CAS: 2174-59-6; 2-(3,4-Dimethoxyphenyl)-5-Hydroxy-6,7,8-Trimethoxy-4H-Chromen-4-One

该化合物是一种氟虫素化合物,其结构复杂,包括多种甲氧基组和铬骨干.该化合物展示了一系列生物活动,包括抗氧化剂,抗氟化物和潜在的抗癌特性,使其对药理学研究感兴趣.氢氟碳化合物和甲基氧基子组的存在增强了其溶性性和再活动,有助于其生物功效.其结构特征允许与各种生物目标相互作用,这可能导致多种治疗用途.此外,该化合物的稳定性和再活性可能受到诸如pH和温度等环境因素的影响.

结构式图片

上下游产品

diazomethane 5-hydroxy-3',4',6,7,8-pentamethoxyflavone nobiletin 3′-methoxy-4′-hydroxy-5,6,7,8-tetramethoxyflavone nobiletin 5-hydroxy-3',4',6,7,8-pentamethoxyflavone

合成工艺路线路线简述

    地奥司明置于aluminum (III) Chloride,N-溴代丁二酰亚胺(Nbs),Potassium Carbonate,三氟乙酸,Copper(I) Bromide体系中,用 甲醇,N,N-二甲基甲酰胺,丙酮,乙腈 用作溶剂,化学反应 21.0H,反应生成去甲基川陈皮素
    参考文献:Synthesis Of Citrus Polymethoxyflavonoids And Their Antiproliferative Activities On Hela Cells
    标题:Synthesis Of Citrus Polymethoxyflavonoids And Their Antiproliferative Activities On Hela Cells
    摘要:A Series Of Polymethoxyflavonoids (3-16) Were Synthesized Through Dehydrogenation,O-Methylation,Glycoside Hydrolysis,Bromination,Microwave-Assisted Aromatic Nucleophilic Substitution,Dimethyldioxirane Oxidation And Regioselective Demethylation,Starting From Abundant And Inexpensive Natural Sources Naringin And Hesperidin. All The Synthetic Compounds Were Test For Antiproliferative Activities On Human Cervical Carcinoma Hela Cell Line By The Standard Cck-8 Assay,The Result Showed That Most Of The Target Compounds Exhibited Moderate To Potent Antiproliferative Activities On Hela Cells Comparable With The Positive Control Cis-Platin. Among Them,5-Hydroxypolymethoxy Flavonoid 13 Showed The Strongest Activity (Ic50 0.791 Mu M).
    Doi:10.1007/s00044-017-1871-4

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    主要参考文献


    1: Guo R, Zhang X, Su J, Xu H, Zhang Y, Zhang F, Li D, Zhang Y, Xiao X, Ma S, Yang H. Identifying potential quality markers of Xin-Su-Ning capsules acting on arrhythmia by integrating UHPLC-LTQ-Orbitrap, ADME prediction and network target analysis. Phytomedicine. 2018 May 15;44:117-128. doi: 10.1016/j.phymed.2018.01.019. Epub 2018 Feb 10. doi: 10.1021/acs.jafc.8b00509. Epub 2018 Mar 16. doi: 10.1016/j.foodchem.2017.07.103. Epub 2017 Jul 25. doi: 10.1039/c6fo01367h. doi: 10.1021/acs.jafc.6b03899. Epub 2016 Dec 15. Epub 2016 Dec 5. doi: 10.4268/cjcmm20161116. Chinese. doi: 10.1021/acs.jafc.6b01367. Epub 2016 Jun 7. doi: 10.1021/acs.jafc.6b00706. Epub 2016 Apr 15. Chinese. doi: 10.1016/j.jnutbio.2014.12.003. Epub 2015 Jan 29. doi: 10.1016/j.jchromb.2014.06.035. Epub 2014 Jul 6. doi: 10.1021/jf4024678. Epub 2013 Sep 23. Epub 2013 Aug 9. doi: 10.1002/mnfr.201300211. Epub 2013 Jul 26. doi: 10.1021/jf4027475. Epub 2013 Aug 20.
    17: Yen JH, Weng CY, Li S, Lo YH, Pan MH, Fu SH, Ho CT, Wu MJ. Citrus flavonoid 5-demethylnobiletin suppresses scavenger receptor expression in THP-1 cells and alters lipid homeostasis in HepG2 liver cells. Mol Nutr Food Res. 2011 May;55(5):733-48. doi: 10.1002/mnfr.201000226. Epub 2011 Jan 10. doi: 10.1002/bmc.1372. Epub 2007 Feb 3. Epub 2005 Oct 10.

    合成参考文献


    参考文献:10.1016/j.ijbiomac.2020.07.305
    摘要:Huang X, Zhu J, Wang L, Jing H, Ma C, Kou X, Wang H. Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation. International Journal of Biological Macromolecules. 2020 Dec;164():1927–38. doi: 10.1016/j.ijbiomac.2020.07.305.
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