ethyl 3-(4-geranyloxyphenyl)-2-trans-propenoate | 939769-45-6

• 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: ethyl 3-(4-geranyloxyphenyl)-2-trans-propenoate
• 英文别名: ethyl 4-geranyloxycinnamate；ethyl (E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]phenyl]prop-2-enoate
• CAS: 939769-45-6
• 化学式: C₂₁H₂₈O₃
• 分子量: 328.452
• InChiKey: XMTKXJVRGWGALO-IJANBFSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-香豆酸 在 硫酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.0h， 生成 ethyl 3-(4-geranyloxyphenyl)-2-trans-propenoate
  参考文献：
  名称：

  Prenyloxyphenylpropanoids as novel lead compounds for the selective inhibition of geranylgeranyl transferase I

  摘要：

  In this study, we synthesized some natural and semisynthetic prenyloxyphenylpropanoids (e.g., comarins and cinnamic acid derivatives) and we assessed their in vitro inhibitory activity against farnesyl transferase (FTase) and geranylgeranyl transferase 1 (GGTase 1). No compound was an effective inhibitor of FTase, while farnesyloxycinnamic acids were shown to selectively inhibit GGTase 1 with IC50 values ranging from 28 to 39 mu M. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.097

文献信息

• Pyrazolidine derivative, radical scavenger, brain-infarction depressant, and brain-edema depressant
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0736526A1

  公开（公告）日：1996-10-09

  A pyrazolidine derivative or a salt thereof in accordance with the present invention is expressed by the following formula 1: wherein A represents a group expressed by - CH2-, -CO-, -CS-, -CH2CO-, or -CH=CH-CO-; B represents a group expressed by -O- or -NH-; n is an integer of 1 or 2; R represents an alkenyl group; and R1 and R2 represent a lower alkyl or benzyl group. The pyrazolidine derivative above mentioned, as a radical scavenger, has antioxidant effect and lipid peroxidation inhibitory activity so as to be available for inhibiting brain infarction or brain edema.

  符合本发明的吡唑烷衍生物或其盐由下式 1 表示： 其中 A 代表由-CH2-、-CO-、-CS-、-CH2CO-或-CH=CH-CO-表示的基团；B 代表由-O-或-NH-表示的基团；n 是 1 或 2 的整数；R 代表烯基；R1 和 R2 代表低级烷基或苄基。 上述吡唑烷衍生物作为自由基清除剂，具有抗氧化作用和抑制脂质过氧化活性，可用于抑制脑梗塞或脑水肿。
• US5849930A
  申请人：——

  公开号：US5849930A

  公开（公告）日：1998-12-15
• Prenyloxyphenylpropanoids as novel lead compounds for the selective inhibition of geranylgeranyl transferase I
  作者：Francesco Epifano、Massimo Curini、Salvatore Genovese、Michelle Blaskovich、Andrew Hamilton、Said M. Sebti

  DOI：10.1016/j.bmcl.2007.01.097

  日期：2007.5

  In this study, we synthesized some natural and semisynthetic prenyloxyphenylpropanoids (e.g., comarins and cinnamic acid derivatives) and we assessed their in vitro inhibitory activity against farnesyl transferase (FTase) and geranylgeranyl transferase 1 (GGTase 1). No compound was an effective inhibitor of FTase, while farnesyloxycinnamic acids were shown to selectively inhibit GGTase 1 with IC50 values ranging from 28 to 39 mu M. (c) 2007 Elsevier Ltd. All rights reserved.