C-藜芦酰乙二醇 | 168293-10-5

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: C-藜芦酰乙二醇
• 英文名称: C-veratroylglycol
• 英文别名: 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-one；C–veratroycol；2,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone；2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one
• CAS: 168293-10-5
• 化学式: C₁₀H₁₂O₅
• mdl: MFCD20274792
• 分子量: 212.202
• InChiKey: UTXNRISXYKZJTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

制备方法与用途

应用

C-藜芦酰乙二醇是枸杞的一种化学成分。枸杞（Lycium）是我国传统中草药之一，最早记载于《神农本草经》，此后历代本草均有详尽的论述。其果实被称为枸杞子，味甘性平，具有滋补肝肾、益精明目的功效。主要治疗肝肾阴虚、头晕目眩、腰膝酸痛等症状。

现代免疫学和临床医学研究显示，枸杞果实及枸杞多糖可有效提高机体免疫调节功能，用于治疗糖尿病及其并发症，并具备抗突变、抗肿瘤、抗疲劳、延缓衰老、明目养颜、保肝降血糖等多重功效。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  香草醛	vanillin	121-33-5	C8H8O3	152.15

反应信息

• 作为产物：
  描述：

  dihydroxyfumaric acid 、 香草醛 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以14%的产率得到C-藜芦酰乙二醇
  参考文献：
  名称：

  碱介导的级联二羟富马酸和芳香醛的级联羟醛加成和断裂反应：通过选择碱，溶剂和取代基来控制化学发散

  摘要：

  二羟基富马酸（DHF）的二酯衍生物已专门用作有机合成中的亲电子试剂。然而，烯-二醇部分中所含的DHF亲核反应性的合成效用尚未得到开发。受到最近观察到的二羟基富马酸酯的pH依赖性化学发散亲核醛醇缩合反应（DHF 2–）与乙醛酸酯和甲醛，我们在此报告二羟基富马酸酯与芳族和杂芳族醛之间碱控制的化学发散反应的控制和合成应用。在主要的水性介质中，以氢氧化物为碱，先进行羟醛加成，然后进行脱草酸作用，得到各种3-芳基-2，3-二羟基丙酸。以三乙胺为THF中的碱，1-芳基-2,3-二羟基丙烷是反应的产物。为了了解DHF，其二羧酸盐和其二甲基酯之间反应性的差异，我们进行了计算和实验研究，它们为为什么富马酸二羟基酯（DHF 2–）是亲核试剂而相应的二酯以亲电子试剂反应的原因提供了理论依据。。

  DOI：

  10.1021/acs.joc.8b01867

文献信息

• SUGAR PLANT DERIVED BY-PRODUCTS AND METHODS OF PRODUCTION THEREOF
  申请人：Barbeau Julie

  公开号：US20130203688A1

  公开（公告）日：2013-08-08

  The present document describes a nutraceutical or cosmeceutical composition for the prophylaxis of an ailment comprising a therapeutically effective amount of a sugar plant syrup filtration residue in association with a pharmaceutically acceptable carrier. The present document also describes a nutraceutical or cosmeceutical composition for improving health condition of skin. The present document describes a method of producing a sugar plant syrup-derived product; wherein the improvement is characterized in the step of: collecting a sugar plant syrup residue during the production of sugar or syrup to produce a syrup-derived by-product.
• NOVEL PHYTOCHEMICALS FROM EXTRACTS OF MAPLE SYRUPS AND MAPLE TREES AND USES THEREOF
  申请人：Seeram Navindra P.

  公开号：US20130267474A1

  公开（公告）日：2013-10-10

  The present invention describes phytochemicals present in maple syrup and maple tree extracts by butanol, ethyl acetate and methanol. Novel compounds are isolated from maple syrups, including one compound Quebecol generated in the maple syrup manufacturing process. Also described are digesting extract of maple syrup. The phytochemicals may be used for the treatment or prevention of cancers, metabolic syndromes, diabetes, microorganism infections and/or antioxidants.
• NUTRIPROTECTIVE DIET
  申请人：Potvin Steeves

  公开号：US20150140143A1

  公开（公告）日：2015-05-21

  The present document describes a nutriprotective diet comprising a nutriprotective amount of a sugar plant syrup, a sugar plant syrup extract, a sugar plant extract, or combinations thereof The present document also describes a method of eliciting a nutriprotective effect in a subject, which comprises administering a nutriprotective amount of a nutriprotective diet according to the present invention. Also, the present document also describes a method of treating a subject with a disorder, by administering a nutriprotective amount of a nutriprotective diet according to the present invention. Also, the present document describes a process for the extraction of polyphenolic compounds from maple syrup using adsorbent materials, and the extracts obtained therefrom.
• [EN] NOVEL PHYTOCHEMICALS FROM EXTRACTS OF MAPLE SYRUPS AND MAPLE TREES AND USES THEREOF<br/>[FR] NOUVEAUX AGENTS PHYTOCHIMIQUES ISSUS D'EXTRAITS DE SIROP D'ÉRABLE ET D'ÉRABLE ET LEURS UTILISATIONS
  申请人：FEDERATION DES PRODUCTEURS ACERICOLES DU QUEBEC

  公开号：WO2012021981A1

  公开（公告）日：2012-02-23

  The present invention describes phytochemicals present in maple syrup and maple tree extracts by butanol, ethyl acetate and methanol. Novel compounds are isolated from maple syrups, including one compound Quebecol generated in the maple syrup manufacturing process. Also described are digesting extract of maple syrup. The phytochemicals may be used for the treatment or prevention of cancers, metabolic syndromes, diabetes, microorganism infections and/or antioxidants.
• [EN] SUGAR PLANT DERIVED BY-PRODUCTS AND METHODS OF PRODUCTION THEREOF<br/>[FR] DÉRIVÉS DE PLANTE SUCRIÈRE ET LEURS PROCÉDÉS DE PRODUCTION
  申请人：FEDERATION DES PRODUCTEURS ACERICOLES DU QUEBEC

  公开号：WO2012021983A1

  公开（公告）日：2012-02-23

  The present document describes a nutraceutical or cosmeceutical composition for the prophylaxis of an ailment comprising a therapeutically effective amount of a sugar plant syrup filtration residue in association with a pharmaceutically acceptable carrier. The present document also describes a nutraceutical or cosmeceutical composition for improving health condition of skin. The present document describes a method of producing a sugar plant syrup-derived product; wherein the improvement is characterized in the step of: collecting a sugar plant syrup residue during the production of sugar or syrup to produce a syrup-derived by-product.