• 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

分析褪黑素在小鼠体内生成 N1-乙酰-N2-甲酰-5-甲氧基犬尿氨酸/N1-乙酰-5-甲氧基犬尿氨酸的情况。

Analysis of N1-acetyl-N2-formyl-5-methoxykynuramine/N1-acetyl-5-methoxy-kynuramine formation from melatonin in mice.

机构信息

Department of Pharmacology, Toxicology and Therapeutics, University of Kansas Medical Center, Kansas City, KS 66160, USA.

出版信息

J Pineal Res. 2010 Sep;49(2):106-14. doi: 10.1111/j.1600-079X.2010.00771.x. Epub 2010 May 27.

DOI:10.1111/j.1600-079X.2010.00771.x
PMID:20545825
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4699585/
Abstract

The interactions of melatonin, a potent endogenous antioxidant, with reactive oxygen species generate several products that include N(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK) and N(1)-acetyl-5-methoxy-kynuramine (AMK). The physiological or pathological significance of AFMK/AMK formation during the process of melatonin metabolism in mammals has not been clarified. Using a metabolomic approach in the current study, the AFMK/AMK pathway was thoroughly investigated both in mice and humans. Unexpectedly, AFMK and AMK were not identified in the urine of humans nor in the urine, feces or tissues (including liver, brain, and eyes) in mice under the current experimental conditions. Metabolomic analysis did identify novel metabolites of AMK, i.e. hydroxy-AMK and glucuronide-conjugated hydroxy-AMK. These two newly identified metabolites were, however, not found in the urine of humans. In addition, oxidative stress induced by acetaminophen in the mouse model did not boost AFMK/AMK formation. These data suggest that AFMK/AMK formation is not a significant pathway of melatonin disposition in mice, even under conditions of oxidative stress.

摘要

褪黑素是一种强效的内源性抗氧化剂，与活性氧相互作用会生成多种产物，包括 N(1)-乙酰基-N(2)-甲酰-5-甲氧基犬尿氨酸（AFMK）和 N(1)-乙酰基-5-甲氧基犬尿氨酸（AMK）。在哺乳动物的褪黑素代谢过程中，AFMK/AMK 形成的生理或病理意义尚不清楚。本研究采用代谢组学方法，在小鼠和人体中深入研究了 AFMK/AMK 途径。出乎意料的是，在当前的实验条件下，无论是在人体尿液中，还是在小鼠的尿液、粪便或组织（包括肝脏、大脑和眼睛）中，均未鉴定出 AFMK 和 AMK。代谢组学分析确实鉴定出 AMK 的两种新代谢物，即羟基-AMK 和葡萄糖醛酸结合的羟基-AMK。然而，这两种新鉴定的代谢物在人体尿液中并未发现。此外，在小鼠模型中，对乙酰氨基酚诱导的氧化应激并未促进 AFMK/AMK 的形成。这些数据表明，即使在氧化应激条件下，AFMK/AMK 的形成也不是褪黑素在小鼠体内处置的重要途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/5db1a97d6e1b/nihms686110f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/a206cbbeeff7/nihms686110f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/0f6a27bf29d5/nihms686110f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/959c86b55919/nihms686110f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/72aeeb7bd2ca/nihms686110f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/c81b9650d85b/nihms686110f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/5db1a97d6e1b/nihms686110f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/a206cbbeeff7/nihms686110f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/0f6a27bf29d5/nihms686110f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/959c86b55919/nihms686110f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/72aeeb7bd2ca/nihms686110f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/c81b9650d85b/nihms686110f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8508/4699585/5db1a97d6e1b/nihms686110f6.jpg

