3,4,2',4',6'-pentamethoxymethoxychalcone epoxide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,2',4',6'-pentamethoxymethoxychalcone epoxide
• 英文别名: [(2S,3R)-3-[3,4-bis(methoxymethoxy)phenyl]oxiran-2-yl]-[2,4,6-tris(methoxymethoxy)phenyl]methanone
• 化学式: C₂₅H₃₂O₁₂
• 分子量: 524.522
• InChiKey: RWASACKELMOZMX-JWQCQUIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  37.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  121.9
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3,4,2',4',6'-pentamethoxymethoxychalcone epoxide 以54%的产率得到
  参考文献：
  名称：

  TAKAHASHI, HIROSHI;LI, SHAOSHUN;HARIGAVA, YOSHIHIRO;ONDA, MASAYUKI, J. NATUR. PROD., 51,(1988) N 4, C. 730-735

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(2,4,6-tris(methoxymethoxy)phenyl)-prop-2-en-1-one 以46%的产率得到
  参考文献：
  名称：

  TAKAHASHI, HIROSHI;LI, SHAOSHUN;HARIGAVA, YOSHIHIRO;ONDA, MASAYUKI, J. NATUR. PROD., 51,(1988) N 4, C. 730-735

  摘要：

  DOI：

文献信息

• Design, Synthesis, and Examination of Neuron Protective Properties of Alkenylated and Amidated Dehydro-Silybin Derivatives
  作者：Lei Xiang Yang、Ke Xin Huang、Hai Bo Li、Jing Xu Gong、Feng Wang、Yu Bing Feng、Qiao Feng Tao、Yi Hang Wu、Xiao Kun Li、Xiu Mei Wu、Su Zeng、Shawn Spencer、Yu Zhao、Jia Qu

  DOI：10.1021/jm900735p

  日期：2009.12.10

  A series of C7-O- and C20-O-amidated 2,3-dehydrosilybin (DHS) derivatives ((+/-)-1a-f and (+/-)-2), as well its it set of alkenylated DHS analogues ((+/-)-4a-f), were designed and de novo synthesized. A diesteric derivative of DHS ((+/-)-3) and two C23 esterified DHS analogues ((+/-)-5a and (+/-)-5b) were also prepared for comparison. The cell viability of PC12 cells, Fe2+ chelation, lipid peroxiclation (LPO), freeradical scavenging, and xanthine oxidase inhibition models were utilized to evaluate their antioxidative and neuron protective properties. The study revealed that the diether at C7-OH and C20-OH as well as the monoether at C7-OH, which possess aliphatic substituted acetamides, demonstrated more potent LPO inhibition and Fe2+ chelation compared to DHS and quercetin. Conversely, the diallyl ether at C7-OH and C20-OH wits more potent in protection of PCl2 cells against H2O2-induced injury than DHS and quercetin. Overall, the more lipophilic alkenylated DHS analogues were better performing neuroprotective agents than the acetamidated derivatives. The results in this study would be beneficial for optimizing the therapeutic potential of lignoflavonoids, especially in neurodegenerative disorders such as Alzheimer's and Parkinson's disease.
• TAKAHASHI, HIROSHI;LI, SHAOSHUN;HARIGAVA, YOSHIHIRO;ONDA, MASAYUKI, J. NATUR. PROD., 51,(1988) N 4, C. 730-735
  作者：TAKAHASHI, HIROSHI、LI, SHAOSHUN、HARIGAVA, YOSHIHIRO、ONDA, MASAYUKI

  DOI：——

  日期：——