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杀菌剂六氯苯和五氯硝基苯的生物转化

Biotransformation of the fungicides hexachlorobenzene and pentachloronitrobenzene.

作者信息

Renner G

出版信息

Xenobiotica. 1981 Jul;11(7):435-46. doi: 10.3109/00498258109045854.

DOI:10.3109/00498258109045854
PMID:7027636
Abstract

This overview of the metabolism of the fungicides hexachlorobenzene (HCB) and pentachloronitrobenzene (PCNB) indicates similarities in their pathways of biotransformation. Several metabolites of HCB and PCNB, such as chlorinated benzenes, the mercapturic acid, thiophenols, thioanisoles and phenols are identical. Both Fungicides initially react with glutathione, with elimination or of the chlorine of the nitro group respectively. The conjugate, S-(pentachlorophenyl)glutathione, is further metabolized by cleavage of the glutamate and glycine results and acetylation of the amino group of the cysteinyl moiety, to give the mercapturic acid N-acetyl-S-(pentachlorophenyl)cysteine, a major metabolite of HCB and PCNB in rats and rabbits respectively, which is further metabolized to simpler sulphur-containing products.

摘要

对杀菌剂六氯苯(HCB)和五氯硝基苯(PCNB)代谢的概述表明,它们的生物转化途径存在相似性。HCB和PCNB的几种代谢产物,如氯苯、硫醚氨酸、硫酚、苯甲硫醚和酚类是相同的。两种杀菌剂最初都与谷胱甘肽反应,分别消除或去除硝基的氯。共轭物S-(五氯苯基)谷胱甘肽通过谷氨酸和甘氨酸的裂解以及半胱氨酰部分氨基的乙酰化进一步代谢,分别生成硫醚氨酸N-乙酰-S-(五氯苯基)半胱氨酸,这是HCB和PCNB在大鼠和兔子体内的主要代谢产物,其进一步代谢为更简单的含硫产物。

相似文献

1
Biotransformation of the fungicides hexachlorobenzene and pentachloronitrobenzene.杀菌剂六氯苯和五氯硝基苯的生物转化
Xenobiotica. 1981 Jul;11(7):435-46. doi: 10.3109/00498258109045854.
2
Biotransformation of derivatives of the fungicides pentachloronitrobenzene and hexachlorobenzene in mammals.杀菌剂五氯硝基苯和六氯苯衍生物在哺乳动物体内的生物转化
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Mechanisms of the reductive denitration of pentachloronitrobenzene (PCNB) and the reductive dechlorination of hexachlorobenzene (HCB).五氯硝基苯(PCNB)的还原脱硝和六氯苯(HCB)的还原脱氯机制。
Xenobiotica. 1984 Sep;14(9):705-10. doi: 10.3109/00498258409151468.
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Metabolic studies on pentachloronitrobenzene (PCNB) in rats.大鼠体内五氯硝基苯(PCNB)的代谢研究。
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The mercapturic acid biotransformation pathway of hexachlorobenzene is not involved in the induction of splenomegaly, or skin and lung lesions in the Brown Norway rat.
Arch Toxicol. 2000 Dec;74(10):609-17. doi: 10.1007/s002040000166.
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Studies on sex differences in excretion of sulphur derivatives of hexachlorobenzene and pentachloronitrobenzene by rats.
Toxicol Lett. 1991 Apr;56(1-2):87-94. doi: 10.1016/0378-4274(91)90093-l.
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Comparative metabolism of hexachlorobenzene and pentachloronitrobenzene in plants, rats, and rhesus monkeys.六氯苯和五氯硝基苯在植物、大鼠及恒河猴体内的代谢比较
Ecotoxicol Environ Saf. 1978 Dec;2(3-4):437-45. doi: 10.1016/s0147-6513(78)80017-7.
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Fate and effects of pentachloronitrobenzene in Rhesus monkeys.五氯硝基苯在恒河猴体内的命运及影响
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Tissue residues from feeding pentachloronitrobenzene (quintozene) to White Leghorn chickens.
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引用本文的文献

1
Effects of pentachloronitrobenzene and some of its known and possible metabolites on fungi.五氯硝基苯及其一些已知和可能的代谢物对真菌的影响。
Appl Environ Microbiol. 1983 Sep;46(3):765-8. doi: 10.1128/aem.46.3.765-768.1983.
2
Toxicogenomics of subchronic hexachlorobenzene exposure in Brown Norway rats.棕色挪威大鼠亚慢性六氯苯暴露的毒理基因组学
Environ Health Perspect. 2004 May;112(7):782-91. doi: 10.1289/ehp.112-1241993.
3
The role of the immune system in hexachlorobenzene-induced toxicity.免疫系统在六氯苯诱导的毒性中的作用。
Environ Health Perspect. 1999 Oct;107 Suppl 5(Suppl 5):783-92. doi: 10.1289/ehp.99107s5783.
4
Microbial methylation of benzenethiols and release of methylthiobenzenes.
Experientia. 1985 Jun 15;41(6):762-4. doi: 10.1007/BF02012585.
5
Effects of pentachlorophenol and some of its known and possible metabolites on fungi.五氯苯酚及其一些已知和可能的代谢产物对真菌的影响。
Appl Environ Microbiol. 1986 Jun;51(6):1370-2. doi: 10.1128/aem.51.6.1370-1372.1986.