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Inactivation of cytochrome P-450 and production of N-alkylated porphyrins caused in isolated hepatocytes by substituted dihydropyridines. Structural requirements for loss of haem and alkylation of the pyrrole nitrogen atom.

作者信息

de Matteis F, Hollands C, Gibbs A H, de Sa N, Rizzardini M

出版信息

FEBS Lett. 1982 Aug 16;145(1):87-92. doi: 10.1016/0014-5793(82)81212-x.

DOI:10.1016/0014-5793(82)81212-x
PMID:6897045
Abstract
摘要

相似文献

1
Inactivation of cytochrome P-450 and production of N-alkylated porphyrins caused in isolated hepatocytes by substituted dihydropyridines. Structural requirements for loss of haem and alkylation of the pyrrole nitrogen atom.取代二氢吡啶在分离的肝细胞中引起的细胞色素P-450失活及N-烷基化卟啉的生成。血红素丢失和吡咯氮原子烷基化的结构要求。
FEBS Lett. 1982 Aug 16;145(1):87-92. doi: 10.1016/0014-5793(82)81212-x.
2
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.取代二氢吡啶引起的细胞色素P-450血红素部分的N-烷基化。诱导各种细胞色素P-450同工酶后不同吡咯氮原子的优先攻击。
Biochem J. 1983 May 1;211(2):455-61. doi: 10.1042/bj2110455.
3
Conversion of liver haem into N-substituted porphyrins or green pigments. Nature of the substituent at the pyrrole nitrogen atom.肝脏血红素转化为N-取代卟啉或绿色色素。吡咯氮原子上取代基的性质。
FEBS Lett. 1980 Sep 22;119(1):109-12. doi: 10.1016/0014-5793(80)81009-x.
4
The formation of N-alkylprotoporphyrin IX and destruction of cytochrome P-450 in the liver of rats after treatment with 3,5-diethoxycarbonyl-1,4-dihydrocollidine and its 4-ethyl analog.
Arch Biochem Biophys. 1982 Oct 1;218(1):220-4. doi: 10.1016/0003-9861(82)90339-3.
5
Liver production of N-alkylated porphyrins caused in mice by treatment with substituted dihydropyridines. Evidence that the alkyl group on the pyrrole nitrogen atom originates from the drug.用取代二氢吡啶处理小鼠后肝脏中N-烷基化卟啉的产生。吡咯氮原子上的烷基源自药物的证据。
FEBS Lett. 1981 Jul 6;129(2):328-31. doi: 10.1016/0014-5793(81)80194-9.
6
Studies on the inhibition of ferrochelatase by N-alkylated dicarboxylic porphyrins. Steric factors involved and evidence that the inhibition is reversible.N-烷基化二羧酸卟啉对亚铁螯合酶的抑制作用研究。相关空间因素及抑制作用可逆的证据。
Biochem J. 1985 Mar 1;226(2):537-44. doi: 10.1042/bj2260537.
7
N-alkylation of exogenous haem analogues caused by drugs in isolated hepatocytes. Structural isomerism and chirality of the resulting porphyrins.药物在分离的肝细胞中引起的外源性血红素类似物的N-烷基化。所得卟啉的结构异构和手性。
Biochem J. 1986 Aug 15;238(1):263-8. doi: 10.1042/bj2380263.
8
Ferrochelatase-inhibitory activity and N-alkylprotoporphyrin formation with analogues of 3,5-diethoxycarbonyl-1,4-dihydro-2,4,6-trimethylpyridine (DDC) containing extended 4-alkyl groups: implications for the active site of ferrochelatase.含延长4-烷基的3,5-二乙氧羰基-1,4-二氢-2,4,6-三甲基吡啶（DDC）类似物的亚铁螯合酶抑制活性及N-烷基原卟啉的形成：对亚铁螯合酶活性位点的意义
Mol Pharmacol. 1986 Oct;30(4):352-7.
9
Substrate-dependent irreversible inactivation of cytochrome P-450: conversion of its haem moiety into modified porphyrins.细胞色素P-450的底物依赖性不可逆失活：其血红素部分转化为修饰的卟啉。
Ciba Found Symp. 1980;76:119-39. doi: 10.1002/9780470720592.ch8.
10
Porphyrinogenic activity and ferrochelatase-inhibitory activity of sydnones in chick embryo liver cells.
FEBS Lett. 1986 Mar 3;197(1-2):17-20. doi: 10.1016/0014-5793(86)80289-7.

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-Methyl Protoporphyrin IX: An Understudied Porphyrin.- 原卟啉 IX 甲酯：一种研究不足的卟啉。
Chem Res Toxicol. 2022 Dec 19;35(12):2186-2193. doi: 10.1021/acs.chemrestox.2c00214. Epub 2022 Dec 2.
2
The association between chemical-induced porphyria and hepatic cancer.化学诱导的卟啉症与肝癌之间的关联。
Toxicol Res (Camb). 2018 Jun 1;7(4):647-663. doi: 10.1039/c8tx00019k. eCollection 2018 Jul 1.
3
Inhibition and induction of cytochrome P450 and the clinical implications.细胞色素P450的抑制与诱导及其临床意义。
Clin Pharmacokinet. 1998 Nov;35(5):361-90. doi: 10.2165/00003088-199835050-00003.
4
Formation of N-methyl protoporphyrin in chemically-induced protoporphyria. Studies with a novel porphyrogenic agent.
Arch Toxicol. 1993;67(3):179-85. doi: 10.1007/BF01973305.
5
Determination of the structure of an N-substituted protoporphyrin isolated from the livers of griseofulvin-fed mice.从服用灰黄霉素的小鼠肝脏中分离出的N-取代原卟啉结构的测定。
Biochem J. 1995 Apr 15;307 ( Pt 2)(Pt 2):505-12. doi: 10.1042/bj3070505.
6
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.取代二氢吡啶引起的细胞色素P-450血红素部分的N-烷基化。诱导各种细胞色素P-450同工酶后不同吡咯氮原子的优先攻击。
Biochem J. 1983 May 1;211(2):455-61. doi: 10.1042/bj2110455.
7
N-alkylation of exogenous haem analogues caused by drugs in isolated hepatocytes. Structural isomerism and chirality of the resulting porphyrins.药物在分离的肝细胞中引起的外源性血红素类似物的N-烷基化。所得卟啉的结构异构和手性。
Biochem J. 1986 Aug 15;238(1):263-8. doi: 10.1042/bj2380263.
8
Labelling in vivo and chirality of griseofulvin-derived N-alkylated protoporphyrins.灰黄霉素衍生的N-烷基化原卟啉的体内标记及手性
Biochem J. 1991 Dec 15;280 ( Pt 3)(Pt 3):813-6.
9
Inhibition of ferrochelatase and accumulation of porphyrins in mouse hepatocyte cultures exposed to porphyrinogenic chemicals.
Arch Toxicol. 1992;66(3):175-81. doi: 10.1007/BF01974011.