相似文献

1
Analysis of N1-acetyl-N2-formyl-5-methoxykynuramine/N1-acetyl-5-methoxy-kynuramine formation from melatonin in mice.分析褪黑素在小鼠体内生成 N1-乙酰-N2-甲酰-5-甲氧基犬尿氨酸/N1-乙酰-5-甲氧基犬尿氨酸的情况。
J Pineal Res. 2010 Sep;49(2):106-14. doi: 10.1111/j.1600-079X.2010.00771.x. Epub 2010 May 27.
2
Oxidation of melatonin and its catabolites, N1-acetyl-N2 -formyl-5-methoxykynuramine and N1-acetyl-5-methoxykynuramine, by activated leukocytes.褪黑素及其代谢产物N1-乙酰基-N2-甲酰基-5-甲氧基犬尿胺和N1-乙酰基-5-甲氧基犬尿胺被活化白细胞氧化。
J Pineal Res. 2004 Oct;37(3):171-5. doi: 10.1111/j.1600-079X.2004.00149.x.
3
Antioxidant properties of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK): scavenging of free radicals and prevention of protein destruction.褪黑素代谢产物N1-乙酰基-5-甲氧基犬尿胺（AMK）的抗氧化特性：清除自由基和防止蛋白质破坏。
Redox Rep. 2003;8(4):205-13. doi: 10.1179/135100003225002709.
4
Anti-inflammatory actions of melatonin and its metabolites, N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) and N1-acetyl-5-methoxykynuramine (AMK), in macrophages.褪黑素及其代谢产物N1-乙酰基-N2-甲酰基-5-甲氧基犬尿胺（AFMK）和N1-乙酰基-5-甲氧基犬尿胺（AMK）在巨噬细胞中的抗炎作用。
J Neuroimmunol. 2005 Aug;165(1-2):139-49. doi: 10.1016/j.jneuroim.2005.05.002.
5
The melatonin metabolite N1-acetyl-5-methoxykynuramine facilitates long-term object memory in young and aging mice.褪黑素代谢物 N1-乙酰-5-甲氧基犬尿氨酸促进年轻和衰老小鼠的长期物体记忆。
J Pineal Res. 2021 Jan;70(1):e12703. doi: 10.1111/jpi.12703. Epub 2020 Nov 20.
6
Novel pathway for N1-acetyl-5-methoxykynuramine: UVB-induced liberation of carbon monoxide from precursor N1-acetyl-N2-formyl-5-methoxykynuramine.N1-乙酰-5-甲氧基犬尿胺的新途径：紫外线B诱导一氧化碳从前体N1-乙酰-N2-甲酰基-5-甲氧基犬尿胺中释放。
J Pineal Res. 2008 May;44(4):450-5. doi: 10.1111/j.1600-079X.2007.00550.x. Epub 2008 Jan 9.
7
N1-Acetyl-5-methoxykynuramine, which decreases in the hippocampus with aging, improves long-term memory via CaMKII/CREB phosphorylation.N1-乙酰-5-甲氧基犬尿氨酸随着年龄的增长而减少，通过 CaMKII/CREB 磷酸化改善长期记忆。
J Pineal Res. 2024 Jan;76(1):e12934. doi: 10.1111/jpi.12934.
8
On the free radical scavenging activities of melatonin's metabolites, AFMK and AMK.关于褪黑素代谢物 AFMK 和 AMK 的自由基清除活性。
J Pineal Res. 2013 Apr;54(3):245-57. doi: 10.1111/jpi.12010. Epub 2012 Sep 23.
9
Optimized synthesis of the melatonin metabolite N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK).褪黑素代谢物N1-乙酰基-N2-甲酰基-5-甲氧基犬尿胺（AFMK）的优化合成。
J Pineal Res. 2008 Oct;45(3):297-301. doi: 10.1111/j.1600-079X.2008.00590.x. Epub 2008 Mar 26.
10
Reactions of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK) with the ABTS cation radical: identification of new oxidation products.褪黑素代谢产物N1-乙酰基-5-甲氧基犬尿胺（AMK）与ABTS阳离子自由基的反应：新氧化产物的鉴定
Redox Rep. 2006;11(1):15-24. doi: 10.1179/135100006X100977.

引用本文的文献

1
Melatonin, Its Metabolites and Their Interference with Reactive Nitrogen Compounds.褪黑素、其代谢产物及其与活性氮化合物的相互干扰。
Molecules. 2021 Jul 5;26(13):4105. doi: 10.3390/molecules26134105.
2
Taxon- and Site-Specific Melatonin Catabolism.分类群和部位特异性褪黑素代谢。
Molecules. 2017 Nov 21;22(11):2015. doi: 10.3390/molecules22112015.
3
Metabolism of melatonin and biological activity of intermediates of melatoninergic pathway in human skin cells.褪黑素的代谢及褪黑素能途径中间产物在人皮肤细胞中的生物学活性。

