5-（甲氧基甲基）-4-[2,3,4-三羟基-6-（甲氧基甲基）苯基]苯-1,2,3-三醇 | 154675-18-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 中文名称: 5-（甲氧基甲基）-4-[2,3,4-三羟基-6-（甲氧基甲基）苯基]苯-1,2,3-三醇
• 英文名称: 2,2’,3,3’,4,4’-hexahydroxy-1,1’-biphenyl-6,6’-dimethanol dimethyl ether
• 英文别名: 2,2′,3,3′,4,4′-hexahydroxy-1,1′-biphenyl-6,6′-dimethanol dimethyl ether；2,2',3,3',4,4'-hexahydroxy-1,1 '-biphenyl-6,6'-dimethanol dimethyl ether；2,2',3,3',4,4'-hexahydroxy-1,1'-biphenyl-6,6'-dimethanol dimethyl ether；2,2',3,3',4,4'-hexahydroxy-1,1'-biphenyl-6,6'-dimethanol-dimethyl ether；HBDDE；5-(methoxymethyl)-4-[2,3,4-trihydroxy-6-(methoxymethyl)phenyl]benzene-1,2,3-triol
• CAS: 154675-18-0
• 化学式: C₁₆H₁₈O₈
• 分子量: 338.314
• InChiKey: NEBCAMAQXZIVRE-UHFFFAOYSA-N

物化性质

• 熔点：
  165-168℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

制备方法与用途

生物活性

HBDDE 是 Ellagic acid 的衍生物，是一种同种型选择性 PKCα 和 PKCγ 抑制剂，IC50 值分别为 43 μM 和 50 μM。与同工酶 PKCδ、PKCβI 和 PKCβII 相比，HBDDE 对 PKCα/PKCγ 的选择性更高。此外，HBDDE 可诱导神经元凋亡。

靶点

酪氨酸激酶	IC50 (μM)
PKCα	43
PKCγ	50

体外研究

HBDDE 在浓度为 50 μM、处理时间为 5 小时的情况下，显著降低了细胞存活率约 70%。同时，观察到 caspase-3 活性明显增加。

实验细节

• 细胞系：小脑颗粒细胞
• 浓度：50 μM
• 处理时间：5 小时
• 结果：显著降低了细胞存活率约 70%

反应信息

• 作为产物：
  描述：

  2,2',3,3'4,4'-hexakis(benzyloxy)-1,1'-biphenyl-6,6'-dimethanol dimethyl ether 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以52%的产率得到5-（甲氧基甲基）-4-[2,3,4-三羟基-6-（甲氧基甲基）苯基]苯-1,2,3-三醇
  参考文献：
  名称：

  Kashiwada; Huang; Ballas, Journal of Medicinal Chemistry, 1994, vol. 37, # 1, p. 195 - 200

  摘要：

  DOI：

文献信息

• GUT FLORA-DERIVED EXTRACELLULAR VESICLES, AND METHOD FOR SEARCHING FOR A DISEASE MODEL, VACCINE, AND CANDIDATE DRUG AND FOR DIAGNOSIS USING SAME
  申请人：Aeon Medix Inc.

  公开号：EP2494865A2

  公开（公告）日：2012-09-05

  The present invention relates to a composition including gut flora-derived extracellular vesicles, and to an animal disease model using same. In addition, the present invention relates to a method for using the gut flora-derived extracellular vesicles to efficiently search for a candidate drug which may prevent or treat diseases that occur due to gut flora-derived extracellular vesicles, and to a vaccine which can efficiently prevent or treat infections caused by gut flora or diseases that occur due to gut flora-derived extracellular vesicles. Further, the development of diagnostic technology to discover, using the gut flora-derived extracellular vesicles of the present invention, the etiology of diseases that occur due to gut flora-derived extracellular vesicles, can be achieved.

  本发明涉及一种包括源自肠道菌群的细胞外囊泡的组合物，以及使用该组合物的动物疾病模型。此外，本发明还涉及一种使用肠道菌群衍生的胞外囊泡来有效寻找候选药物的方法，该候选药物可预防或治疗因肠道菌群衍生的胞外囊泡而发生的疾病；本发明还涉及一种疫苗，该疫苗可有效预防或治疗由肠道菌群引起的感染或因肠道菌群衍生的胞外囊泡而发生的疾病。此外，还可以开发诊断技术，利用本发明的肠道菌群源性细胞外囊泡发现因肠道菌群源性细胞外囊泡引起的疾病的病因。
• Kashiwada Yoshiki, Huang Li, Ballas Lawrence M., Jiang Jack B., Janzen Wi+, J. Med. Chem, 37 (1994) N 1, S 195-200
  作者：Kashiwada Yoshiki, Huang Li, Ballas Lawrence M., Jiang Jack B., Janzen Wi+

  DOI：——

  日期：——
• DIFFERENTIATION OF HUMAN EMBRYONIC STEM CELLS TO THE PANCREATIC ENDOCRINE LINEAGE
  申请人：Janssen Biotech, Inc.

  公开号：EP2346988B1

  公开（公告）日：2017-05-31
• DIFFERENTIATION OF HUMAN EMBRYONIC STEM CELLS
  申请人：Janssen Biotech, Inc.

  公开号：EP2516626B1

  公开（公告）日：2017-05-10
• INHIBITORS OF PROTEIN KINASE C ISOFORMS AND USES THEREOF
  申请人：Phipps Jenny

  公开号：US20110039770A1

  公开（公告）日：2011-02-17

  Inhibitors of mammalian protein kinase C isoforms that comprise an inhibitor moiety, which is capable of inhibiting protein kinase activity, operatively associated with a peptide recognition element (PRE), which has an affinity for one or more PKC isoforms are provided. The targeted inhibitory molecules (TIMs) of the present invention are capable of inhibiting one or more PKC isoforms. The TIMs can be designed to target a specific PKC isoform by selection of a PRE component that is shown to preferentially target that PKC isoform. The TIMs are useful as therapeutic agents in the treatment of PKC-related diseases and disorders, such as cancer, psoriasis, angiogenesis, restenosis, atherosclerosis, cardiovascular disease, hypertension, diabetes, neurological disorders, rheumatoid arthritis, kidney disorders, inflammatory disorders and autoimmune disorders.