• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

还原型甲硝唑与鸟苷反应形成不稳定加合物。

Reaction of reduced metronidazole with guanosine to form an unstable adduct.

作者信息

Ludlum D B, Colinas R J, Kirk M C, Mehta J R

机构信息

Department of Pharmacology, University of Massachussetts Medical School, Worcester 01655.

出版信息

Carcinogenesis. 1988 Apr;9(4):593-6. doi: 10.1093/carcin/9.4.593.

DOI:10.1093/carcin/9.4.593
PMID:3356067
Abstract

Metronidazole, which is known to react with DNA under certain conditions, forms an adduct with guanosine in the presence of the reducing agent, sodium dithionite. This product has been purified by HPLC, characterized by UV and fast atom bombardment mass spectrometry, and tentatively identified as 1-(2-hydroxyethyl)-2-methyl-5-(N2-guanosinylamino)imidazole. This adduct is very unstable and decomposes to a variety of products including guanosine. Formation of this and similar DNA adducts from metronidazole in vivo, and the decomposition of these products, are probably both strongly dependent on details of intracellular metabolism.

摘要

已知甲硝唑在某些条件下会与DNA发生反应,在还原剂连二亚硫酸钠存在的情况下,它会与鸟苷形成加合物。该产物已通过高效液相色谱法纯化,通过紫外光谱和快原子轰击质谱进行表征,并初步鉴定为1-(2-羟乙基)-2-甲基-5-(N2-鸟苷基氨基)咪唑。这种加合物非常不稳定,会分解为包括鸟苷在内的多种产物。甲硝唑在体内形成这种及类似的DNA加合物以及这些产物的分解,可能都强烈依赖于细胞内代谢的细节。

相似文献

1
Reaction of reduced metronidazole with guanosine to form an unstable adduct.还原型甲硝唑与鸟苷反应形成不稳定加合物。
Carcinogenesis. 1988 Apr;9(4):593-6. doi: 10.1093/carcin/9.4.593.
2
Mechanism of formation of (deoxy)guanosine adducts derived from peroxidase-catalyzed oxidation of the carcinogenic nonaminoazo dye 1-phenylazo-2-hydroxynaphthalene (Sudan I).(脱氧)鸟嘌呤加合物形成的机制来自致癌的非氨基偶氮染料 1-苯基偶氮-2-羟基萘(苏丹红 I)的过氧化物酶催化氧化。
Chem Res Toxicol. 2009 Nov;22(11):1765-73. doi: 10.1021/tx900201q.
3
Identification and characterization of the major DNA adduct formed chemically and in vitro from the environmental genotoxin 3-nitrofluoranthene.环境基因毒素3-硝基荧蒽在化学合成及体外条件下形成的主要DNA加合物的鉴定与表征
Carcinogenesis. 1988 Nov;9(11):2113-9. doi: 10.1093/carcin/9.11.2113.
4
Characterization of N1- and N6-adenosine adducts and N1-inosine adducts formed by the reaction of butadiene monoxide with adenosine: evidence for the N1-adenosine adducts as major initial products.由一氧化丁二烯与腺苷反应形成的N1-和N6-腺苷加合物以及N1-肌苷加合物的表征:N1-腺苷加合物作为主要初始产物的证据。
Chem Res Toxicol. 1996 Jul-Aug;9(5):875-81. doi: 10.1021/tx960039a.
5
Reaction products of styrene oxide with guanosine in aqueous media.氧化苯乙烯与鸟苷在水介质中的反应产物。
Carcinogenesis. 1984 May;5(5):601-7. doi: 10.1093/carcin/5.5.601.
6
Reaction of guanosine with glucose under oxidative conditions.鸟苷在氧化条件下与葡萄糖的反应。
Bioorg Med Chem Lett. 1998 Aug 4;8(15):2017-22. doi: 10.1016/s0960-894x(98)00343-6.
7
Synthesis and biochemical characterization of N1-, N2-, and N7-guanosine adducts of butadiene monoxide.丁二烯 monoxide 的 N1-、N2-和 N7-鸟苷加合物的合成及生化特性
Chem Res Toxicol. 1996 Jan-Feb;9(1):126-32. doi: 10.1021/tx950101o.
8
Condensation of triformylmethane with guanosine.
Nucleosides Nucleotides Nucleic Acids. 2001 Oct-Nov;20(10-11):1761-74. doi: 10.1081/NCN-100107188.
9
Reactions of ethyleneimine with guanosine and deoxyguanosine.
Chem Biol Interact. 1984 Mar;48(3):249-60. doi: 10.1016/0009-2797(84)90138-8.
10
Identification of the DNA adduct formed by metabolism of 1,8-dinitropyrene in Salmonella typhimurium.
Carcinogenesis. 1986 Jan;7(1):105-10. doi: 10.1093/carcin/7.1.105.

引用本文的文献

1
Metronidazole Activation by a Deeply Entangled Dimeric Malic Enzyme in .甲硝唑被一种深度缠结的二聚体苹果酸酶激活于…… (原文结尾不完整)
Pathogens. 2025 Mar 13;14(3):277. doi: 10.3390/pathogens14030277.
2
Nitroreductases of bacterial origin in Giardia lamblia: Potential role in detoxification of xenobiotics.原生物菌中的硝化还原酶:在异生物质解毒中的潜在作用。
Microbiologyopen. 2019 Oct;8(10):e904. doi: 10.1002/mbo3.904. Epub 2019 Jul 25.
3
Conjugation of metronidazole with dextran: a potential pharmaceutical strategy to control colonic distribution of the anti-amebic drug susceptible to metabolism by colonic microbes.
甲硝唑与葡聚糖的缀合:一种控制结肠微生物易代谢的抗阿米巴药物在结肠分布的潜在制药策略。
Drug Des Devel Ther. 2017 Feb 14;11:419-429. doi: 10.2147/DDDT.S129922. eCollection 2017.
4
Phenotypic and transcriptional profiling in Entamoeba histolytica reveal costs to fitness and adaptive responses associated with metronidazole resistance.溶组织内阿米巴的表型和转录谱分析揭示了与甲硝唑耐药性相关的适应性代价和适应性反应。
Front Microbiol. 2015 May 5;6:354. doi: 10.3389/fmicb.2015.00354. eCollection 2015.
5
Adaptation and antibiotic tolerance of anaerobic Burkholderia pseudomallei.厌氧伯克霍尔德菌的适应和抗生素耐药性。
Antimicrob Agents Chemother. 2011 Jul;55(7):3313-23. doi: 10.1128/AAC.00953-10. Epub 2011 May 2.
6
Two atypical L-cysteine-regulated NADPH-dependent oxidoreductases involved in redox maintenance, L-cystine and iron reduction, and metronidazole activation in the enteric protozoan Entamoeba histolytica.两种参与氧化还原维持、L-胱氨酸和铁还原以及甲硝唑激活的非典型 L-半胱氨酸调节的 NADPH 依赖性氧化还原酶,在肠道原生动物溶组织内阿米巴中。
J Biol Chem. 2010 Aug 27;285(35):26889-26899. doi: 10.1074/jbc.M110.106310. Epub 2010 Jun 30.
7
Nitroimidazole action in Entamoeba histolytica: a central role for thioredoxin reductase.硝唑类药物在溶组织内阿米巴中的作用:硫氧还蛋白还原酶的核心作用
PLoS Biol. 2007 Aug;5(8):e211. doi: 10.1371/journal.pbio.0050211.