| 1460248-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1460248-05-8
• 化学式: C₃₅H₃₆O₆
• 分子量: 552.667
• InChiKey: VHUCTPQQNYKFIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.05
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  96.22
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 10.0h， 生成 Bis(trimethylsilyloxy)phosphoryl-(26,28-dihydroxy-25,27-dipropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)methanone
  参考文献：
  名称：

  Calix[4]arene methylenebisphosphonic acids as inhibitors of protein tyrosine phosphatase 1B

  摘要：

  Calix[4]arenes bearing methylenebisphosphonic or hydroxymethylenebisphosphonic acid fragments at the wide rim of the macrocycle were studied as inhibitors of PTP1B. Some of the inhibitors showed IC50 values in the micromolar range and good selectivity in comparison with other protein tyrosine phosphatases such as TC-PTP, PTPb, LAR, and CD45. Kinetic studies indicated that the calix[4] arene derivatives influence PTP1B activity as slow-binding inhibitors. Based on molecular docking results, the binding modes of the macrocyclic bisphosphonates in the active centre of PTP1B are discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.040

文献信息

• Inhibition of glutathione S-transferases by photoactive calix[4]arene α-ketophosphonic acids
  作者：Oleksandr Kobzar、Yurii Shulha、Vladyslav Buldenko、Sergiy Cherenok、Oleg Silenko、Vitaly Kalchenko、Andriy Vovk

  DOI：10.1016/j.bmcl.2022.129019

  日期：2022.12

  Calix[4]arenes bearing photoactive α-ketophosphonic acid groups at the upper rim of the macrocycle were synthesized and evaluated as inhibitors of glutathione S-transferases. Irradiation at 365 nm increased the inhibition effects of some macrocyclic compounds on GSTP1-1 by more than two orders of magnitude. Calix[4]arene bis-α-ketophosphonic acids substituted at the lower rim by n-propyl or n-butyl

  合成了在大环上缘带有光活性 α-酮膦酸基团的杯 [4] 芳烃，并将其作为谷胱甘肽S-转移酶抑制剂进行了评估。365 nm 的辐照使一些大环化合物对 GSTP1-1 的抑制作用提高了两个数量级以上。在下边缘被正丙基或正丁基取代的杯[4]芳烃双-α-酮膦酸显示低微摩尔范围内的IC 50值。不可逆抑制的动力学通过依赖于抑制剂浓度的伪一级速率常数来描述。谷胱甘肽S的二级速率常数值较高- 来自人胎盘的转移酶比来自马肝脏的酶。分子对接表明，光活性大环化合物覆盖了谷胱甘肽S-转移酶的活性位点，提供了在照射过程中修饰催化重要氨基酸残基的可能性。