(E)-3-(3-methoxyl-4-hydroxyphenyl) isobutyl acrylate | 909104-80-9

• 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: (E)-3-(3-methoxyl-4-hydroxyphenyl) isobutyl acrylate
• 英文别名: (E)-isobutyl 3-(4-hydroxy-3-methoxyphenyl)acrylate；(E)-isobutyl 3-(3,4-dihydroxyphenyl)acrylate；isobutyl ferulate；i-Butyl ferulate；2-methylpropyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CAS: 909104-80-9
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: FAVYLFQVVWIFPZ-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(3-methoxyl-4-hydroxyphenyl) isobutyl acrylate 在 Sporotrichum thermophile type C feruloyl esterase 、 水 作用下， 生成 阿魏酸
  参考文献：
  名称：

  Mapping the hydrolytic and synthetic selectivity of a type C feruloyl esterase (StFaeC) from Sporotrichum thermophile using alkyl ferulates

  摘要：

  The active site of Sporotrichum thermophile type C feruloyl esterase (StFaeC) was probed using a series Of C-1-C-4 alkyl ferulates. The affinities for straight and branched alkyl ferulates were demonstrated by the K-m values of 1.64-0.51 and 0.19-0.1, respectively. Comparison of k(cat), and k(cat)/K-m values shows that the enzyme hydrolyzed n-propyl ferulate faster and iso-propyl ferulate more efficiently. Alkyl ferulates were applied also for substrate selectivity mapping of feruloyl esterase to catalyze feruloyl group transfer to L-arabinose, using as a reaction system a ternary water-organic mixture consisting of n-hexane, t-butanol and water. Lengthening the aliphatic side chain was the most significant factor causing lower synthetic activity of the enzyme. The reaction parameters affecting the feruloylation rate and the conversion of the enzymatic process, such as the temperature and substrate concentration have been investigated. Under identical reaction conditions, the enzyme feruloylated other monosaccharides such as D-arabinose, D-glucose, D-xylose, D-Mannose, D-fructose, D-galactose, D-ribose and model substrates such as 4-nitrophenyl alpha-L-arabinofuranoside and 4-nitrophenyl alpha-L-arabinopyranoside. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.037
• 作为产物：
  描述：

  ethyl 4-hydroxy-3-methoxycinnamate 在 Sporotrichum thermophile type C feruloyl esterase 、 水 、 乙酰氯 作用下， 反应 16.0h， 生成 (E)-3-(3-methoxyl-4-hydroxyphenyl) isobutyl acrylate
  参考文献：
  名称：

  Mapping the hydrolytic and synthetic selectivity of a type C feruloyl esterase (StFaeC) from Sporotrichum thermophile using alkyl ferulates

  摘要：

  The active site of Sporotrichum thermophile type C feruloyl esterase (StFaeC) was probed using a series Of C-1-C-4 alkyl ferulates. The affinities for straight and branched alkyl ferulates were demonstrated by the K-m values of 1.64-0.51 and 0.19-0.1, respectively. Comparison of k(cat), and k(cat)/K-m values shows that the enzyme hydrolyzed n-propyl ferulate faster and iso-propyl ferulate more efficiently. Alkyl ferulates were applied also for substrate selectivity mapping of feruloyl esterase to catalyze feruloyl group transfer to L-arabinose, using as a reaction system a ternary water-organic mixture consisting of n-hexane, t-butanol and water. Lengthening the aliphatic side chain was the most significant factor causing lower synthetic activity of the enzyme. The reaction parameters affecting the feruloylation rate and the conversion of the enzymatic process, such as the temperature and substrate concentration have been investigated. Under identical reaction conditions, the enzyme feruloylated other monosaccharides such as D-arabinose, D-glucose, D-xylose, D-Mannose, D-fructose, D-galactose, D-ribose and model substrates such as 4-nitrophenyl alpha-L-arabinofuranoside and 4-nitrophenyl alpha-L-arabinopyranoside. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.037

文献信息

• Design, Synthesis, and<i>In Vitro</i>Antiplatelet Aggregation Activities of Ferulic Acid Derivatives
  作者：Peng-Xuan Zhang、Hang Lin、Cheng Qu、Yu-Ping Tang、Nian-Guang Li、Jun Kai、Guanxiong Shang、Baoquan Li、Li Zhang、Hui Yan、Pei Liu、Jin-Ao Duan

