[25,27-Dihydroxy-26,28-bis[[2-(4-methyl-1,3-thiazol-2-yl)-1,3-thiazol-4-yl]methoxy]-11,17,23-tris(phosphonomethyl)-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]methylphosphonic acid | 1209003-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [25,27-Dihydroxy-26,28-bis[[2-(4-methyl-1,3-thiazol-2-yl)-1,3-thiazol-4-yl]methoxy]-11,17,23-tris(phosphonomethyl)-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]methylphosphonic acid
• CAS: 1209003-27-9
• 化学式: C₄₈H₄₈N₄O₁₆P₄S₄
• 分子量: 1189.09
• InChiKey: JRZSIWQISFKUQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  76
• 可旋转键数：
  16
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  454
• 氢给体数：
  10
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  C₆₄H₈₀N₄O₁₆P₄S₄ 在 三甲基溴硅烷 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以87%的产率得到[25,27-Dihydroxy-26,28-bis[[2-(4-methyl-1,3-thiazol-2-yl)-1,3-thiazol-4-yl]methoxy]-11,17,23-tris(phosphonomethyl)-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]methylphosphonic acid
  参考文献：
  名称：

  Synthesis and anti-HIV evaluation of water-soluble calixarene-based bithiazolyl podands

  摘要：

  Nine anionic water-soluble calix[4] arene species, incorporating sulfonate, carboxylate or phosphonate groups, six of them incorporating two 2,2'-bithiazole subunits in alternate position at the lower rim, have been synthesised and evaluated as anti-HIV agents on various HIV strains and cells of the lymphocytic lineage (HIV-1 III B/MT4, HIV-1 LAI/CEM-SS, HIV-1 Bal/PBMC), using AZT as reference compound. A toxicity was detected for a minority of compounds on PBMC whereas for the others no cellular toxicity was measured at concentrations up to 100 mu M. Most of the compounds have an antiviral activity in a 10-50 mu M range, and one of them, sulfonylated, displays its activity, whatever the tropism of the virus, at a micromolar concentration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.016