本文引用的文献

1
Melatonin prevents oxidative stress-mediated mitochondrial permeability transition and death in skeletal muscle cells.褪黑素可预防骨骼肌细胞氧化应激介导的线粒体通透性转换和死亡。
J Pineal Res. 2009 Oct;47(3):238-52. doi: 10.1111/j.1600-079X.2009.00707.x. Epub 2009 Aug 3.
2
Kynuramines, metabolites of melatonin and other indoles: the resurrection of an almost forgotten class of biogenic amines.犬尿胺，褪黑素及其他吲哚的代谢产物：一类几乎被遗忘的生物胺的再度兴起。
J Pineal Res. 2009 Sep;47(2):109-126. doi: 10.1111/j.1600-079X.2009.00701.x. Epub 2009 Jul 1.
3
Melatonin: circadian rhythm regulator, chronobiotic, antioxidant and beyond.
FASEB J. 2013 Jul;27(7):2742-55. doi: 10.1096/fj.12-224691. Epub 2013 Apr 25.
4
Towards polypharmacokinetics: pharmacokinetics of multicomponent drugs and herbal medicines using a metabolomics approach.朝着多药代动力学迈进：采用代谢组学方法研究复方药物和草药的药代动力学。
Evid Based Complement Alternat Med. 2013;2013:819147. doi: 10.1155/2013/819147. Epub 2013 Mar 14.
5
Melatonin in aging and disease -multiple consequences of reduced secretion, options and limits of treatment.褪黑素与衰老和疾病——分泌减少的多种后果、治疗的选择和限制。
Aging Dis. 2012 Apr;3(2):194-225. Epub 2011 Feb 10.
褪黑素：昼夜节律调节器、时间生物学剂、抗氧化剂及其他功能。
Clin Dermatol. 2009 Mar-Apr;27(2):202-9. doi: 10.1016/j.clindermatol.2008.04.003.
4
Melatonin protects the mitochondria from oxidative damage reducing oxygen consumption, membrane potential, and superoxide anion production.褪黑素通过降低氧消耗、膜电位和超氧阴离子生成来保护线粒体免受氧化损伤。
J Pineal Res. 2009 Mar;46(2):188-98. doi: 10.1111/j.1600-079X.2008.00647.x. Epub 2008 Nov 19.
5
Oxidative stress of the newborn in the pre- and postnatal period and the clinical utility of melatonin.新生儿在产前和产后时期的氧化应激以及褪黑素的临床应用。
J Pineal Res. 2009 Mar;46(2):128-39. doi: 10.1111/j.1600-079X.2008.00649.x. Epub 2008 Nov 19.
6
Melatonin: an established antioxidant worthy of use in clinical trials.褪黑素：一种值得用于临床试验的成熟抗氧化剂。
Mol Med. 2009 Jan-Feb;15(1-2):43-50. doi: 10.2119/molmed.2008.00117. Epub 2008 Nov 4.
7
The melatonin metabolite N-acetyl-5-methoxykynuramine is a potent singlet oxygen scavenger.褪黑素代谢物 N-乙酰-5-甲氧基色氨酸是一种有效的单线态氧清除剂。
J Pineal Res. 2009 Jan;46(1):49-52. doi: 10.1111/j.1600-079X.2008.00614.x. Epub 2008 Jun 28.
8
Optimized synthesis of the melatonin metabolite N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK).褪黑素代谢物N1-乙酰基-N2-甲酰基-5-甲氧基犬尿胺（AFMK）的优化合成。
J Pineal Res. 2008 Oct;45(3):297-301. doi: 10.1111/j.1600-079X.2008.00590.x. Epub 2008 Mar 26.
9
A metabolomic perspective of melatonin metabolism in the mouse.从小鼠褪黑素代谢看代谢组学
Endocrinology. 2008 Apr;149(4):1869-79. doi: 10.1210/en.2007-1412. Epub 2008 Jan 10.
10
A randomized, placebo-controlled trial of controlled release melatonin treatment of delayed sleep phase syndrome and impaired sleep maintenance in children with neurodevelopmental disabilities.一项关于控释褪黑素治疗神经发育障碍儿童睡眠时相延迟综合征及睡眠维持障碍的随机、安慰剂对照试验。
J Pineal Res. 2008 Jan;44(1):57-64. doi: 10.1111/j.1600-079X.2007.00528.x.