat causing the loss of hepatic cytochrome P-450 and haem.

Authors:  I N White
Journal:  Biochem J       Date:  1978-09-15       Impact factor: 3.857

8.  Alteration of the porphyrin nucleus of cytochrome P-450 caused in the liver by treatment with allyl-containing drugs. Is the modified porphyrin N-substituted?

Authors:  F De Matteis; L Cantoni
Journal:  Biochem J       Date:  1979-10-01       Impact factor: 3.857

  8 in total
  16 in total

1.  Measurement of ferrochelatase activity using a novel assay suggests that plastids are the major site of haem biosynthesis in both photosynthetic and non-photosynthetic cells of pea (Pisum sativum L.).

Authors:  Johanna E Cornah; Jennifer M Roper; Davinder Pal Singh; Alison G Smith
Journal:  Biochem J       Date:  2002-03-01       Impact factor: 3.857

2.  Quantitative analysis of flux along the gluconeogenic, glycolytic and pentose phosphate pathways under reducing conditions in hepatocytes isolated from fed rats.

Authors:  J M Crawford; J J Blum
Journal:  Biochem J       Date:  1983-06-15       Impact factor: 3.857

Review 3.  Regulation by heme of synthesis and intracellular translocation of delta-aminolevulinate synthase in the liver.

Authors:  G Kikuchi; N Hayashi
Journal:  Mol Cell Biochem       Date:  1981-06-09       Impact factor: 3.396

4.  Phototoxicity of protoporphyrin as related to its subcellular localization in mice livers after short-term feeding with griseofulvin.

Authors:  S Sandberg; I Romslo
Journal:  Biochem J       Date:  1981-07-15       Impact factor: 3.857

5.  Isolation of two N-monosubstituted protoporphyrins, bearing either the whole drug or a methyl group on the pyrrole nitrogen atom, from liver of mice given griseofulvin.

Authors:  A E Holley; Y Frater; A H Gibbs; F De Matteis; J H Lamb; P B Farmer; S Naylor
Journal:  Biochem J       Date:  1991-03-15       Impact factor: 3.857

6.  Up-regulation of CYP2A5 expression by porphyrinogenic agents in mouse liver.

Authors:  P Salonpää; K Krause; O Pelkonen; H Raunio
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  1995-04       Impact factor: 3.000

7.  Formation of N-methyl protoporphyrin in chemically-induced protoporphyria. Studies with a novel porphyrogenic agent.

Authors:  Y Frater; A Brady; E A Lock; F De Matteis
Journal:  Arch Toxicol       Date:  1993       Impact factor: 5.153

8.  N-alkylation of the haem moiety of cytochrome P-450 caused by substituted dihydropyridines. Preferential attack of different pyrrole nitrogen atoms after induction of various cytochrome P-450 isoenzymes.

Authors:  F De Matteis; A H Gibbs; C Hollands
Journal:  Biochem J       Date:  1983-05-01       Impact factor: 3.857

9.  Formation of N-alkylated protoporphyrin IX in the livers of mice after diethylnitrosamine treatment.

Authors:  I N White; A G Smith; P B Farmer
Journal:  Biochem J       Date:  1983-06-15       Impact factor: 3.857

10.  Destruction of liver haem by norethindrone. Conversion into green pigments.

Authors:  I N White
Journal:  Biochem J       Date:  1981-05-15       Impact factor: 3.857

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