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首页> 外文期刊>Archives of Toxicology >S-(3-Aminobenzanthron-2-yl)cysteine in the globin of rats as a novel type of adduct and possible biomarker of exposure to 3-nitrobenzanthrone, a potent environmental carcinogen
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S-(3-Aminobenzanthron-2-yl)cysteine in the globin of rats as a novel type of adduct and possible biomarker of exposure to 3-nitrobenzanthrone, a potent environmental carcinogen

机译：S-（3- aminobenthonron-2-yl）在大鼠珠蛋白中的半胱氨酸作为一种新型的加合物和可能的生物标志物，暴露于3-硝旦蒽酮，有效的环境致癌物质

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摘要

3-Nitrobenzanthrone (3-NBA), a potent environmental mutagen and carcinogen, is known to be activated in vivo to 3-benzanthronylnitrenium ion which forms both NH and C2-bound adducts with DNA and also reacts with glutathione giving rise to urinary 3-aminobenzanthron-2-ylmercapturic acid. In this study, acid hydrolysate of globin from rats dosed intraperitoneally with 3-NBA was analysed by HPLC/MS to identify a novel type of cysteine adduct, 3-aminobenzanthron-2-ylcysteine (3-ABA-Cys), confirmed using a synthesised standard. The 3-ABA-Cys levels in globin peaked after single 3-NBA doses of 1 and 2 mg/kg on day 2 to attain 0.25 and 0.49 nmol/g globin, respectively, thereafter declining slowly to 70-80% of their maximum values during 15 days. After dosing rats for three consecutive days with 1 mg 3-NBA/kg a significant cumulation of 3-ABA-Cys in globin was observed. 3-ABA-Cys was also found in the plasma hydrolysate. Herein, after dosing with 1 and 2 mg 3-NBA/kg the adduct levels peaked on day 1 at 0.15 and 0.51 nmol/ml plasma, respectively, thereafter declining rapidly to undetectable levels on day 15. In addition, sulphinamide adducts were also found in the exposed rats, measured indirectly as 3-aminobenzanthrone (3-ABA) split off from globin by mild acid hydrolysis. Levels of both types of adducts in the globin samples parallelled very well with 3-ABA/3-ABA-Cys ratio being around 1:8. In conclusion, 3-ABA-Cys is the first example of arylnitrenium-cysteine adduct in globin representing a new promising class of biomarkers to assess cumulative exposures to aromatic amines, nitroaromatics and heteroaromatic amines.
机译：已知3-硝基苯（3-NBA），有效的环境诱变和致癌物，在体内激活3-苄尼基离子，其形成NH和C2结合的与DNA合并，也与谷胱甘肽产生导致尿3-反应Aminobenthonron-2-基Mercervic酸。在本研究中，通过HPLC / MS分析来自3-NBA的大鼠的甘蛋白的酸水解产物，以鉴定新型的半胱氨酸加合物，3-氨基生育 - 2-基环（3-ABA-Cys），使用合成证实标准。在第2天1和2mg / kg的单个3-NBA剂量1和2 mg / kg后达到珠蛋白的3-aba-cys水平，分别达到0.25和0.49nmol / g珠脂，此后缓慢下降至其最大值的70-80％在15天内。在用1mg 3-NBA / kg连续三天给药大鼠后，观察到珠蛋白中3-aba-cys的显着累积。在血浆水解产物中也发现了3-aba-cys。在此，在用1和2mg 3-NBA / kg定量给载体后，分别在第1天达到0.15和0.51nmol / ml血浆的加合水平，此后在第15天迅速下降到未检测的水平。此外，还发现，还发现了磺胺酰胺加合物在暴露的大鼠中，间接测量为3-氨基蒽蒽（3-ABA）通过温和的酸性水解分开。球蛋白样品两种加合物的水平非常良好，3-ABA / 3-ABA-CYS比例约为1：8。总之，3-ABA-CYS是珠蛋白中芳基硝基半胱氨酸加合物的第一个例子，代表新的有前途的生物标志物，以评估芳族胺，硝基甲酰基和杂芳胺的累积曝光。

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