5,11,17,23-tetra-(2-(Boc-amino)ethyl)-25,26,27,28-calix[4]arene tetrol | 1167438-07-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5,11,17,23-tetra-(2-(Boc-amino)ethyl)-25,26,27,28-calix[4]arene tetrol
• 英文别名: tetra-para-[2-(N-tert-butoxycarbonylaminoethyl)]calix[4]arene
• CAS: 1167438-07-4
• 化学式: C₅₆H₇₆N₄O₁₂
• 分子量: 997.239
• InChiKey: OPWVULTVJPQKHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.45
• 重原子数：
  72.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  234.24
• 氢给体数：
  8.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-(2-(Boc-amino)ethyl)-25,26,27,28-calix[4]arene tetrol 在 palladium 10% on activated carbon 、 碳酸氢钠 、 一水合肼 、 potassium iodide 作用下， 以 乙醚 、 乙醇 、 乙腈 、 正戊烷 为溶剂， 反应 20.83h， 生成
  参考文献：
  名称：

  Bacteriophilic tetra-p-guanidinoethyl-calix[4]arene derived polymers. Syntheses and E. coli sequestration studies

  摘要：

  新的树脂通过将抗菌四-p-鸟氨基乙基杯[4]芳烃功能化合成，并通过毛细管电泳评估它们对大肠杆菌的亲菌性能。

  DOI：

  10.1039/c6nj01563h
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 5,11,17,23-tetrakis(2-aminoethyl)-25,26,27,28-tetrahydroxycalix<4>arene tetrahydrochloride 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.17h， 以90%的产率得到5,11,17,23-tetra-(2-(Boc-amino)ethyl)-25,26,27,28-calix[4]arene tetrol
  参考文献：
  名称：

  p-Guanidinoethyl calixarene and parent phenol derivatives exhibiting antibacterial activities. Synthesis and biological evaluation

  摘要：

  The tetra-para-guanidinoethyl-calix[4] arene, its distally-disubstituted ether derivatives involving 2,2'-bithiazolyl-or 2,2'-bipyridyl-methyl groups, as well as the para-guanidinoethylphenol and its analogous derivatives have been synthesized, fully characterized and evaluated as antibacterial agents towards both Gram positive and Gram negative reference bacteria. The simple phenolic species showed lower activity than their calixarene analogues, confirming the hypothesis that a synergistic effect should result from the spatial organization of guanidinium and heterocycles on a macrocyclic scaffold. Introduction of the bithiazole and bipyridine substituents enhanced the activity of simple phenol derivatives, reaching, for the two Staphylococcus aureus strains in particular, the values obtained for their calixarenic parents. MTT viability assays were carried out to determine selectivity indexes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.040

文献信息

• Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct
  作者：Hugues Massimba Dibama、Igor Clarot、Stéphane Fontanay、Adel Ben Salem、Maxime Mourer、Chantal Finance、Raphaël E. Duval、Jean-Bernard Regnouf-de-Vains

  DOI：10.1016/j.bmcl.2009.03.139

  日期：2009.5

  A water-soluble calixarene-based heterocyclic podand incorporating a quinolone antibiotic subunit, the nalidixic acid, was synthesised and fully characterised. Its prodrug behaviour was assessed in vitro by HPLC, demonstrating the release of the tethered quinolone in model biological conditions. Microbiological studies performed on various Gram-positive and Gram-negative reference strains showed very interesting antibacterial activities. (C) 2009 Elsevier Ltd. All rights reserved.