CAS: 20310-89-8; 7-O-(β-D-Glucosyl)Isovitexin

该化合物是主要来自Saponaria officinalis(俗称肥皂)植物物种的甘蓝表面化合物,其特点是结构成分,其中包括一种与非糖成分(通常是苯球或丙烯)相连的糖浆,通常为苯球或丙烯部分.Saponarin以潜在的生物活动闻名,包括抗氧化剂和抗炎特性,它们引起了对药理研究的兴趣.该化合物在水中溶解,这是许多甘蓝表面的一个特征,允许通过水溶方法从植物材料中提取.此外,Saponarin可能展示表面活性特性,有助于其在民间医药和天然清洁剂中的传统用途.其安全性和效用是正在进行的研究的主题,特别是在草药和天然产品化学领域.与许多植物衍生的化合物一样,正在探索Saponanarin的具体作用和行动机制,以充分了解其潜在利益和应用.

结构式图片

合成工艺路线路线简述

    📜4',5-Dibenzoyloxy-7-Hydroxy-6-C-(2'',3'',4'',6''-Tetra-O-Acetyl-β-D-Glucopyranosyl)-7-O-(2''',3''',4''',6'''-Tetra-O-Acetyl-β-D-Glucopyranosyl)Flavone置于sodium Methylate体系中,用 四氢呋喃,甲醇 用作溶剂,化学反应 3.0H,以87%的收率获得皂草黄苷
    参考文献:First Synthesis Of Saponarin,6-C-And 7-O-Di-β-D-Glucosylapigenin
    标题:First Synthesis Of Saponarin,6-C-And 7-O-Di-β-D-Glucosylapigenin
    摘要:通过 11 个步骤合成了皂素,芹菜素 6-C-和 7-O-双-β-"="">D 葡萄糖苷,总收率为 37%,其中包括 2,4-O 二苄基氯苯乙酮的 C-糖基化,通过醛醇缩合引入肉桂酰残基,通过区域选择性脱保护形成黄酮,氧化闭环到最终的区域选择性脱保护和立体选择性 O-糖基化.
    Doi:10.1248/cpb.C13-00264

    海关参考信息

    专利信息


    专利号:US-2007232495-A1
    优先权日:2006-03-24
    标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
    发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
    权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
    摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.

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    主要参考文献


    1: Contreras RA, Pino C, Riveros G, Cortés X, Cidral-Christ A, Zúñiga GE. Inhibition of Key Virulence Enzymes of Botrytis cinerea by Flavonoids from the Antarctic Plant Colobanthus quitensis. Chem Biodivers. 2024 Sep
    26:e202401445. doi: 10.1002/cbdv.202401445. Epub ahead of print. 16(14):2182. doi: 10.3390/nu16142182.
    3: Kim SH, Shim YY, Kim YJ, Reaney MJT, Chung MJ. Anti-Inflammatory Effects of Barley Sprout Fermented by Lactic Acid Bacteria in RAW264.7 Macrophages and Caco-2 Cells. Foods. 2024 Jun 6;13(11):1781. doi: 10.3390/foods13111781.

    合成参考文献


    参考文献:10.1016/s0031-9422(01)00156-x
    摘要:Abou-Zaid MM, Lombardo DA, Kite GC, Grayer RJ, Veitch NC. Acylated flavone C-glycosides from Cucumis sativus. Phytochemistry. 2001 Sep;58(1):167–72. doi: 10.1016/s0031-9422(01)00156-x.
    参考文献:10.1016/j.bmcl.2015.09.057
    摘要:Seo WD, Lee JH, Jia Y, Wu C, Lee SJ. Saponarin activates AMPK in a calcium-dependent manner and suppresses gluconeogenesis and increases glucose uptake via phosphorylation of CRTC2 and HDAC5. Bioorg Med Chem Lett. 2015 Nov 15;25(22):5237–42. doi: 10.1016/j.bmcl.2015.09.057.
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