2-(3,4-dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3,4-dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate
• 化学式: C₁₇H₁₈O₆
• 分子量: 318.326
• InChiKey: GQGAKMDGSLWLHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  羟基酪醇 在 哌啶 、 吡啶 、 palladium 10% on activated carbon 、 氢气 作用下， 以 1,4-二氧六环 、 乙酸乙酯 为溶剂， 反应 33.0h， 生成 2-(3,4-dihydroxyphenyl)ethyl 3-(3,4-dihydroxyphenyl)propanoate
  参考文献：
  名称：

  咖啡酸苯乙基酯衍生物的合成及其在PC12细胞中的细胞保护和神经发生活性

  摘要：

  合成了二十一种咖啡酸苯乙酯（CAPE）衍生物，并通过IR，HR-MS，1 H和13 C NMR分析对其进行了表征。评价了所有化合物对PC 12细胞中神经突生长中H 2 O 2诱导的细胞毒性和神经生成活性的细胞保护作用。化合物1和20在4 nM时比其母体化合物CAPE表现出更强的细胞保护活性。化合物1，4，12和13显示出潜在neuritogenic活动在为0.5nM，而化合物19和20在10 nM时引起神经突生长。这项研究的结果表明，CAPE及其衍生物可能是预防神经退行性疾病的潜在功能性食品成分。

  DOI：

  10.1021/jf500464k

文献信息

• Para-coumaric acid or para-hydroxycinnamic acid derivatives and their use in cosmetic or dermatological compositions
  申请人：Okombi Sabrina

  公开号：US20070183996A1

  公开（公告）日：2007-08-09

  The invention relates to the use of para-coumaric acid or para-hydroxycinnamic acid derivatives in cosmetic or dermatological compositions, specifically to the use of at least one compound derived from para-coumaric acid having a general formula (I) below: in which, especially, Z represents an oxygen or an —NH— group; X and Y are identical and each represent a CH or CH 2 group, as an active principle with depigmenting, free-radical-scavenging and/or antiinflammatory activity. The invention also relates to the use of the above compounds for cosmetic care or for the preparation of a pharmaceutical composition, especially for depigmenting an area of skin, having antiradical and/or antiinflammatory activity.

  该发明涉及对苯对羟基肉桂酸或对羟基肉桂酸衍生物在化妆品或皮肤科学组合物中的使用，具体地涉及至少一种源自苯对羟基肉桂酸的化合物的使用，其具有下面的一般式(I)：其中，特别地，Z代表氧原子或—NH—基团；X和Y相同，各代表一个CH或CH2基团，作为具有脱色、自由基清除和/或抗炎活性的活性原理。该发明还涉及上述化合物在化妆护理或制备药用组合物中的使用，特别是用于脱色皮肤区域，具有抗自由基和/或抗炎活性。
• Structure–activity relations of rosmarinic acid derivatives for the amyloid β aggregation inhibition and antioxidant properties
  作者：Riho Taguchi、Koki Hatayama、Tomohito Takahashi、Takafumi Hayashi、Yuki Sato、Daisuke Sato、Kiminori Ohta、Hiroto Nakano、Chigusa Seki、Yasuyuki Endo、Kiyotaka Tokuraku、Koji Uwai

  DOI：10.1016/j.ejmech.2017.07.026

  日期：2017.9

  disease. Rosmarinic acid, which is one of the main aggregation inhibitors derived from Lamiaceae, was employed as a lead compound and its 25 derivatives were synthesized. In this study, the structure–activity relations of rosmarinic acid derivatives for the amyloid-β aggregation inhibitory effect (MSHTS assay), antioxidant properties, and xanthine oxidase inhibition were evaluated. Among the tested compounds

  淀粉样β聚集抑制剂有望成为阿尔茨海默氏病的治疗剂或预防剂。迷迭香酸是衍生自唇形科的主要聚集抑制剂之一，被用作前导化合物，并合成了其25种衍生物。在这项研究中，评价了迷迭香酸衍生物对淀粉样β聚集抑制作用（MSHTS分析），抗氧化剂特性和黄嘌呤氧化酶抑制的构效关系。在测试的化合物中，化合物16d和19被发现是最有效的淀粉样蛋白聚集抑制剂。SAR揭示了在分子的一侧存在酚羟基的必要性以及整个分子的亲脂性。这些结构特性的重要性也受到对接模拟的支持。
• Hydroxytyrosol dihydrocaffeate having antioxidant activity and a method for preparing the same
  申请人：Tian Bin

  公开号：US10640450B1

  公开（公告）日：2020-05-05

  A compound having the formula (I): is disclosed. A method of preparing the compound of formula (I) is also disclosed.

  揭示了具有公式（I）的化合物。还揭示了制备公式（I）化合物的方法。
• Para-Coumaric Acid or Para-Hydroxycinnamic Acid Derivatives and Their Use in Cosmetic or Dermatological Compositions
  申请人：Okombi Sabrina

  公开号：US20110237551A1

  公开（公告）日：2011-09-29

  The invention relates to the use of para-coumaric acid or para-hydroxycinnamic acid derivatives in cosmetic or dermatological compositions, specifically to the use of at least one compound derived from para-coumaric acid having a general formula (I) below: in which, especially, Z represents an oxygen or an —NH— group; X and Y are identical and each represent a CH or CH 2 group, as an active principle with depigmenting, free-radical-scavenging and/or antiinflammatory is activity. The invention also relates to the use of the above compounds for cosmetic care or for the preparation of a pharmaceutical composition, especially for depigmenting an area of skin, having antiradical and/or antiinflammatory activity.

  本发明涉及对香豆酸或对羟基肉桂酸衍生物在化妆品或皮肤科组合物中的使用，具体地，涉及使用至少一种从对香豆酸衍生的化合物，其具有下列通式（I）：其中，特别地，Z表示氧或—NH—基团；X和Y相同，分别表示CH或CH2基团，作为具有脱色、自由基清除和/或抗炎活性的活性原理的用途。本发明还涉及上述化合物在化妆品护理或制备药物组合物中的使用，特别用于脱色皮肤区域，具有抗自由基和/或抗炎活性。
• Para-Coumaric Acid or Para-Hydroxycinnamic Acid Derivatives and their Use in Cosmetic or Dermatological Compositions
  申请人：Universite Joseph Fourier-Grenoble 1.

  公开号：US20130272983A1

  公开（公告）日：2013-10-17

  The invention relates to the use of para-coumaric acid or para-hydroxycinnamic acid derivatives in cosmetic or dermatological compositions, specifically to the use of at least one compound derived from para-coumaric acid having a general formula (I) below: in which, especially, Z represents an oxygen or an —NH— group; X and Y are identical and each represent a CH or CH 2 group, as an active principle with depigmenting, free-radical-scavenging and/or antiinflammatory activity. The invention also relates to the use of the above compounds for cosmetic care or for the preparation of a pharmaceutical composition, especially for depigmenting an area of skin, having antiradical and/or antiinflammatory activity.

  本发明涉及对于化妆品或皮肤科组合物中使用对香豆酸或对羟基肉桂酸衍生物的使用，具体地涉及使用至少一种源自对香豆酸的化合物，其具有下列一般式(I)：其中，尤其是，Z代表氧或—NH—基团；X和Y相同，分别代表CH或CH2基团，作为具有脱色、自由基清除和/或抗炎活性的活性原理。本发明还涉及上述化合物在化妆品护理或制备药物组合物方面的使用，尤其是用于脱色皮肤区域，具有抗自由基和/或抗炎活性。