4-乙炔基联苯中乙炔基的代谢氧化。
Metabolic oxidation of the ethynyl group in 4-ethynylbiphenyl.
作者信息
Wade A, Symons A M, Martin L, Parke D V
出版信息
Biochem J. 1979 Dec 15;184(3):509-17. doi: 10.1042/bj1840509.
Abstract
- 4-Ethynylbiphenyl undergoes extensive metabolism in the rat and the rabbit, involving aromatic hydroxylation and oxidation of the ethynyl group. No metabolites containing the intact ethynyl group were detected. 2. In the rat unchanged 4-ethynylbiphenyl was concentrated initially in the adipose tissue. No other tissues accumulated significant amounts of radioactivity. 3. The major metabolites were the same in both the rat and the rabbit, namely 4'-hydroxybiphenyl-4-ylacetic acid (90-95% of dose) and biphenyl-4-ylacetic acid (2-10% of dose). 4. Excretion was slower in the rat than in the rabbit, probably because of greater biliary and faecal excretion in the rat. Biliary excretion and enterohepatic circulation of biphenyl-4-ylacetic acid and 4'-hydroxybiphenyl-4-ylacetic acid were demonstrated in the rat.
摘要
- 4-乙炔基联苯在大鼠和兔子体内经历广泛代谢，涉及芳香环羟基化和乙炔基氧化。未检测到含有完整乙炔基的代谢物。2. 在大鼠体内，未变化的4-乙炔基联苯最初集中在脂肪组织中。没有其他组织积累大量放射性。3. 大鼠和兔子体内的主要代谢物相同，即4'-羟基联苯-4-乙酸（占剂量的90-95%）和联苯-4-乙酸（占剂量的2-10%）。4. 大鼠的排泄比兔子慢，可能是因为大鼠的胆汁和粪便排泄量更大。在大鼠体内证实了联苯-4-乙酸和4'-羟基联苯-4-乙酸的胆汁排泄和肠肝循环。
相似文献
1
Metabolic oxidation of the ethynyl group in 4-ethynylbiphenyl.4-乙炔基联苯中乙炔基的代谢氧化。
Biochem J. 1979 Dec 15;184(3):509-17. doi: 10.1042/bj1840509.
2
The metabolic oxidation of the ethynyl group in 4-ethynylbiphenyl in vitro.4-乙炔基联苯中乙炔基在体外的代谢氧化。
Biochem J. 1980 Jun 15;188(3):867-72. doi: 10.1042/bj1880867.
3
The metabolism of biphenyl. IV. Phenolic metabolites in the guinea pig and the rabbit.联苯的代谢。IV. 豚鼠和兔子体内的酚类代谢产物。
Acta Pharmacol Toxicol (Copenh). 1977 Feb;40(2):193-200. doi: 10.1111/j.1600-0773.1977.tb02068.x.
4
Tissue distribution and biliary excretion of prostacyclin metabolites in the rat.大鼠中前列环素代谢产物的组织分布及胆汁排泄
J Pharmacol Exp Ther. 1980 Jul;214(1):24-30.
5
Shift of the acetylenic hydrogen during chemical and enzymatic oxidation of the biphenylacetylene triple bond.联苯乙炔三键在化学和酶促氧化过程中乙炔氢的迁移。
Arch Biochem Biophys. 1981 Jul;209(2):710-2. doi: 10.1016/0003-9861(81)90333-7.
6
The metabolism of biphenyl. II. Phenolic metabolites in the rat.联苯的代谢。II. 大鼠体内的酚类代谢产物。
Acta Pharmacol Toxicol (Copenh). 1976;39(4):419-32. doi: 10.1111/j.1600-0773.1976.tb03193.x.
7
Identification of urinary and biliary metabolites of alprenolol in the rat.大鼠体内阿普洛尔的尿液和胆汁代谢产物的鉴定
Xenobiotica. 1979 Feb;9(2):93-106. doi: 10.3109/00498257909038710.
8
Metabolism of 14C-dichloroethyne in rats.大鼠体内14C - 二氯乙烯的代谢
Xenobiotica. 1991 Jul;21(7):905-16. doi: 10.3109/00498259109039530.
