N-(3,4-dihydroxyhydrocinnamoyl)tyramine | 501939-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(3,4-dihydroxyhydrocinnamoyl)tyramine
• 英文别名: dihydro-N-caffeoyltyramine；N-dihydrocaffeoyltyramine；3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide
• CAS: 501939-19-1
• 化学式: C₁₇H₁₉NO₄
• 分子量: 301.342
• InChiKey: RIYORZPRGANLCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对羟基苯乙胺 、 3,4-二羟基苯基丙酸 在 三乙胺 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.25h， 生成 N-(3,4-dihydroxyhydrocinnamoyl)tyramine
  参考文献：
  名称：

  枸杞中潜在的消炎羟基肉桂酸酰胺的鉴定和定量

  摘要：

  枸杞子或枸杞的果枸杞，具有促进健康的特性，导致其有效成分的深入研究。我们合成了一组羟基肉桂酸酰胺（HCCA）化合物，包括反式咖啡酸，反式-阿魏酸和3,4-二羟基氢肉桂酸（含扩展的酚胺成分）作为标准品，用于鉴定和定量枸杞中的相应化合物，并使用体外模型研究这些化合物的抗炎特性。通过优化的LC-MS / MS和NMR分析，从水果中鉴定出9种酰胺化合物。这些化合物中有7种是首次在该植物中鉴定出来的。具有酪胺部分的酰胺化合物最丰富。体外研究表明，5个HCCA化合物显示出对NO产生由脂多糖与IC inuded抑制作用50小于15.08μM（反式- ñ -feruloyl多巴胺）。这些发现表明，枸杞具有抗炎特性。

  DOI：

  10.1021/acs.jafc.6b05136

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。
• 马齿苋酰胺及其用途
  申请人：福州美乐莲生物科技有限公司

  公开号：CN111978199A

  公开（公告）日：2020-11-24

  本发明涉及化妆品的技术领域，特别涉及一类马齿苋酰胺化合物及其用途；本发明通过制备具有抗炎、抗组胺、抗氧化和美白系列化合物，使得到的化合物可以用于制备化妆品试剂或药物试剂，本发明中的化妆品试剂和药物试剂没有特定限制。例如可以是柔肤化妆水、营养化妆水、按摩霜、润肤乳、凝胶、营养霜、面膜、啫喱类或沐浴露洗发水等洗去类型的化妆品，也可以是以类似乳霜、软膏、霜、贴膏或喷雾剂等药物制剂产品；作为敏感性皮肤使用，婴儿和儿童化妆品中也可以添加来降低刺激。
• 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。
• Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase
  作者：Sabrina Okombi、Delphine Rival、Sébastien Bonnet、Anne-Marie Mariotte、Eric Perrier、Ahcène Boumendjel

  DOI：10.1016/j.bmcl.2006.01.022

  日期：2006.4

  Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin synthesis, catalyzing the transformation of tyrosine to L-dopaquinone. The aim of the present study was to study molecules able to inhibit melanin synthesis through inhibition of tyrosinase and their potential use in treating pigmentation-related disorders. We targeted amides obtained from coupling p-hydroxycinnamic acid derivatives with phenylalkylamines. The biological activity was evaluated on human melanocytes by an assay which measures tyrosine-catalyzed L-Dopa oxidation. The most active amides were: trans-N-caffeoyltyramine, N-dihydrocaffeoyltyramine, and trans-N-dihydro-p-hydroxycinnamoyltyramine which induce complete inhibition at 0.1 mM. At the latter concentration, kojic acid, which was used as the reference inhibitor, was inactive. (C) 2006 Elsevier Ltd. All rights reserved.