(E)-1-(3,4-dihydroxyphenyl)-7-phenyl-hept-1-en-3-one | 87657-67-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-1-(3,4-dihydroxyphenyl)-7-phenyl-hept-1-en-3-one
• 英文别名: (E)-1-(3,4-dihydroxyphenyl)-7-phenylhept-1-en-3-one；1-(3,4-dihydroxyphenyl)-7-phenylhept-1-en-3-one；demethyl-yakuchinon B
• CAS: 87657-67-8
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: LPXLSRPTQKGMGD-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 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：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(3,4-dihydroxyphenyl)-7-phenyl-hept-1-en-3-one 在 palladium on activated charcoal 氢气 作用下， 以 苯 为溶剂， 以65%的产率得到1-(3,4-dihydroxyphenyl)-7-phenyl-3-heptanone
  参考文献：
  名称：

  Synthesis of diarylheptanoids and assessment of their pungency.

  摘要：

  为了将辛辣味与一个苯环上的取代基团联系起来，我们通过克莱森-施密特反应合成了多种药蟾素类似物。通过直接比较味觉实验中获得的阈值浓度来评估它们的辛辣程度。高辛辣度离不开酚羟基的存在，而庚酮部分的 1，2-双键则会降低辛辣度。

  DOI：

  10.1248/cpb.31.2491
• 作为产物：
  描述：

  6-苯基-2-己酮 以20%的产率得到
  参考文献：
  名称：

  CONNOR, DAVID T.;FLYNN, DANIEL L.

  摘要：

  DOI：

文献信息

• Novel diarylalkanoids having activity as lipoxygenase inhibitors
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0241043A2

  公开（公告）日：1987-10-14

  The present invention is novel diarylalkanoids having activity as lipoxygenase inhibitors, novel pharmaceutical compositions therefor, and novel methods of use in treating asthma, allergies, cardiovascular diseases, migraines, psoriasis and immunoinflammatory diseases for diarylalkanoids. The compounds of this invention are also useful as cytoprotective agents.

  本发明是具有脂氧合酶抑制剂活性的新型二芳基烷类化合物、其新型药物组合物以及二芳基烷类化合物用于治疗哮喘、过敏、心血管疾病、偏头痛、牛皮癣和免疫炎症性疾病的新型方法。 本发明的化合物还可用作细胞保护剂。
• Diarylheptanoide derivative and pharmaceutical composition comprising the same
  申请人：KABUSHIKI KAISHA YAKULT HONSHA

  公开号：EP0717027A1

  公开（公告）日：1996-06-19

  A diarylheptanoide derivative of the following formula (1), and a drug composition comprising this compound, such as a 5-lipoxygenase inhibitor, an antiinflammatory agent, and the like. The diarylheptanoide derivative (1) is effective for treating and preventing various inflammatory diseases due to its strong 5-lipoxygenase inhibiting effect.

  下式(1)的庚酸二芳基酯衍生物、 以及包含该化合物的药物组合物，如 5-脂氧合酶抑制剂、抗炎剂等。二芳基庚酰胺衍生物（1）具有很强的 5-脂氧合酶抑制作用，可有效治疗和预防各种炎症性疾病。
• Synthesis and neuroprotective effect of E-3,4-dihydroxy styryl aralkyl ketones derivatives against oxidative stress and inflammation
  作者：Xianling Ning、Ying Guo、Xiaoyan Ma、Renzong Zhu、Chao Tian、Xiaowei Wang、Zhizhong Ma、Zhili Zhang、Junyi Liu

  DOI：10.1016/j.bmcl.2013.05.016

  日期：2013.7

  E-3,4-Dihydroxy styryl aralkyl ketones as well as their 3,4-diacetylated derivatives as the analogues of neuroprotective agent CAPE were designed and synthesized for improving stability and lipid solubility. The neuroprotective activities of target compounds 10a-g and 11a-g were tested by three models in vitro, including 1,1-diphenyl-2-picrylhydrazyl radical scavenging capacity, neuronal protecting effect against damage induced by H2O2 in PC12 cells and nitric oxide suppression effect in BV2 microglial cells. The results demonstrated that compounds 10f and 11f exhibited the most potent neuroprotective effect against oxidative stress and inflammation, which is higher than that of the lead compound CAPE. (C) 2013 Elsevier Ltd. All rights reserved.
• US4810716A
  申请人：——

  公开号：US4810716A

  公开（公告）日：1989-03-07
• US4959503A
  申请人：——

  公开号：US4959503A

  公开（公告）日：1990-09-25