• 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

笼状辣椒素的模型化合物:设计、合成及光反应活性

Model compounds of caged capsaicin: design, synthesis, and photoreactivity.

作者信息

Katritzky Alan R, Xu Yong-Jiang, Vakulenko Anatoliy V, Wilcox Allan L, Bley Keith R

机构信息

Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA.

出版信息

J Org Chem. 2003 Nov 14;68(23):9100-4. doi: 10.1021/jo034616t.

DOI:10.1021/jo034616t
PMID:14604387
Abstract

Molecules were prepared with substituted nitrobenzyl groups covalently bonded to N-(4-hydroxy-3-methoxybenzyl)acetamide (2) by ether or carbonate linkages. These compounds decomposed under irradiation at 363 nm. Those with carbonate linkages decomposed at slower rates than those with ether linkages. Molecules with dimethoxy-substituted benzyl groups decomposed more slowly than monomethoxy-substituted benzyl groups due to the electronic characteristics of the benzylic carbon.

摘要

通过醚键或碳酸酯键将带有取代硝基苄基的分子与N-(4-羟基-3-甲氧基苄基)乙酰胺(2)共价连接。这些化合物在363nm光照下分解。具有碳酸酯键的化合物分解速率比具有醚键的化合物慢。由于苄基碳的电子特性,具有二甲氧基取代苄基的分子比单甲氧基取代苄基的分子分解得更慢。

相似文献

1
Model compounds of caged capsaicin: design, synthesis, and photoreactivity.笼状辣椒素的模型化合物:设计、合成及光反应活性
J Org Chem. 2003 Nov 14;68(23):9100-4. doi: 10.1021/jo034616t.
2
Caged capsaicins: New tools for the examination of TRPV1 channels in somatosensory neurons.笼状辣椒素:用于研究体感神经元中TRPV1通道的新工具。
Chembiochem. 2007 Jan 2;8(1):89-97. doi: 10.1002/cbic.200600437.
3
Synthesis and evaluation of N-(5-fluoro-2-phenoxyphenyl)-N-(2-[(18)F]fluoromethoxy-d(2)-5-methoxybenzyl)acetamide: a deuterium-substituted radioligand for peripheral benzodiazepine receptor.N-(5-氟-2-苯氧基苯基)-N-(2-[(18)F]氟甲氧基-d(2)-5-甲氧基苄基)乙酰胺的合成与评价:一种用于外周苯二氮䓬受体的氘取代放射性配体
Bioorg Med Chem. 2005 Mar 1;13(5):1811-8. doi: 10.1016/j.bmc.2004.11.058.
4
Multicomponent, hydrogen-bonded cylindrical capsules.多组分氢键连接的圆柱形胶囊。
J Org Chem. 2009 Sep 4;74(17):6584-91. doi: 10.1021/jo901072m.
5
Caged compounds of a 2-deoxyglucose: facile synthesis and their photoreactivity.2-脱氧葡萄糖的笼形化合物:简便合成及其光反应性
Bioorg Med Chem Lett. 1998 Dec 1;8(23):3375-8. doi: 10.1016/s0960-894x(98)00623-4.
6
13C assignments of the carbon atoms in the aromatic rings of lignin model compounds of the arylglycerol beta-aryl ether type.芳基甘油β-芳基醚型木质素模型化合物芳香环中碳原子的¹³C归属
Magn Reson Chem. 2006 Oct;44(10):976-9. doi: 10.1002/mrc.1877.
7
Purification and structure determination of glucosides of capsaicin and dihydrocapsaicin from various Capsicum fruits.从不同辣椒果实中纯化和测定辣椒素和二氢辣椒素糖苷的结构
J Agric Food Chem. 2006 Aug 9;54(16):5948-53. doi: 10.1021/jf0607720.
8
Photoprocesses of molecules with 2-nitrobenzyl protecting groups and caged organic acids.带有2-硝基苄基保护基团的分子和笼形有机酸的光化学过程。
Photochem Photobiol. 2008 Jan-Feb;84(1):162-71. doi: 10.1111/j.1751-1097.2007.00215.x.
9
1H and 13C NMR spectra and solution structures of novel derivatives of 5-substituted creatinines.5-取代肌酸酐新型衍生物的1H和13C核磁共振谱及溶液结构
Spectrochim Acta A Mol Biomol Spectrosc. 2007 Jan;66(1):9-16. doi: 10.1016/j.saa.2006.02.035. Epub 2006 Aug 21.
10
Chiral benzylic carbocations: low-temperature NMR studies and theoretical calculations.手性苄基碳正离子:低温核磁共振研究与理论计算
J Org Chem. 2009 Jan 2;74(1):312-8. doi: 10.1021/jo802296e.

引用本文的文献

1
Pharmacological activity of capsaicin: Mechanisms and controversies (Review).辣椒素的药理学活性:机制与争议(综述)。
Mol Med Rep. 2024 Mar;29(3). doi: 10.3892/mmr.2024.13162. Epub 2024 Jan 19.
2
Anticancer Activity of Region B Capsaicin Analogs.区域 B 辣椒素类似物的抗癌活性。
J Med Chem. 2023 Apr 13;66(7):4294-4323. doi: 10.1021/acs.jmedchem.2c01594. Epub 2023 Mar 31.
3
Optical Assessment of Nociceptive TRP Channel Function at the Peripheral Nerve Terminal.外周神经末梢伤害性 TRP 通道功能的光学评估。
Int J Mol Sci. 2021 Jan 6;22(2):481. doi: 10.3390/ijms22020481.
4
A Thioacetal Photocage Designed for Dual Release: Application in the Quantitation of Therapeutic Release by Synchronous Reporter Decaging.一种用于双重释放的硫代缩醛光笼:在通过同步报告基团脱笼定量治疗性释放中的应用。
Chembiochem. 2017 Jan 3;18(1):126-135. doi: 10.1002/cbic.201600494. Epub 2016 Nov 30.
5
Capsaicin inhibits collagen fibril formation and increases the stability of collagen fibers.辣椒素抑制胶原纤维原纤维的形成并增加胶原纤维的稳定性。
Eur Biophys J. 2015 Feb;44(1-2):69-76. doi: 10.1007/s00249-014-1002-9. Epub 2014 Dec 21.
6
Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives.合成 pdCpAs 和硫代苏氨酸及其衍生物激活的转移 RNA。
Bioorg Med Chem. 2012 Apr 15;20(8):2679-89. doi: 10.1016/j.bmc.2012.02.024. Epub 2012 Feb 15.
7
A photochemical approach for controlled drug release in targeted drug delivery.光化学法在靶向药物输送中控制药物释放。
Bioorg Med Chem. 2012 Feb 1;20(3):1281-90. doi: 10.1016/j.bmc.2011.12.020. Epub 2011 Dec 20.
8
Chemical and pharmacological aspects of capsaicin.辣椒素的化学与药理学特性。
Molecules. 2011 Jan 28;16(2):1253-70. doi: 10.3390/molecules16021253.
9
Caged vanilloid ligands for activation of TRPV1 receptors by 1- and 2-photon excitation.用于通过单光子和双光子激发激活TRPV1受体的笼形香草酸类配体。
Biochemistry. 2006 Apr 18;45(15):4915-26. doi: 10.1021/bi052082f.