  DOI：10.1155/2015/376527

  日期：——

  In order to discover new compounds with antiplatelet aggregation activities, some ferulic acid (FA) derivatives were designed and synthesized. The in vitro antiplatelet aggregation activities of these compounds were assessed by turbidimetric test. The results showed that the target compound 7f had potent antiplatelet aggregation activity with its IC50 27.6 μmol/L, and 7f can be regarded as a novel potent

  为了发现具有抗血小板聚集活性的新化合物，设计并合成了一些阿魏酸（FA）衍生物。这些化合物的体外抗血小板聚集活性通过比浊试验进行评估。结果表明，目标化合物7f具有较强的抗血小板聚集活性，其IC50为27.6 μmol/L，7f可作为一种新型的有效抗血小板聚集候选物。
• Design, Synthesis, and Preliminary Evaluation of Substituted Cinnamic Acid Esters as Selective Matrix Metalloproteinase Inhibitors
  作者：Zhi-Hao Shi、Nian-Guang Li、Qian-Ping Shi、Hao-Tang、Yu-Ping Tang

  DOI：10.1002/ddr.21015

  日期：2012.9

  Strategy, Management and Health Policy Preclinical Research

  战略，管理与卫生政策 临床前研究
• Highly Efficient Esterification of Ferulic Acid Under Microwave Irradiation
  作者：Nian-Guang Li、Zhi-Hao Shi、Yu-Ping Tang、Bao-Quan Li、Jin-Ao Duan

  DOI：10.3390/molecules14062118

  日期：——

  A highly efficient synthesis of alkyl ferulates under microwave irradiation is described. The time of these reactions ranged from 3 to 5 minutes, which was much shorter than the traditional synthetic methods, and the alkyl ferulates were obtained in higher yields.

  描述了在微波辐射下高效合成阿魏酸烷基酯的方法。这些反应时间为3~5分钟，比传统的合成方法要短得多，并且以较高的收率获得了阿魏酸烷基酯。
• Liquid-crystal display element
  申请人：DIC Corporation

  公开号：US10437107B2

  公开（公告）日：2019-10-08

  An object of the present invention is to provide a liquid-crystal display element using a liquid-crystal composition having negative dielectric anisotropy, capable of realizing excellent display characteristics by being used in a liquid-crystal display element provided with a photo-alignment film, without deteriorating various characteristics as a liquid-crystal display element such as dielectric anisotropy, viscosity, a nematic phase upper limit temperature, nematic phase stability at low temperatures, and γ1, and burn-in characteristics of a display element. A liquid-crystal display element using a liquid-crystal composition containing at least one compound selected from the group consisting of compounds represented by the following General Formula (I) is provided.

  本发明的目的是提供一种使用具有负介电各向异性的液晶组合物的液晶显示元件，该液晶组合物能够通过用于提供光对准膜的液晶显示元件而实现优异的显示特性，同时不会降低作为液晶显示元件的各种特性，例如介电各向异性、粘度、向列相上限温度、向列相在低温下的稳定性和γ1，以及显示元件的烧损特性。本发明提供了一种使用液晶组合物的液晶显示元件，该液晶组合物含有至少一种选自以下通式（I）所代表的化合物组成的化合物组的化合物。
• Pharmaceutical composition for enhancing cognition
  申请人：National Science Council

  公开号：US20010053781A1

  公开（公告）日：2001-12-20

  The invention discloses a pharmaceutical composition for enhancing cognition, preventing and/or treating cognition disorders, including 50-100 mg/kg ferulic acid or a pharmaceutically acceptable salt or derivative thereof, and a pharmaceutically acceptable carrier or excipient. The pharmaceutical composition is useful in the treatment of disorders of learning acquisition, memory consolidation, and retrieval.

  本发明公开了一种用于增强认知、预防和/或治疗认知障碍的药物组合物，包括 50-100 mg/kg 阿魏酸或其药学上可接受的盐或衍生物，以及药学上可接受的载体或赋形剂。该药物组合物可用于治疗学习获得、记忆巩固和检索障碍。