[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate
• 化学式: C₂₂H₁₈O₉
• 分子量: 426.4
• InChiKey: KRGDXHCBNLBSJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  9

文献信息

• (-)-Epigallocatechin Gallate Derivatives For Inhibiting Proteasome
  申请人：Chan Tak-Hang

  公开号：US20080176931A1

  公开（公告）日：2008-07-24

  (−)-EGCG, the most abundant catechin, was found to be chemopreventive and anticancer agent. However, (−)-EGCG has at least one limitation: it gives poor bioavailability. This invention provides compounds of generally formulae below, wherein R 11 , R 12 , R 13 , R 21 , R 22 , R 2 , R 3 , and R 4 are each independently selected from the group consisting of —H, and C 1 to C 10 acyloxyl group; and R 5 is selected from the group consisting of —H, C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 7 -cycloalkyl, phenyl, benzyl and C 3 -C 7 -cycloalkenyl, whereas each of the last mentioned 7 groups can be substituted with any combination of one to six halogen atoms; at least one of R 11 , R 12 , R 13 , R 21 , R 22 , R 2 , R 3 and R 4 is —H, which were found to be more potent than their non-protected counterparts, which can be used as proteasome inhibitors to reduce tumor cell growth.

  (-)-EGCG是最丰富的儿茶素之一，被发现具有化学预防和抗癌作用。然而，(-)-EGCG至少存在一个限制：其生物利用度较低。本发明提供了一般化学式如下的化合物，其中R11、R12、R13、R21、R22、R2、R3和R4各自独立地选择自-H和C1到C10酰氧基的群组成；而R5选择自-H、C1-C10烷基、C2-C10烯基、C2-C10炔基、C3-C7环烷基、苯基、苄基和C3-C7环烯基，而最后提到的7个基团中的每一个都可以用任意组合的1到6个卤素原子取代；其中至少有一个是R11、R12、R13、R21、R22、R2、R3和R4中的-H，这些化合物比其非保护的对应物更有效，可用作蛋白酶体抑制剂来减少肿瘤细胞生长。
• (-)-Epigallocatechin Gallate Derivatives for Inhibiting Proteasome
  申请人：CHAN Tak-Hang

  公开号：US20120232135A1

  公开（公告）日：2012-09-13

  A method of reducing tumor cell growth, the method including administering an effective amount of a compound having the formula:

  一种减少肿瘤细胞生长的方法，包括给予一种具有以下化学式的化合物的有效剂量：
• (-)-EPIGALLOCATECHIN GALLATE DERIVATIVES FOR INHIBITING PROTEASOME
  申请人：The Hong Kong Polytechnic University

  公开号：US20160068503A1

  公开（公告）日：2016-03-10

  A method of reducing tumor cell growth, the method including administering an effective amount of a compound having the formula:

  一种减少肿瘤细胞生长的方法，该方法包括给予一种具有以下公式的化合物的有效量：
• US8193377B2
  申请人：——

  公开号：US8193377B2

  公开（公告）日：2012-06-05
• US8710248B2
  申请人：——

  公开号：US8710248B2

  公开（公告）日：2014-04-29