2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenylboronic acid | 866824-84-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenylboronic acid
• 英文别名: Boronic acid, trans-6；[2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl]boronic acid
• CAS: 866824-84-2
• 化学式: C₁₈H₂₁BO₆
• 分子量: 344.172
• InChiKey: QRZLVZGNSKRASS-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-醛基-2-甲氧基苯硼酸 、 七-(2,6-二-O-丁基-3-O-乙酰基)-β-环糊精 在 potassium hydrogencarbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 48.0h， 以35%的产率得到2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenylboronic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of combretastatin analogs as cell cycle inhibitors of the G1 to S transition in Saccharomyces cerevisiae

  摘要：

  A series of Z and E combretastatin A-4 analogs bearing different substituents (OH, F, NO(2), NH(2), B(OH)(2)) in the 30 position were synthesized. These derivatives and Z and E combretastatin A-1 were analysed by monitoring their ability to inhibit cell growth in Saccharomyces cerevisiae. Combretastatin A-1 (2a), A-4 (2b) and compound 2c were found to inhibit yeast growth. Moreover, combretatstatin A-4 (2b) and compound 2c induced a G1 arrest by affecting the synthesis of Clb5 protein, the principal S-phase cyclin. The G1 arrest is coincident with the activation of the stress activated kinase Snf1. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.066

文献信息

• Synthesis and biological evaluation of combretastatin analogs as cell cycle inhibitors of the G1 to S transition in Saccharomyces cerevisiae
  作者：Paola Coccetti、Giuseppe Montano、Alessandro Lombardo、Farida Tripodi、Fulvia Orsini、Roberto Pagliarin

  DOI：10.1016/j.bmcl.2010.03.066

  日期：2010.5

  A series of Z and E combretastatin A-4 analogs bearing different substituents (OH, F, NO(2), NH(2), B(OH)(2)) in the 30 position were synthesized. These derivatives and Z and E combretastatin A-1 were analysed by monitoring their ability to inhibit cell growth in Saccharomyces cerevisiae. Combretastatin A-1 (2a), A-4 (2b) and compound 2c were found to inhibit yeast growth. Moreover, combretatstatin A-4 (2b) and compound 2c induced a G1 arrest by affecting the synthesis of Clb5 protein, the principal S-phase cyclin. The G1 arrest is coincident with the activation of the stress activated kinase Snf1. (C) 2010 Elsevier Ltd. All rights reserved.