• 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

源自天然黄嘌呤产物咖啡因、茶碱和可可碱的银(I)-N-杂环卡宾配合物的合成及其抗癌活性

Synthesis and anticancer activity of silver(I)-N-heterocyclic carbene complexes derived from the natural xanthine products caffeine, theophylline and theobromine.

作者信息

Mohamed Heba A, Lake Benjamin R M, Laing Thomas, Phillips Roger M, Willans Charlotte E

机构信息

School of Chemistry, University of Leeds, Woodhouse Lane, Leeds, LS2 9JT, UK.

出版信息

Dalton Trans. 2015 Apr 28;44(16):7563-9. doi: 10.1039/c4dt03679d.

DOI:10.1039/c4dt03679d
PMID:25812062
Abstract

A new library of silver(I)-N-heterocyclic carbene complexes prepared from the natural products caffeine, theophylline and theobromine is reported. The complexes have been fully characterised using a combination of NMR spectroscopy, mass spectrometry, elemental analysis and X-ray diffraction analysis. Furthermore, the hydrophobicity of the complexes has been measured. The silver(I)-N-heterocyclic carbenes have been evaluated for their antiproliferative properties against a range of cancer cell lines of different histological types, and compared to cisplatin. The data shows different profiles of response when compared to cisplatin in the same panel of cells, indicating a different mechanism of action. Furthermore, it appears that the steric effect of the ligand and the hydrophobicity of the complex both play a role in the chemosensitivity of these compounds, with greater steric bulk and greater hydrophilicity delivering higher cytotoxicity.

摘要

报道了一个由天然产物咖啡因、茶碱和可可碱制备的新型银(I)-N-杂环卡宾配合物库。这些配合物已通过核磁共振光谱、质谱、元素分析和X射线衍射分析等多种方法进行了全面表征。此外,还测定了配合物的疏水性。对银(I)-N-杂环卡宾针对一系列不同组织学类型的癌细胞系的抗增殖特性进行了评估,并与顺铂进行了比较。数据显示,在同一组细胞中与顺铂相比时,有不同的反应情况,表明作用机制不同。此外,配体的空间效应和配合物的疏水性似乎都在这些化合物的化学敏感性中起作用,空间位阻越大和亲水性越强,细胞毒性越高。

相似文献

1
Synthesis and anticancer activity of silver(I)-N-heterocyclic carbene complexes derived from the natural xanthine products caffeine, theophylline and theobromine.源自天然黄嘌呤产物咖啡因、茶碱和可可碱的银(I)-N-杂环卡宾配合物的合成及其抗癌活性
Dalton Trans. 2015 Apr 28;44(16):7563-9. doi: 10.1039/c4dt03679d.
2
Lipophilicity-dependent ruthenium N-heterocyclic carbene complexes as potential anticancer agents.作为潜在抗癌剂的亲脂性依赖型钌氮杂环卡宾配合物
Dalton Trans. 2015 Apr 28;44(16):7324-31. doi: 10.1039/c5dt00169b.
3
N-heterocyclic carbenes (NHC) with 1,2,4-oxadiazole-substituents related to natural products: synthesis, structure and potential antitumor activity of some corresponding gold(I) and silver(I) complexes.与天然产物相关的含1,2,4-恶二唑取代基的氮杂环卡宾(NHC):一些相应金(I)和银(I)配合物的合成、结构及潜在抗肿瘤活性
Eur J Med Chem. 2015 Aug 28;101:431-41. doi: 10.1016/j.ejmech.2015.06.053. Epub 2015 Jul 2.
4
Synthesis and biological studies of silver N-heterocyclic carbene complexes derived from 4,5-diarylimidazole.银 N-杂环卡宾配合物的合成及生物研究,该配合物来源于 4,5-二芳基咪唑。
Eur J Med Chem. 2011 Dec;46(12):5927-34. doi: 10.1016/j.ejmech.2011.10.002. Epub 2011 Oct 7.
5
Synthesis and biological activity of ester- and amide-functionalized imidazolium salts and related water-soluble coinage metal N-heterocyclic carbene complexes.酯基和酰胺基功能化咪唑鎓盐及相关水溶性贵金属 N-杂环卡宾配合物的合成与生物活性
Inorg Chem. 2012 Sep 17;51(18):9873-82. doi: 10.1021/ic3013188. Epub 2012 Sep 4.
6
Caffeine-based gold(I) N-heterocyclic carbenes as possible anticancer agents: synthesis and biological properties.基于咖啡因的金(I)氮杂环卡宾作为潜在抗癌剂:合成与生物学性质
Inorg Chem. 2014 Feb 17;53(4):2296-303. doi: 10.1021/ic403011h. Epub 2014 Feb 5.
7
Synthesis and Medicinal Applications of N-Heterocyclic Carbene Complexes Based on Caffeine and Other Xanthines.基于咖啡因和其他黄嘌呤的 N-杂环卡宾配合物的合成及药用。
ChemMedChem. 2024 Aug 1;19(15):e202400118. doi: 10.1002/cmdc.202400118. Epub 2024 Jun 14.
8
N-heterocyclic carbene Pt(II) complexes from caffeine: synthesis, structures and photoluminescent properties.咖啡因衍生的 N-杂环卡宾 Pt(II) 配合物:合成、结构和光致发光性质。
Dalton Trans. 2011 May 7;40(17):4402-6. doi: 10.1039/c0dt01380c. Epub 2011 Mar 14.
9
Enhanced cytotoxicity of silver complexes bearing bidentate N-heterocyclic carbene ligands.含双齿 N-杂环卡宾配体的银配合物的增强细胞毒性。
Dalton Trans. 2012 Apr 7;41(13):3720-5. doi: 10.1039/c2dt12399a. Epub 2012 Feb 13.
10
Preparation and characterization of amino-linked heterocyclic carbene palladium, gold, and silver complexes and their use as anticancer agents that act by triggering apoptotic cell death.制备并表征含氨基杂环卡宾的钯、金和银配合物及其作为抗癌药物的应用,这些药物通过触发细胞凋亡导致细胞死亡。
J Med Chem. 2011 Jul 28;54(14):5245-9. doi: 10.1021/jm101096x. Epub 2011 Jun 28.