9
The effect of phenobarbital and beta-naphthoflavone induction on the metabolism of biphenyl in the rat and mouse.
Drug Metab Dispos. 1981 Mar-Apr;9(2):97-102.
10
[Comparative studies in vivo and in vitro on the formation of phenolic biphenyl metabolites in various animal species (author's transl)[].
Arzneimittelforschung. 1976;26(12):2178-82.
引用本文的文献
1
Acetylenes: cytochrome P450 oxidation and mechanism-based enzyme inactivation.炔烃：细胞色素 P450 氧化和基于机制的酶失活。
Drug Metab Rev. 2019 May;51(2):162-177. doi: 10.1080/03602532.2019.1632891. Epub 2019 Jul 7.
2
Suicidal destruction of cytochrome p-450 by ethynyl substituted compounds.乙炔取代化合物对细胞色素 p-450 的自杀性破坏。
Pharm Res. 1984 Jul;1(4):141-8. doi: 10.1023/A:1016388306241.
3
The metabolic oxidation of the ethynyl group in 4-ethynylbiphenyl in vitro.4-乙炔基联苯中乙炔基在体外的代谢氧化。
Biochem J. 1980 Jun 15;188(3):867-72. doi: 10.1042/bj1880867.
4
Metabolic activation of acetylenes. Covalent binding of [1,2-14C]octyne to protein, DNA and haem in vitro and the protective effects of certain thiol compounds.乙炔的代谢活化。[1,2-¹⁴C]辛炔在体外与蛋白质、DNA和血红素的共价结合以及某些硫醇化合物的保护作用。
Biochem J. 1984 May 15;220(1):85-94. doi: 10.1042/bj2200085.
本文引用的文献
1
Biliary excretion in foreign compounds. Sulphonamide drugs in the rat.外来化合物的胆汁排泄。大鼠中的磺胺类药物。
Biochem J. 1967 Dec;105(3):1283-7. doi: 10.1042/bj1051283.
2
Biliary excretion of foreign compounds. Benzene and its derivatives in the rat.胆汁中外源化合物的排泄。苯及其衍生物在大鼠体内的情况。
Biochem J. 1967 Dec;105(3):1269-74. doi: 10.1042/bj1051269.
3
Studies in detoxication. 73. The metabolism of alkylbenzenes: phenylacetylene and phenylethylene (styrene).解毒研究。73. 烷基苯的代谢：苯乙炔和苯乙烯（乙烯基苯）。
Biochem J. 1958 Feb;68(2):199-204. doi: 10.1042/bj0680199.
4
The fate of diphenyl in the rat.
Arch Biochem Biophys. 1956 Jan;60(1):14-20. doi: 10.1016/0003-9861(56)90390-3.
5
A fluorimetric study of the hydroxylation of biphenyl in vitro by liver preparations of various species.不同物种肝脏制剂体外对联苯羟化作用的荧光研究。
Biochem J. 1965 Sep;96(3):879-85. doi: 10.1042/bj0960879.
6
[Gas chromatographic analysis of phenolic metabolic products of biphenyl].[联苯酚类代谢产物的气相色谱分析]
Arzneimittelforschung. 1970 Sep;20(9):1266-9.
7
Influence of body weight, age, diet and sex on fat depots in rats.
Anat Rec. 1970 Mar;166(3):437-45. doi: 10.1002/ar.1091660303.
8
Metabolism of radioactive 17alpha-ethynylestradiol by women.
Steroids. 1970 May;15(5):695-710. doi: 10.1016/s0039-128x(70)80074-5.
9
Hormones and the liver. The effect of estrogens, progestins, and pregnancy on hepatic function.
Am J Obstet Gynecol. 1969 Nov 1;105(5):813-47.
10
Disposition and metabolism of 4-methyl-2(4-phenylbenzyl)-2-oxazoline-4-methanol in the rat and dog.4-甲基-2(4-苯基苄基)-2-恶唑啉-4-甲醇在大鼠和犬体内的处置与代谢
J Med Chem. 1974 Jan;17(1):45-8. doi: 10.1021/jm00247a010.
Zotero 插件