2-O-(trans-coumaroyl)malic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-O-(trans-coumaroyl)malic acid
• 英文别名: O-(trans-p-coumaroyl)malic acid；trans-p-coumaroyl malic acid；trans-p-coumaroylmalic acid；p-coumaroyl malic acid；trans-coumaroyl malate；p-coumaroylmalic acid；D-Malic acid p-coumarate；2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxybutanedioic acid
• 化学式: C₁₃H₁₂O₇
• 分子量: 280.234
• InChiKey: QVPHNABUSKBIMG-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-O-(trans-coumaroyl)malic acid 反应 3.0h， 生成 4-羟基肉桂酸 、 4-香豆酸
  参考文献：
  名称：

  Identification and Quantification of Phenolic Compounds from the Forage Legume Sainfoin (Onobrychis viciifolia)

  摘要：

  Phenolic compounds of sainfoin (Onobrychis viciifolia) variety Cotswold Common are assumed to contribute to its nutritive value and bioactive properties. A purified acetone/water extract was separated by Sephadex LH-20 gel chromatography. Sixty-three phenolic and other aromatic compounds were identified by means of chemical, chromatographic, and spectroscopic methods. Reverse phase HPLC with diode array and chemical reaction detection was used to investigate the phenolic composition of different plant organs. All plant parts showed specific phenolic profiles. Moreover, there were considerable variations in the phenolic content among individual plants of the same variety. The three most abundant phenolic compounds were found to be arbutin [predominant in petiols, 17.7 mg/g of dry weight (DW)], rutin (predominant in leaves, 19.9 mg/g of DW), and catechin (predominant flavanol in petiols, 3.5 mg/g of DW). The present study reveals that the phenolic profile of sainfoin is even more complex than hitherto assumed.

  DOI：

  10.1021/jf900625r

文献信息

• [DE] PFLANZENEXTRAKT UND SEINE VERWENDUNG<br/>[EN] PLANT EXTRACT, AND USE THEREOF<br/>[FR] EXTRAIT VÉGÉTAL ET SON UTILISATION
  申请人：STEINDL FRANZ

  公开号：WO2008124857A2

  公开（公告）日：2008-10-23

  (DE) Beschrieben wird ein wässriges Brennnesselextrakt, umfassend ein Gemisch von p-Coumarinsäure und einem Caffeoylmalat sowie ein Gemisch von Coumarin und trans-Ferulasäure, und zwar mit einer Mindestkonzentration von 0,75 μg/ml an Gemisch von p-Coumarinsäure und einem Caffeoylmalat und einer Mindestkonzentration von 0,80 μg/ml an Gemisch von Coumarin und trans-Ferulasäure, bei Extraktion von 4 g getrocknete und zerkleinerte Blätter und Stängel mit 96 ml RO oder HQ-Wasser. Weiters wird ein Verfahren zur Herstellung des Extrakts mittels überhitzter wässriger Extraktion sowie die Verwendung des wässrigen Brennnesselextrakts zur Herstellung von Arzneimitteln beschrieben.(EN) Disclosed is an aqueous stinging nettle extract comprising a mixture of p-coumarinic acid and a caffeoyl malate as well as a mixture of coumarin and trans-ferulic acid. The mixture of p-coumarinic acid and a caffeoyl malate has a minimum concentration of 0.75 μg/ml while the mixture of coumarin and trans-ferulic acid has a minimum concentration of 0.80 μg/ml when 4 g of dried and crushed leaves and stalks are extracted with 96 ml of RO or HQ water. Also disclosed are a method for producing said extract by means of a superheated aqueous extraction process as well as the use of the aqueous stinging nettle extract for producing medicaments.(FR) L'invention se rapporte à un extrait aqueux de grande ortie comprenant un mélange d'acide p-coumarique et d'un malate de caffeoyle ainsi qu'un mélange de coumarine et d'acide trans-férulique. La concentration minimale du mélange d'acide p-coumarique est égale à 0,75 μg/ml tandis que la concentration minimale du mélange de coumarine et d'acide trans-férulique est égale à 0,80 μg/ml pour l'extraction de 4 g de feuilles et de tiges séchées et broyées au moyen de 96 ml de Ro ou d'eau HQ. Cette invention concerne en outre un procédé pour produire cet extrait au moyen d'un processus d'extration aqueuse par surchauffe ainsi que l'utilisation de l'extrait aqueux de grande ortie pour produire des médicaments.

  本发明涉及水提取的药效活性成分及其制备方法和应用。具体来说，涉及一种从荨麻中提取的水提取物，包含p-香豆酸和咖啡酰基苹果酸的混合物，以及香豆素和顺式- ferulic酸的混合物。所述提取物中，p-香豆酸和咖啡酰基苹果酸的浓度不低于0.75μg/ml，香豆素和顺式- ferulic酸的浓度不低于0.80μg/ml。此外，本发明还涉及一种通过超热水提取法制备所述提取物的方法，以及所述水性荨麻提取物在制备药物中的应用。 所述水性荨麻提取物是通过以下步骤制备的：将4克干燥粉碎的荨麻叶和茎与96毫升RO或HQ水混合，进行超热水提取，得到所述提取物。 所述水性荨麻提取物在制备药物中的应用包括但不限于制备抗炎药物、抗氧化药物、以及用于治疗与所述成分相关的其他疾病。
• PFLANZENEXTRAKT UND SEINE VERWENDUNG
  申请人：Steindl, Franz

  公开号：EP2146730B1

  公开（公告）日：2018-02-28
• Identification and Quantification of Phenolic Compounds from the Forage Legume Sainfoin (Onobrychis viciifolia)
  作者：Ionela Regos、Andrea Urbanella、Dieter Treutter

  DOI：10.1021/jf900625r

  日期：2009.7.8

  Phenolic compounds of sainfoin (Onobrychis viciifolia) variety Cotswold Common are assumed to contribute to its nutritive value and bioactive properties. A purified acetone/water extract was separated by Sephadex LH-20 gel chromatography. Sixty-three phenolic and other aromatic compounds were identified by means of chemical, chromatographic, and spectroscopic methods. Reverse phase HPLC with diode array and chemical reaction detection was used to investigate the phenolic composition of different plant organs. All plant parts showed specific phenolic profiles. Moreover, there were considerable variations in the phenolic content among individual plants of the same variety. The three most abundant phenolic compounds were found to be arbutin [predominant in petiols, 17.7 mg/g of dry weight (DW)], rutin (predominant in leaves, 19.9 mg/g of DW), and catechin (predominant flavanol in petiols, 3.5 mg/g of DW). The present study reveals that the phenolic profile of sainfoin is even more complex than hitherto assumed.