2,4,2',4'-tetrabenzyloxychalcone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,4,2',4'-tetrabenzyloxychalcone
• 英文别名: (E)-1,3-bis[2,4-bis(phenylmethoxy)phenyl]prop-2-en-1-one
• 化学式: C₄₃H₃₆O₅
• 分子量: 632.756
• InChiKey: UKSOLDYPLHUVBF-XTCLZLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  48
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4,2',4'-tetrabenzyloxychalcone 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以67%的产率得到2,4,2',4'-tetrahydroxychalcone
  参考文献：
  名称：

  Comparison between metabolite productions in cell culture and in whole plant of Maclura pomifera

  摘要：

  Plant tissue cultures of Maclura pomifera showed a metabolite accumulation pattern which was both quantitatively and qualitatively different from that of the parent plant. Triterpenes and flavonoids were isolated from callus and cell cultures, however, xanthones and stilbenes, which have been reported in the whole plant, were not found. Among the flavonoids, flavones and flavanones were produced preferentially by the suspended cells, but with the prenyl substituents exclusively on ring A, while the isoflavones did not show the 3',4'-dihydroxyl substitution pattern found in the products isolated from fruits. A new prenylated 6'-deoxychalcone was also isolated from the callus and cell cultures.

  DOI：

  10.1016/0031-9422(94)00971-u
• 作为产物：
  描述：

  溴甲苯 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 生成 2,4,2',4'-tetrabenzyloxychalcone
  参考文献：
  名称：

  Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1)

  摘要：

  According to the structural characteristics of isoliquiritigenin from Glycyrrhiza uralensis, a series of hydroxychalcones has been designed, synthesized and evaluated for their in vitro inhibitory activities of beta-secretase (BACE1). Structure-activity relationship study suggested that inhibitory activity against BACE1 was governed to a greater extent by the hydroxyl substituent on A- and B-ring of the chalcone, and the most active compound was substituted with four hydroxyl group (17, IC(50) = 0.27 mu M).

  DOI：

  10.3109/14756366.2010.543420

文献信息

• HYDROCHALCONE DERIVATIVES, COMESTIC COMPOSITIONS CONTAINING THE SAME, AND PROCESSES FOR THE PREPARATION OF BOTH
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0811595A1

  公开（公告）日：1997-12-10

  The present invention can provide cosmetic formulations comprising hydrochalcone compounds of the general formula (I): in which R1 to R4 are each independently H or -COR, and R is an alkyl group having 1-20 carbon atoms as effective components, which are highly effective in suppressing pigment deposition and depigmenting the skin and which are very safe to the skin and highly stable during storage.

  本发明可提供包含通式（I）的氢查尔酮化合物的化妆品配方： 其中 R1至R4各自独立地为H或-COR，R为具有1-20个碳原子的烷基 作为有效成分，可高效抑制色素沉积和去除皮肤色素，对皮肤非常安全，且在储存期间高度稳定。
• Comparison between metabolite productions in cell culture and in whole plant of Maclura pomifera
  作者：Giuliano Delle Monache、Maria Cristina De Rosa、Rosalba Scurria、Alberto Vitali、Angela Cuteri、Barbara Monacelli、Gabriella Pasqua、Bruno Botta

  DOI：10.1016/0031-9422(94)00971-u

  日期：1995.6

  Plant tissue cultures of Maclura pomifera showed a metabolite accumulation pattern which was both quantitatively and qualitatively different from that of the parent plant. Triterpenes and flavonoids were isolated from callus and cell cultures, however, xanthones and stilbenes, which have been reported in the whole plant, were not found. Among the flavonoids, flavones and flavanones were produced preferentially by the suspended cells, but with the prenyl substituents exclusively on ring A, while the isoflavones did not show the 3',4'-dihydroxyl substitution pattern found in the products isolated from fruits. A new prenylated 6'-deoxychalcone was also isolated from the callus and cell cultures.
• US5880314A
  申请人：——

  公开号：US5880314A

  公开（公告）日：1999-03-09
• Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1)
  作者：Lei Ma、Zhengyi Yang、Chenjing Li、Zhiyuan Zhu、Xu Shen、Lihong Hu

  DOI：10.3109/14756366.2010.543420

  日期：2011.10.1

  According to the structural characteristics of isoliquiritigenin from Glycyrrhiza uralensis, a series of hydroxychalcones has been designed, synthesized and evaluated for their in vitro inhibitory activities of beta-secretase (BACE1). Structure-activity relationship study suggested that inhibitory activity against BACE1 was governed to a greater extent by the hydroxyl substituent on A- and B-ring of the chalcone, and the most active compound was substituted with four hydroxyl group (17, IC(50) = 0.27 mu M).