• 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

以13C标记的肉桂醇为原料合成多重13C标记的呋喃呋喃木脂素。

Synthesis of multiply 13C-labeled furofuran lignans using 13C-labeled cinnamyl alcohols as building blocks.

作者信息

Haajanen Kati, Botting Nigel P

机构信息

School of Chemistry, University of St. Andrews, St. Andrews, Fife, KY16 9ST Scotland, UK.

出版信息

Steroids. 2006 Mar;71(3):231-9. doi: 10.1016/j.steroids.2005.10.005. Epub 2005 Dec 19.

DOI:10.1016/j.steroids.2005.10.005
PMID:16360720
Abstract

Plant lignans are currently being widely studied for their potential benefits for human health as their consumption has been correlated with lower risks for developing chronic diseases, such as breast cancer and coronary heart disease. However, studies of some classes of lignans, in particular the furofurans, are hampered by the lack of suitable standards to allow accurate analysis. Herein, we report the syntheses of two racemic (13)C-labeled furofuran lignans [7,8,9-(13)C(3)]medioresinol and [7,8,9-(13)C(3)]sesamin as internal standards for LC-MS analysis. The labeled furofuran lignans were constructed from triply labeled cinnamyl alcohols, using a radical cyclization method.

摘要

植物木脂素目前正因其对人类健康的潜在益处而受到广泛研究,因为食用木脂素与降低患慢性疾病(如乳腺癌和冠心病)的风险相关。然而,对某些类别的木脂素,特别是呋喃并呋喃类木脂素的研究,因缺乏合适的标准品以进行准确分析而受到阻碍。在此,我们报告了两种外消旋的、用¹³C标记的呋喃并呋喃类木脂素[7,8,9-(¹³C)₃]中树脂醇和[7,8,9-(¹³C)₃]芝麻素的合成,作为液相色谱-质谱分析的内标物。标记的呋喃并呋喃类木脂素由三重标记的肉桂醇通过自由基环化方法构建而成。

相似文献

1
Synthesis of multiply 13C-labeled furofuran lignans using 13C-labeled cinnamyl alcohols as building blocks.以13C标记的肉桂醇为原料合成多重13C标记的呋喃呋喃木脂素。
Steroids. 2006 Mar;71(3):231-9. doi: 10.1016/j.steroids.2005.10.005. Epub 2005 Dec 19.
2
A versatile stereoselective synthesis of endo,exo-furofuranones: application to the enantioselective synthesis of furofuran lignans.内型、外型呋喃并呋喃酮的通用立体选择性合成:在呋喃并呋喃木脂素对映选择性合成中的应用。
J Org Chem. 2004 Jan 9;69(1):122-9. doi: 10.1021/jo035365r.
3
The dihydrofuran template approach to furofuran synthesis.用于合成呋哺并呋喃的二氢呋喃模板法。
Org Biomol Chem. 2006 Aug 7;4(15):2912-27. doi: 10.1039/b604952d. Epub 2006 Jun 30.
4
Short and stereoselective total synthesis of furano lignans (+/-)-dihydrosesamin, (+/-)-lariciresinol dimethyl ether, (+/-)-acuminatin methyl ether, (+/-)-sanshodiol methyl ether, (+/-)-lariciresinol, (+/-)-acuminatin, and (+/-)-lariciresinol monomethyl ether and furofuran lignans (+/-)-sesamin, (+/-)-eudesmin, (+/-)-piperitol methyl ether, (+/-)-pinoresinol, (+/-)-piperitol, and (+/-)-pinoresinol monomethyl ether by radical cyclization of epoxides using a transition-metal radical source.通过使用过渡金属自由基源对环氧化物进行自由基环化反应,实现呋喃木脂素(±)-二氢芝麻素、(±)-落叶松脂醇二甲醚、(±)-尖叶木兰素甲醚、(±)-山茱萸二醇甲醚、(±)-落叶松脂醇、(±)-尖叶木兰素以及(±)-落叶松脂醇单甲醚和呋喃呋喃木脂素(±)-芝麻素、(±)-桉叶素、(±)-胡椒醇甲醚、(±)-松脂醇、(±)-胡椒醇以及(±)-松脂醇单甲醚的短程立体选择性全合成。
J Org Chem. 2002 May 17;67(10):3242-8. doi: 10.1021/jo010857u.
5
Arylnaphthalene lignans through Pd-Catalyzed [2+2+2] cocyclization of arynes and diynes: total synthesis of Taiwanins C and E.通过钯催化的芳炔和二炔的[2+2+2]共环化反应合成芳基萘木脂素:台湾脂素C和E的全合成
Angew Chem Int Ed Engl. 2004 Apr 26;43(18):2436-40. doi: 10.1002/anie.200453809.
6
A new furofuran lignan from Isodon japonicus.一种来自日本香茶菜的新型呋喃骈呋喃木脂素。
Arch Pharm Res. 2009 Apr;32(4):501-4. doi: 10.1007/s12272-009-1404-x. Epub 2009 Apr 29.
7
Comparison of atmospheric pressure chemical ionization and electrospray ionization mass spectrometry for the detection of lignans from sesame seeds.大气压化学电离和电喷雾电离质谱法用于检测芝麻籽中木脂素的比较。
Rapid Commun Mass Spectrom. 2008 Nov;22(22):3615-23. doi: 10.1002/rcm.3777.
8
High-performance liquid chromatography/mass spectrometric identification of dibenzylbutyrolactone-type lignans: insights into electrospray ionization tandem mass spectrometric fragmentation of lign-7-eno-9,9'-lactones and application to the lignans of Linum usitatissimum L. (Common Flax).二苄基丁内酯型木脂素的高效液相色谱/质谱鉴定:对木脂-7-烯-9,9'-内酯电喷雾电离串联质谱裂解的见解及其在亚麻(普通亚麻)木脂素中的应用
Rapid Commun Mass Spectrom. 2008 Nov;22(22):3642-50. doi: 10.1002/rcm.3783.
9
Enantioselective synthesis of the tetrahydrofuran lignans (-)- and (+)-magnolone.对映选择性合成四氢呋喃木脂素(-)-和(+)-马格诺龙。
J Nat Prod. 2007 Oct;70(10):1588-92. doi: 10.1021/np070300v. Epub 2007 Sep 22.
10
Synthetic studies on optically active furofuran and diarylbutane lignans.光学活性呋喃呋喃和二芳基丁烷木脂素的合成研究。
Biosci Biotechnol Biochem. 2018 Jan;82(1):1-8. doi: 10.1080/09168451.2017.1407235. Epub 2017 Dec 6.

引用本文的文献

1
Isolation and Anticancer Progression Evaluation of the Chemical Constituents from Tutcher.从 Tutcher 中分离和评估抗癌进展的化学成分。
Molecules. 2023 Aug 21;28(16):6165. doi: 10.3390/molecules28166165.