[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-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: [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-hydroxybenzoate
• 化学式: C₂₂H₁₈O₈
• 分子量: 410.4
• InChiKey: HRNWMQFQEGGZKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 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：
  137
• 氢给体数：
  5
• 氢受体数：
  8

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：
• [EN] (-)-EPIGALLOCATECHIN GALLATE DERIVATIVES FOR INHIBITING PROTEASOME<br/>[FR] DERIVES (-)-EPIGALLOCATECHINE GALLATES POUR INHIBER LE PROTEASOME
  申请人：UNIV HONG KONG POLYTECHNIC

  公开号：WO2006017981A1

  公开（公告）日：2006-02-23

  (-)-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 R11, R12, R13, R21, R22, R2, R3, and R4 are each independently selected from the group consisting of -H, and C1 to C10 acyloxyl group; and R5 is selected from the group consisting of -H, C1 -C10 -alkyl, C2 -C10 -alkenyl, C2 -C10 -alkynyl, C3 -C7 -cycloalkyl, phenyl, benzyl and C3 -C7 -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 R11, R12, R13, R21, R22, R2, R3 and R4 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，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。本发明提供了以下一般公式的化合物，其中 R11、R12、R13、R21、R22、R2、R3 和 R4 分别独立地从以下基团中选择：-H 和 C1 至 C10 酰氧基；R5 从以下基团中选择：-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 个基团中的每一个均可被 1 至 6 个卤素原子的任意组合取代；R11、R12、R13、R21、R22、R2、R3 和 R4 中至少有一个是 -H，这些化合物被发现比其非保护形式的对应物更有效，可用作蛋白酶体抑制剂以减少肿瘤细胞生长。
• EP1778663A4
  申请人：——

  公开号：EP1778663A4

  公开（公告）日：2008-08-06