[(2R,3S)-3-(3,5-dihydroxybenzoyl)oxy-1,2,3,4-tetrahydronaphthalen-2-yl] 3,5-dihydroxybenzoate | 1219820-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2R,3S)-3-(3,5-dihydroxybenzoyl)oxy-1,2,3,4-tetrahydronaphthalen-2-yl] 3,5-dihydroxybenzoate
• CAS: 1219820-53-7
• 化学式: C₂₄H₂₀O₈
• 分子量: 436.418
• InChiKey: SYNDNVXTTZJXLZ-SZPZYZBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R,3S)-3-(3,5-dihydroxybenzoyl)oxy-1,2,3,4-tetrahydronaphthalen-2-yl] 3,5-dihydroxybenzoate 、 乙酸酐 在 吡啶 作用下， 以91%的产率得到[(2R,3S)-3-(3,5-diacetyloxybenzoyl)oxy-1,2,3,4-tetrahydronaphthalen-2-yl] 3,5-diacetyloxybenzoate
  参考文献：
  名称：

  Proteasome inhibition in human breast cancer cells with high catechol-O-methyltransferase activity by green tea polyphenol EGCG analogs

  摘要：

  A pro-drug 8 of a synthetic analog 7 is more active in its antiproliferative activity against human breast cancer MDA-MB-231 cells possessing high catechol-O-methyltransferase (COMT) activity than the prodrugs of EGCG and the analog 5. The higher activity of 8 is attributed to it not being a substrate of COMT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.034
• 作为产物：
  描述：

  在 20% palladium hydroxide on carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以95%的产率得到[(2R,3S)-3-(3,5-dihydroxybenzoyl)oxy-1,2,3,4-tetrahydronaphthalen-2-yl] 3,5-dihydroxybenzoate
  参考文献：
  名称：

  Proteasome inhibition in human breast cancer cells with high catechol-O-methyltransferase activity by green tea polyphenol EGCG analogs

  摘要：

  A pro-drug 8 of a synthetic analog 7 is more active in its antiproliferative activity against human breast cancer MDA-MB-231 cells possessing high catechol-O-methyltransferase (COMT) activity than the prodrugs of EGCG and the analog 5. The higher activity of 8 is attributed to it not being a substrate of COMT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.034

文献信息

• POLYPHENOL COMPOUNDS FOR INHIBITING PROTEASOME AND USES THEREOF
  申请人：CHAN Tak-Hang

  公开号：US20110152210A1

  公开（公告）日：2011-06-23

  Synthetic polyphenolic compounds of formula (I), their modes of synthesis, and pharmaceutical compositions thereof are provided herein. Use of the compounds and compositions described herein for inhibiting proteasomal activity and for treating cancer is also provided.

  本文提供了化学式(I)的合成多酚化合物，它们的合成方式以及药物组合物。本文还提供了所述化合物和组合物用于抑制蛋白酶体活性和治疗癌症的用途。
• Synthetic Epigallocatechin Gallate (EGCG) Analogs
  申请人：Chan Tak-Hang

  公开号：US20140378541A1

  公开（公告）日：2014-12-25

  Synthetic polyphenolic compounds of formula (I), their modes of synthesis, and pharmaceutical compositions thereof are provided herein. Use of the compounds and compositions described herein for treating cancer and for treating metabolic disorders is also provided.

  本文提供了公式（I）的合成多酚化合物、它们的合成方式以及制药组合物。本文还提供了利用所述化合物和组合物治疗癌症和代谢性疾病的方法。
• Proteasome inhibition in human breast cancer cells with high catechol-O-methyltransferase activity by green tea polyphenol EGCG analogs
  作者：Congde Huo、Huanjie Yang、Qiuzhi Cindy Cui、Q. Ping Dou、Tak Hang Chan

  DOI：10.1016/j.bmc.2009.12.034

  日期：2010.2

  A pro-drug 8 of a synthetic analog 7 is more active in its antiproliferative activity against human breast cancer MDA-MB-231 cells possessing high catechol-O-methyltransferase (COMT) activity than the prodrugs of EGCG and the analog 5. The higher activity of 8 is attributed to it not being a substrate of COMT. (C) 2009 Elsevier Ltd. All rights reserved.