引用本文的文献

1
A green marriage: the union of theophylline's catalytic activity and healing potential.绿色婚姻:茶碱的催化活性与治愈潜力的结合。
RSC Adv. 2025 Jun 2;15(23):18338-18357. doi: 10.1039/d4ra08479a. eCollection 2025 May 29.
2
Special Issue: "Enzymes and Enzyme Inhibitors-Applications in Medicine and Diagnosis 2.0".特刊:“酶与酶抑制剂——在医学与诊断中的应用2.0”
Int J Mol Sci. 2024 Dec 14;25(24):13422. doi: 10.3390/ijms252413422.
3
Silver and Gold Complexes with NHC-Ligands Derived from Caffeine: Catalytic and Pharmacological Activity.
含源自咖啡因的NHC配体的银和金配合物:催化活性与药理活性
Int J Mol Sci. 2024 Feb 23;25(5):2599. doi: 10.3390/ijms25052599.
4
Pd-PEPPSI N-Heterocyclic Carbene Complexes from Caffeine: Application in Suzuki, Heck, and Sonogashira Reactions.源自咖啡因的钯-PEPPSI N-杂环卡宾配合物:在铃木反应、赫克反应和薗头反应中的应用
Organometallics. 2022 Aug 22;41(16):2281-2290. doi: 10.1021/acs.organomet.2c00262. Epub 2022 Aug 11.
5
Di--acetato-bis{[3-benzyl-1-(2,4,6-trimethylphenyl)imidazol-2-ylidene]silver(I)}.二乙酸根双{[3-苄基-1-(2,4,6-三甲基苯基)咪唑-2-亚基]银(I)}
IUCrdata. 2019 Jul;4(7). doi: 10.1107/s2414314619010034. Epub 2019 Jul 30.
6
Metals to combat antimicrobial resistance.金属对抗抗菌药物耐药性。
Nat Rev Chem. 2023 Mar;7(3):202-224. doi: 10.1038/s41570-023-00463-4. Epub 2023 Feb 8.
7
Synthesis of Gingerol-Metals Complex and in-vitro Cytotoxic Activity on Human Colon Cancer Cell Line.姜辣素-金属配合物的合成及其对人结肠癌细胞系的体外细胞毒性活性
Cancer Manag Res. 2023 Jan 27;15:87-98. doi: 10.2147/CMAR.S391546. eCollection 2023.
8
N-Heterocyclic Carbene Complexes of Nickel(II) from Caffeine and Theophylline: Sustainable Alternative to Imidazol-2-ylidenes.咖啡因和茶碱衍生的镍(II)氮杂环卡宾配合物:咪唑-2-亚基的可持续替代物
Organometallics. 2022 Jul 25;41(14):1806-1815. doi: 10.1021/acs.organomet.2c00019. Epub 2022 Apr 5.
9
Noble Metal Complexes of a Bis-Caffeine Containing NHC Ligand.含双咖啡因配体的贵金属配合物。
Molecules. 2022 Jul 5;27(13):4316. doi: 10.3390/molecules27134316.
10
Polymer encapsulation of anticancer silver-N-heterocyclic carbene complexes.抗癌银-N-杂环卡宾配合物的聚合物包封
RSC Adv. 2018 Mar 15;8(19):10474-10477. doi: 10.1039/c8ra00450a. eCollection 2018 Mar 13.