N-trans-isoferuloyl 4-O-methyldopamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-trans-isoferuloyl 4-O-methyldopamine
• 英文别名: N-trans-p-coumaroyl-3-methyldopamine；N-trans-feruloyl-4-O-methyldopamine；(E)-3-(3-hydroxy-4-methoxyphenyl)-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]prop-2-enamide
• 化学式: C₁₉H₂₁NO₅
• 分子量: 343.379
• InChiKey: CEGVYXLCWUJTEF-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  88
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(3-(苄氧基)-4-甲氧基苯基)乙胺 在 二甲基硫 、 三氟化硼乙醚 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 61.0h， 生成 N-trans-isoferuloyl 4-O-methyldopamine
  参考文献：
  名称：

  A Phenolic amide from roots of Chenopodium album

  摘要：

  A new phenolic amide has been isolated from the roots of Chenopodium album. Its structure was determined as N-trans-feruloyl-4-O-methyldopamine by spectroscopic evidence and chemical synthesis. It showed attracting activity toward the zoospores of Aphanomyces cochlioides, a pathogenic fungus against some plants of Chenopodiaceae.

  DOI：

  10.1016/0031-9422(93)85278-y

文献信息

• A phenolic amide from Actinodaphne longifolia
  作者：Hitoshi Tanaka、Takeshi Nakamura、Kazuhiko Ichino、Kazuo Ito

  DOI：10.1016/s0031-9422(00)98022-1

  日期：1989.1

  Abstract Further examination of Actinodaphne longifolia has led to the isolation of a new phenolic amide, N-trans-feruloyl 3-methyldopamine, along with N-trans-feruloyl tyramine. The structure of this compound was elucidated by spectroscopic and chemical means.

  摘要 对长叶放线菌的进一步研究导致分离出一种新的酚酰胺、N-反式阿魏酰 3-甲基多巴胺以及 N-反式阿魏酰酪胺。通过光谱和化学手段阐明了该化合物的结构。
• Synthesis of phenolic amides and evaluation of their antioxidant and anti-inflammatory activity in vitro and in vivo
  作者：Ya-Ting Lee、You-Liang Hsieh、Yen-Hung Yeh、Chih-Yang Huang

  DOI：10.1039/c5ra14137k

  日期：——

  15 phenolic amides (PAs) have been synthesized and examinedin vitrousing four tests: (1) prevention of Cu²⁺-induced human low-density lipoprotein oxidation, (2) scavenging of stable radicals, (3) anti-inflammatory activity, and (4) scavenging of superoxide radicals.

  已合成和检验了15种酚酰胺（PAs），使用四种测试方法：in vitro（1）预防Cu²⁺诱导的人类低密度脂蛋白氧化，（2）稳定自由基清除，（3）抗炎活性和（4）清除超氧自由基。
• TANAKA, HITOSHI;NAKAMURA, TAKESHI;ICHINO, KAZUHIKO;ITO, KAZUO, PHYTOCHEMISTRY, 28,(1989) N, C. 2516-2517
  作者：TANAKA, HITOSHI、NAKAMURA, TAKESHI、ICHINO, KAZUHIKO、ITO, KAZUO

  DOI：——

  日期：——
• A Phenolic amide from roots of Chenopodium album
  作者：Takeshi Horio、Kazuyo Yoshida、Hiroto Kikuchi、Jun Kawabata、Junya Mizutani

  DOI：10.1016/0031-9422(93)85278-y

  日期：1993.7

  A new phenolic amide has been isolated from the roots of Chenopodium album. Its structure was determined as N-trans-feruloyl-4-O-methyldopamine by spectroscopic evidence and chemical synthesis. It showed attracting activity toward the zoospores of Aphanomyces cochlioides, a pathogenic fungus against some plants of Chenopodiaceae.