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喹乙醇、喹烯酮、卡巴氧和赛地卡霉素与蛋白质的光化学反应,表明具有光过敏特性。

Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties.

作者信息

de Vries H, Bojarski J, Donker A A, Bakri A, Beyersbergen van Henegouwen G M

机构信息

Center for Bio-Pharmaceutical Sciences, State University of Leiden, The Netherlands.

出版信息

Toxicology. 1990 Jul;63(1):85-95. doi: 10.1016/0300-483x(90)90071-n.

DOI:10.1016/0300-483x(90)90071-n
PMID:2382272
Abstract

Quindoxin (quinoxaline-1,4-dioxide), a former 'growth promoter' used in animal husbandry, has been taken from the market because of its photoallergic properties. Nowadays its derivatives olaquindox, carbadox and cyadox are frequently applied for the same purpose. Recent reports show that olaquindox too, can induce photoallergic skin reactions in stockmen. From the present investigation it appeared that all compounds mentioned, form a reactive oxaziridine upon exposure to light, just like many other imino-N-oxides. Photoreactivity with protein, which is considered as an important condition for a compound to be a potential photoallergen, was also studied. Quindoxin and olaquindox proved to meet this condition, as was expected. But carbadox and cyadox also react and were shown to be even more reactive towards human serum albumin.

摘要

喹乙醇(喹喔啉 -1,4-二氧化物),一种曾用于畜牧业的“生长促进剂”,因其光过敏特性已退出市场。如今其衍生物喹烯酮、卡巴氧和喹赛多也常用于同一目的。近期报道显示,喹烯酮也会在饲养员身上引发光过敏性皮肤反应。从目前的研究来看,上述所有化合物在光照下都会形成反应性恶嗪环乙烷,就像许多其他亚氨基 -N-氧化物一样。还研究了与蛋白质的光反应性,这被认为是一种化合物成为潜在光变应原的重要条件。正如预期的那样,喹乙醇和喹烯酮被证明符合这一条件。但卡巴氧和喹赛多也会发生反应,并且对人血清白蛋白的反应性更强。

相似文献

1
Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties.喹乙醇、喹烯酮、卡巴氧和赛地卡霉素与蛋白质的光化学反应,表明具有光过敏特性。
Toxicology. 1990 Jul;63(1):85-95. doi: 10.1016/0300-483x(90)90071-n.
2
Comparative study of the effect of the effect of carbadox, olaquindox and cyadox on aldosterone, sodium and potassium plasma levels in weaned pigs.卡巴多司、喹乙醇和喹赛多对断奶仔猪血浆醛固酮、钠和钾水平影响的比较研究。
Res Vet Sci. 1989 Jul;47(1):11-6.
3
Phototoxicity of olaquindox in the rat.
Res Vet Sci. 1990 Mar;48(2):240-4.
4
Determination of olaquindox, carbadox and cyadox in animal feeds by ultra-performance liquid chromatography tandem mass spectrometry.超高效液相色谱串联质谱法测定动物饲料中的喹乙醇、卡巴氧和喹赛多。
Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Jul;35(7):1257-1265. doi: 10.1080/19440049.2018.1461255. Epub 2018 May 31.
5
Cytogenetic effects of quinoxaline-1,4-dioxide-type growth-promoting agents. II. Metaphase analysis in mice.喹喔啉-1,4-二氧化物型促生长剂的细胞遗传学效应。II. 小鼠中期分析
Mutat Res. 1983 May-Jun;117(3-4):311-6. doi: 10.1016/0165-1218(83)90130-1.
6
The metabolism of carbadox, olaquindox, mequindox, quinocetone and cyadox: an overview.卡巴多司、喹乙醇、甲基喹乙醇、喹烯酮和环丙氨嗪的代谢:综述
Med Chem. 2013 Dec;9(8):1017-27. doi: 10.2174/1573406411309080002.
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Clinical signs and performance of pigs treated with different doses of carbadox, cyadox and olaquindox.用不同剂量卡巴氧、喹乙醇和喹烯酮治疗的猪的临床症状和生产性能。
Zentralbl Veterinarmed A. 1990 Feb;37(1):68-76. doi: 10.1111/j.1439-0442.1990.tb00877.x.
8
Mutagenicity of quindoxin, its metabolites, and two substituted quinoxaline-di-N-oxides.喹乙醇、其代谢物以及两种取代喹喔啉二-N-氧化物的致突变性。
Antimicrob Agents Chemother. 1981 Sep;20(3):336-43. doi: 10.1128/AAC.20.3.336.
9
Mutagenicity of carbadox and several quinoxaline 1,4-dioxide derivatives.卡巴多司及几种喹喔啉-1,4-二氧化物衍生物的致突变性
Chem Pharm Bull (Tokyo). 1980;28(4):1347-9. doi: 10.1248/cpb.28.1347.
10
In vivo studies to highlight possible illegal treatments of rabbits with carbadox and olaquindox.体内研究以突出用卡巴多司和喹乙醇对兔子进行可能的非法处理情况。
Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(12):1976-91. doi: 10.1080/19440049.2015.1086822. Epub 2015 Oct 21.

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Quinoxaline 1,4-Dioxides: Advances in Chemistry and Chemotherapeutic Drug Development.喹喔啉 1,4-二氧化物:化学与化疗药物开发进展
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