环状卤代3,3-二甲基-1-苯基三氮烯的比较代谢与致癌性
Comparative metabolism and carcinogenicity of ring-halogenated 3,3-dimethyl-1-phenyltriazenes.
作者信息
Kolar G F, Habs M
出版信息
J Cancer Res Clin Oncol. 1984;108(1):71-5. doi: 10.1007/BF00390976.
Abstract
The objective of this study was to compare urinary metabolism of parent 3,3-dimethyl-1-phenyltriazene with that of its ring-substituted 1-(4-chlorophenyl)-3,3-dimethyltriazene and 1-(2,4,6-trichlorophenyl)-3,3-dimethyltriazene congeners, in an attempt to evaluate the molecular requirements for systemic carcinogenic activity. Complementary carcinogenicity assays were conducted at low equimolar dose levels using both 4- und 2,4,6-chlorinated and brominated analogues. Ring halogenation was found to prolong metabolic detoxification and to reduce carcinogenic activity.
摘要
本研究的目的是比较母体3,3-二甲基-1-苯基三氮烯与其环取代的同系物1-(4-氯苯基)-3,3-二甲基三氮烯和1-(2,4,6-三氯苯基)-3,3-二甲基三氮烯的尿液代谢情况，以评估全身致癌活性的分子要求。使用4-和2,4,6-氯化及溴化类似物在低等摩尔剂量水平进行了补充致癌性试验。发现环卤化可延长代谢解毒并降低致癌活性。
相似文献
1
Comparative metabolism and carcinogenicity of ring-halogenated 3,3-dimethyl-1-phenyltriazenes.环状卤代3,3-二甲基-1-苯基三氮烯的比较代谢与致癌性
J Cancer Res Clin Oncol. 1984;108(1):71-5. doi: 10.1007/BF00390976.
2
Comparative carcinogenicity of ring-halogenated 3-methyl-1-phenyltriazenes and their 3,3-dimethyl analogs at equimolar dose levels in male Sprague-Dawley rats.雄性斯普拉格-道利大鼠中等摩尔剂量水平下环状卤代3-甲基-1-苯基三氮烯及其3,3-二甲基类似物的比较致癌性
J Cancer Res Clin Oncol. 1986;111(2):129-32. doi: 10.1007/BF00400750.
3
Investigations on metabolism, genotoxic effects and carcinogenicity of 2,2'-dichlorodiethylether.2,2'-二氯二乙醚的代谢、遗传毒性作用及致癌性研究。
J Cancer Res Clin Oncol. 1986;112(2):125-30. doi: 10.1007/BF00404394.
4
Experimental investigations into the carcinogenic effect of antitumor and immunosuppressive agents.抗肿瘤和免疫抑制剂致癌作用的实验研究。
J Cancer Res Clin Oncol. 1989;115(4):309-28. doi: 10.1007/BF00400957.
5
Microsomal mediated metabolism of dialkylaryltriazenes. I. Demethylation of ring halogenated 3,3-dimethyl-1-phenyltriazenes.微粒体介导的二烷基芳基三氮烯的代谢。I. 环卤代3,3-二甲基-1-苯基三氮烯的去甲基化作用
J Cancer Res Clin Oncol. 1979 Apr 12;93(3):215-20. doi: 10.1007/BF00964576.
6
Carcinogenicity and organ specificity of N-trimethylsilylmethyl-N-nitrosourea (TMS-MNU), N-neopentyl-N-nitrosourea (neoPNU), and N-methyl-N-nitrosourea (MNU) in rats.N-三甲基硅烷基甲基-N-亚硝基脲（TMS-MNU）、N-新戊基-N-亚硝基脲（neoPNU）和N-甲基-N-亚硝基脲（MNU）对大鼠的致癌性和器官特异性
J Cancer Res Clin Oncol. 1988;114(5):473-6. doi: 10.1007/BF00391494.
7
8
Microsome-mediated alkylation of rat liver initiator tRNA by 3,3-dimethyl-1-phenyltriazene and its ring-chlorinated derivatives.3,3-二甲基-1-苯基三氮烯及其环氯化衍生物对大鼠肝脏起始tRNA的微粒体介导烷基化作用。
Carcinogenesis. 1985 Jul;6(7):995-8. doi: 10.1093/carcin/6.7.995.
9
Carcinogenicity of N-alkyl-N-(acetoxymethyl)nitrosamines after subcutaneous injections in F-344 rats.F-344大鼠皮下注射N-烷基-N-(乙酰氧甲基)亚硝胺后的致癌性
J Cancer Res Clin Oncol. 1982;104(1-2):13-21. doi: 10.1007/BF00402049.
