CAS: 56973-66-1; 9,9'-Di-O-(E)-Feruloylsecoisolariciresinol
该化合物是一种有显著生物活动的离子体衍生物,包括抗氧化剂和潜在的抗炎特性,其独特的结构,以氟化酯为特征,增强了稳定性和生物利用率.该化合物对制药和营养学研究具有兴趣,因为它在调节氧化压力和支持细胞健康方面的作用.
- 英文名称9,9'-Di-O-(E)-Feruloylsecoisolariciresinol
- 中文名称9,9'-二-O-(E)-阿魏酰开环异落叶松脂素
- IUPAC名称(2R,3R)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diyl (2E,2'E)-bis(3-(4-hydroxy-3-methoxyphenyl)acrylate)
- 其它别名Secoisolariciresinol Diferulate; 9,9'-Di-O-(E)-Feruloylsecoisolariciresil; 9,9'-Di-O-(E)-Feruloylsecoisolariciresinol; 1,4-O-Diferuloylsecoisolariciresinol; 9,9'-Di-O-(E)-Feruloylsecoisolar; 9'-Di-O-(E)-Feruloylsecoisolariciresinol; (2R,3R)-2,3-Bis(4-Hydroxy-3-Methoxybenzyl)-1,4-Butanediyl(2E,2'E)Bis[3-(4-Hydroxy-3-Methoxyphenyl)Acrylate; 2-Propenoic Acid, 3-(4-Hydroxy-3-Methoxyphenyl)-, 1,1'-[(2R,3R)-2,3-Bis[(4-Hydroxy-3-Methoxyphenyl)Methyl]-1,4-Butanediyl] Ester, (2E,2'E)-
- CAS编号56973-66-1
- MFCD编号:MFCD20260808
- 分子式:C40H42O12分子量:714.76
- 产品CID: 1544304
- 产品分类天然产物 → 木脂素
物理性质
上下游产品
CAS号111194-03-7 4-(4-hydroxy-3-... | CAS号121-33-5 香草醛合成工艺路线路线简述
📜Dimethyl 2-[(4-Hydroxy-3-Methoxyphenyl)Methylidene]Butanedioate置于咪唑,4-二甲氨基吡啶,Lithium Aluminium Tetrahydride,硫酸,Palladium 10% On Activated Carbon,四丁基氟化铵,氢气,Lithium,N,N'-二环己基碳二亚胺体系中,用 四氢呋喃,甲醇,二氯甲烷,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 104.0H,反应生成 9,9'-二-O-(E)-阿魏酰开环异落叶松脂素
参考文献:Synthesis And Evaluation Of Cytotoxic Effects Of Hanultarin And Its Derivatives
标题:Synthesis And Evaluation Of Cytotoxic Effects Of Hanultarin And Its Derivatives
摘要:One Of The Known Cytotoxic Lignans Is (-)-1-O-Feruloyl-Secoisolariciresinol Designated As Hanultarin,Which Was Isolated From The Seeds Of Trichosanthes Kirilowii. In This Letter,We Described The First Synthesis Of 1-O-Feruloyl-Secoisolariciresinol,1,4-O-Diferuloyl-Secoisolariceresinol And Their Analogues. The Cytotoxicities Of These Compounds Were Evaluated Against Several Cancer Cell Lines. Interestingly,We Found That The Feruloyl Diester Derivative Of Secoisolariciresinol Was The Most Active Cytotoxic Compound Against All The Cancer Cells Tested In This Experiment. The Ic(50) Values Of The 1,4-O-Diferuloyl-Secoisolariceresinol Were In The Range Of 7.1-9.8 Mu M Except One Cell Line. In Considering That Both Ferulic Acid And Secoisolariciresinol Are Commonly Found In Many Plants And Have No Cytotoxicity,This Finding Is Remarkable In That Simple Covalent Bonds Between The Ferulic Acid And Secoisolariciresinol Cause A Cytotoxic Effect. (C) 2011 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Bmcl.2011.09.014
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主要参考文献
1: Dong GZ, Jeong JH, Lee YI, Han YE, Shin JS, Kim YJ, Jeon R, Kim YH, Park TJ, Kim KI, Ryu JH. A lignan induces lysosomal dependent degradation of FoxM1 protein to suppress β-catenin nuclear translocation. Sci Rep. 2017 Apr 5;7:45951. doi: 10.1038/srep45951.
2: Dong GZ, Jeong JH, Lee YI, Han YE, Shin JS, Kim YJ, Jeon R, Kim YH, Park TJ, Kim KI, Ryu JH. A lignan induces lysosomal dependent degradation of FoxM1 protein to suppress β-catenin nuclear translocation. Sci Rep. 2017 Apr 5;7:45951. doi: 10.1038/srep45951.
3: Dong GZ, Jeong JH, Lee YI, Han YE, Shin JS, Kim YJ, Jeon R, Kim YH, Park TJ, Kim KI, Ryu JH. A lignan induces lysosomal dependent degradation of FoxM1 protein to suppress β-catenin nuclear translocation. Sci Rep. 2017 Apr 5;7:45951. doi: 10.1038/srep45951.
合成参考文献
参考文献:10.1248/cpb.43.1937
摘要:FUCHINO H, SATOH T, TANAKA N. Chemical Evaluation of Betula Species in Japan. I. Constituents of Betula ermanii. Chem. Pharm. Bull. 1995;43(11):1937–42. doi: 10.1248/cpb.43.1937.
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