CAS: 79995-67-8; (2R,3R)-3,5-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-7-Methoxychroman-4-One

该化合物是天然产生的化学化合物,被归类为氟虫素,主要来自以其药性著称的蓝虫植物,其稳定性和功效可能受温度和光照射等因素的影响.Blumetain B研究继续探索其潜在的治疗应用,特别是在传统医学中,它可以在治疗各种疾病方面发挥作用.

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diazomethane taxifolin

合成工艺路线路线简述

  • 480-18-2 + 153666-25-2 = 79995-67-8 + 649552-43-2 + 649552-41-0 + 37971-67-8 + 649552-45-4 + 74628-44-7 + 80453-44-7 + 649552-44-3
    反应条件:1.1 Solvents: Diethyl Ether,Benzene; 9 D,4 °C
    标题:Methylation Of Dihydroquercetin Acetates: Synthesis Of 5-O-Methyldihydroquercetin
    作者:Kiehlmann,Eberhard; Et Al
    参考文献:Journal Of Natural Products 日期:2003 卷标:66(12) 页码:1562-1566
📜重氮甲烷,花旗松素 以 乙醚,苯 作为反应溶剂,化学反应 1.5H,以28%的收率获得产物李属素
参考文献:Structure-activity Relationship For (+)-Taxifolin Isolated From Silymarin As An Inhibitor Of Amyloid β Aggregation
标题:Structure-activity Relationship For (+)-Taxifolin Isolated From Silymarin As An Inhibitor Of Amyloid β Aggregation
摘要:Silymarin,The Seed Extract Of Silybium Marianum,Has Preventive Effects Against Alzheimer'S Disease-Like Pathogenesis In Vivo. We Isolated (+)-Taxifolin (4) From Silymarin As An Inhibitor Of Aggregation Of The 42-Residue Amyloid Beta-Protein. Structure-Activity Relationship Studies Revealed The 3',4'-Dihydroxyl Groups To Be Critical To The Anti-Aggregative Ability,Whereas The 7-Hydroxyl Group And The Stereochemistry At Positions 2 And 3 Were Not Important.
DOI:10.1271/bbb.120925

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Methylation Of Dihydroquercetin Acetates: Synthesis Of 5-O-Methyldihydroquercetin
作者:Eberhard Kiehlmann,Peter W. Slade |发布日期:2003.12.1
摘要:The Major Products Of Methylation Of Dihydroquercetin (1, Dhq) With Diazomethane Have Been Identified As 7-O-Methyldhq (9), 7,3'-Di-0-Methyldhq (10), 7,4'-Di-O-Methyldhq (11), And 7,3',4'-Tri-O-Methyldhq (2). With Dhq 3,7,3',4'-Tetraacetate (6), Dhq 3,5,3',4'-Tetraacetate (5), Dhq 3,3',4'-Triacetate (7), Dhq 7,3',4'Triacetate (8), And Dhq 3-Acetate (4) The Same Reaction Affords Mainly 5-O-Methyldhq 3,7,3',4'-Tetraacetate (15), 7-O-Methyldhq 3,5,3',4'-Tetraacetate (13), 7-O-Methyldhq 3,3',4'-Triacetate (14), 5-O-Methyldhq 7,3',4'Triacetate (25), And 7-O-Methyldhq 3-Acetate (12), Respectively. The Methylation Of 8 Is Accompanied By Intermolecular Acetyl Migration From Phenolic Oxygen To The Hydroxy Group Of The Heterocyclic Ring. 5-O-Methyldhq (28) Is Accessible By Deacetylation Of 25. 5,7-Di-O-Methyldhq (29), Four Known Methyl Ethers, 13 New And Three Known Methyl Ether Acetates Of Dhq, And Six New Isomers With 2,3-Cis Stereochemistry Were Spectroscopically Identified.

合成参考文献


参考文献:10.1016/j.sajb.2011.09.010
摘要:Yagi S, Chrétien F, Duval RE, Fontanay S, Maldini M, Piacente S, Henry M, Chapleur Y, Laurain-Mattar D. Antibacterial activity, cytotoxicity and chemical constituents of Hydnora johannis roots. South African Journal of Botany. 2012 Jan;78():228–34. doi: 10.1016/j.sajb.2011.09.010.
参考文献:10.3987/com-08-s(f)79
摘要:Ishibashi M, Ohtsuki T, Hiraka T, Kikuchi H, Koyano T, Kowithayakorn T, Sakai T. Flavonoids from Eupatorium odoratum with Death Receptor 5 Promoter Enhancing Activity. HETEROCYCLES. 2009;77(2):1379. doi: 10.3987/com-08-s(f)79.
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