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呋喃唑酮侧链的代谢降解研究

Investigation on the metabolic degradation of the side chain of furazolidone.

作者信息

Hunder G, Schmid A, Mayring L

机构信息

Institut für Pharmakologie, Toxikologie und Pharmazie, Tierärztlichen Fakultät, Universität München, Federal Republic of Germany.

出版信息

Arch Toxicol. 1987 Dec;61(2):161-3. doi: 10.1007/BF00661377.

DOI:10.1007/BF00661377
PMID:3439890
Abstract

The investigation was aimed at providing insight into the side chain metabolism of furazolidone in mice. The agents used in the experiments were furazolidone, 3-amino-2-oxazolidinone, oxazolidinone, nitrofurantoin, 3-aminohydantoin and hydantoin, administered intraperitoneally at five equimolar doses ranging from 0.178 to 0.888 mmol/kg. The parameters investigated included ethane and ethylene expiration, formation of malondialdehyde and total glutathione content in the liver. Ethylene expiration was found to be strongly enhanced by aminooxazolidinone and slightly increased by furazolidone. Ethane expiration was increased after aminooxazolidinone administration. Malondialdehyde formation was not affected by any of the agents used. Total glutathione was decreased by furazolidone and nitrofurantoin. The above findings indicate that, in vivo, the azomethine linkage of the side chain of furazolidone hydrolyses to form 3-amino-2-oxazolidinone, subsequently cleaved to ethylene.

摘要

该研究旨在深入了解呋喃唑酮在小鼠体内的侧链代谢情况。实验中使用的药物有呋喃唑酮、3-氨基-2-恶唑烷酮、恶唑烷酮、呋喃妥因、3-氨基乙内酰脲和乙内酰脲,以0.178至0.888 mmol/kg的五个等摩尔剂量腹腔注射。所研究的参数包括乙烷和乙烯呼出量、肝脏中丙二醛的形成以及总谷胱甘肽含量。发现氨基恶唑烷酮可强烈增强乙烯呼出量,呋喃唑酮可使其略有增加。给予氨基恶唑烷酮后乙烷呼出量增加。所使用的任何药物均未影响丙二醛的形成。呋喃唑酮和呋喃妥因可降低总谷胱甘肽含量。上述研究结果表明,在体内,呋喃唑酮侧链的甲亚胺键水解形成3-氨基-2-恶唑烷酮,随后裂解为乙烯。

相似文献

1
Investigation on the metabolic degradation of the side chain of furazolidone.呋喃唑酮侧链的代谢降解研究
Arch Toxicol. 1987 Dec;61(2):161-3. doi: 10.1007/BF00661377.
2
Lipid peroxidation: a possible mechanism of trichloroethylene-induced nephrotoxicity.脂质过氧化:三氯乙烯诱导肾毒性的一种可能机制。
Toxicology. 1989 Apr;55(1-2):131-41. doi: 10.1016/0300-483x(89)90180-7.
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Ethene (ethylene) and ethane exhalation in Ni[II]-treated rats, using an improved rebreathing apparatus.使用改良的再呼吸装置,检测镍(II)处理大鼠体内乙烯和乙烷的呼出情况。
Ann Clin Lab Sci. 1986 Sep-Oct;16(5):386-94.
4
Depletion of protein-bound furazolidone metabolites containing the 3-amino-2-oxazolidinone side-chain from liver, kidney and muscle tissues from pigs.
Food Addit Contam. 1992 Nov-Dec;9(6):623-30. doi: 10.1080/02652039209374117.
5
Effect of deferrioxamine and diethyldithiocarbamate on paracetamol-induced hepato- and nephrotoxicity. The role of lipid peroxidation.
J Appl Toxicol. 1988 Aug;8(4):261-5. doi: 10.1002/jat.2550080407.
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Reductive metabolism of furazolidone by Escherichia coli and rat liver in vitro.呋喃唑酮在体外经大肠杆菌和大鼠肝脏的还原代谢。
Drug Metab Dispos. 1984 Nov-Dec;12(6):732-41.
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The bioavailability of residues of the furazolidone metabolite 3-amino-2-oxazolidinone in porcine tissues and the effect of cooking upon residue concentrations.呋喃唑酮代谢物3-氨基-2-恶唑烷酮在猪组织中的残留生物利用度以及烹饪对残留浓度的影响。
Food Addit Contam. 1997 Jul;14(5):507-13. doi: 10.1080/02652039709374558.
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The use of pig hepatocytes to study the nature of protein-bound metabolites of furazolidone: a new analytical method for their detection.
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Hepatic disposition of clinically useful 5-nitrofurans.临床常用5-硝基呋喃类药物的肝脏处置情况。
Biochem Pharmacol. 1987 Sep 1;36(17):2875-8. doi: 10.1016/0006-2952(87)90283-8.
10
Binding of 14C-furazolidone metabolites to the muscular and hepatic proteins of trout.14C-呋喃唑酮代谢产物与虹鳟鱼肌肉和肝脏蛋白质的结合。
Food Addit Contam. 1996 Feb-Mar;13(2):199-209. doi: 10.1080/02652039609374398.

本文引用的文献

1
An enzyme from rat liver catalysing conjugations with glutathione. 2. Replacement of nitro groups.一种来自大鼠肝脏的可催化与谷胱甘肽结合反应的酶。2. 硝基的取代。
Biochem J. 1963 Apr;87(1):4-9. doi: 10.1042/bj0870004.
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Metabolic degradation of the nitrofurans.硝基呋喃的代谢降解
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Ethylene formation in rat liver microsomes.大鼠肝脏微粒体中的乙烯形成。
Science. 1966 Apr 8;152(3719):213-4. doi: 10.1126/science.152.3719.213.
4
Enzyme-catalysed reactions between some 2-substituted 5-nitrofuran derivatives and glutathione.一些2-取代5-硝基呋喃衍生物与谷胱甘肽之间的酶催化反应。
Biochem J. 1970 Sep;119(3):463-72. doi: 10.1042/bj1190463.
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Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues.用于定量测定纳克级总谷胱甘肽和氧化型谷胱甘肽的酶法:应用于哺乳动物血液及其他组织
Anal Biochem. 1969 Mar;27(3):502-22. doi: 10.1016/0003-2697(69)90064-5.
6
[Toxicologic evaluation of nitrofuran derivatives].[硝基呋喃衍生物的毒理学评价]
Tierarztl Prax. 1985;13(4):471-7.