10
[Carcinogenic activity of 13 aryldialkyl triazenes in BD-rats (author's transl)].13种芳基二烷基三氮烯对BD大鼠的致癌活性（作者译）
Z Krebsforsch Klin Onkol Cancer Res Clin Oncol. 1974;81(3-4):285-310. doi: 10.1007/BF00305031.
引用本文的文献
1
Light-Deactivated Fluorescent Probes (FLASH-Off) for Multiplexed Imaging.用于多重成像的光灭活荧光探针（FLASH-Off）
J Am Chem Soc. 2023 Apr 5. doi: 10.1021/jacs.3c00170.
2
Comparative carcinogenicity of ring-halogenated 3-methyl-1-phenyltriazenes and their 3,3-dimethyl analogs at equimolar dose levels in male Sprague-Dawley rats.雄性斯普拉格-道利大鼠中等摩尔剂量水平下环状卤代3-甲基-1-苯基三氮烯及其3,3-二甲基类似物的比较致癌性
J Cancer Res Clin Oncol. 1986;111(2):129-32. doi: 10.1007/BF00400750.
本文引用的文献
1
Synthesis of 2-arylfurans.
J Chem Soc. 1946 Oct:895-9.
2
[Teratogenic effect of 1-phenyl-3,3-dimethyltriazene; production of cleft palates in BD rats].[1-苯基-3,3-二甲基三氮烯的致畸作用；在BD大鼠中产生腭裂]
Experientia. 1967 Dec 15;23(12):1042-3. doi: 10.1007/BF02136438.
3
Mechanism of carcinogenesis with 1-aryl-3,3-dialkyltriazenes. II. In vitro-alkylation of guanosine, RNA and DNA with aryl-monoalkyltriazenes to form 7-alkylguanine.1-芳基-3,3-二烷基三氮烯的致癌机制。II. 芳基-单烷基三氮烯对鸟苷、RNA和DNA的体外烷基化作用，形成7-烷基鸟嘌呤。
Biochem Pharmacol. 1970 Apr;19(4):1505-8. doi: 10.1016/0006-2952(70)90068-7.
4
Validity of a linear Hammett plot for the stability of some carcinogenic 1-aryl-3,3-dimethyltriazenes in an aqueous system.线性哈米特图对某些致癌性1-芳基-3,3-二甲基三氮烯在水体系中稳定性的有效性。
Z Naturforsch B. 1971 Sep;26(9):950-3. doi: 10.1515/znb-1971-0919.
5
Mechanism of carcinogenesis with 1-aryl-3,3-dialkyltriazenes. Enzymatic dealkylation by rat liver microsomal fraction in vitro.1-芳基-3,3-二烷基三氮烯的致癌机制。大鼠肝脏微粒体部分在体外的酶促脱烷基作用。
Biochem Pharmacol. 1969 Jan;18(1):1-13. doi: 10.1016/0006-2952(69)90002-1.
6
[Neurotropic carcinogenic effect of phenyldimethyltriazene on rats].[苯基二甲基三氮烯对大鼠的神经嗜性致癌作用]
Naturwissenschaften. 1967 Apr;54(7):171. doi: 10.1007/BF00590849.
7
[Carcinogenic activity of 13 aryldialkyl triazenes in BD-rats (author's transl)].13种芳基二烷基三氮烯对BD大鼠的致癌活性（作者译）
Z Krebsforsch Klin Onkol Cancer Res Clin Oncol. 1974;81(3-4):285-310. doi: 10.1007/BF00305031.
8
Biotransformation of 1-(4-chlorophenyl)-3,3-dimethyltriazene into 3-chloro-4-hydroxyaniline: intramolecular hydroxylation-induced chlorine migration during a catabolic degradation of a chemical carcinogen.1-（4-氯苯基）-3,3-二甲基三氮烯向3-氯-4-羟基苯胺的生物转化：化学致癌物分解代谢过程中分子内羟基化诱导的氯迁移
Cancer Lett. 1975 Sep;1(1):43-7. doi: 10.1016/s0304-3835(75)95027-2.
9
Urinary metabolites of 3,3-dimethyl-1-phenyltriazene.3,3-二甲基-1-苯基三氮烯的尿液代谢物
Chem Biol Interact. 1976 Aug;14(3-4):301-11. doi: 10.1016/0009-2797(76)90109-5.
10
Urinary metabolite of 1-(2,4,6-trichlorophenyl)-3,3-dimethyltriazene with an intact diazoamino structure.具有完整重氮氨基结构的1-（2,4,6-三氯苯基）-3,3-二甲基三氮烯的尿液代谢物。
Cancer Lett. 1979 Aug;7(4):209-14. doi: 10.1016/s0304-3835(79)80082-8.
Zotero 插件