1-N-[(13'-amino-4',7',10'-trioxatridecyl)succinamoyl]aminomethyl-3,5-bis(2,3,4-trihydroxybenzoylaminomethyl)-2,4,6-triethylbenzene | 1314876-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-N-[(13'-amino-4',7',10'-trioxatridecyl)succinamoyl]aminomethyl-3,5-bis(2,3,4-trihydroxybenzoylaminomethyl)-2,4,6-triethylbenzene
• 英文别名: N-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propyl]-N'-[[2,4,6-triethyl-3,5-bis[[(2,3,4-trihydroxybenzoyl)amino]methyl]phenyl]methyl]butanediamide
• CAS: 1314876-00-0
• 化学式: C₄₃H₆₁N₅O₁₃
• 分子量: 855.983
• InChiKey: CSAWLRITYUTKOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  61
• 可旋转键数：
  27
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  292
• 氢给体数：
  11
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  1-N-[(13'-amino-4',7',10'-trioxatridecyl)succinamoyl]aminomethyl-3,5-bis(2,3,4-tribenzyloxybenzoylaminomethyl)-2,4,6-triethylbenzene 在 palladium 10% on activated carbon 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 30.0 ℃ 、289.59 kPa 条件下， 以89%的产率得到1-N-[(13'-amino-4',7',10'-trioxatridecyl)succinamoyl]aminomethyl-3,5-bis(2,3,4-trihydroxybenzoylaminomethyl)-2,4,6-triethylbenzene
  参考文献：
  名称：

  [EN] GP120 -BINDING BENZENE COMPOUNDS AND SACCHARIDE COMPOUNDS
  [FR] COMPOSÉS DE BENZÈNES ET DE SACCHARIDES SE LIANT À GP120

  摘要：

  本发明提供了新型苯化合物和糖化合物，并用于结合、滴定（定量）、去除、纯化或分离含有糖蛋白gp120的化合物的用途，该gp120包括病毒或感染有包含gp120病毒的细胞。本发明还提供了一种用于检测、结合、滴定（定量）、去除、纯化或分离（或将治疗或其他药物引导至）gp120的方法，该gp120包括病毒或感染有包含gp120病毒的细胞。本发明进一步提供了利用这些化合物的用途，以及用于将抗病毒药物或其他药物引导至含有gp120的病毒或含有gp120病毒感染细胞的方法。本发明还提供了用于制备这些新型化合物的工艺。

  公开号：

  WO2011085454A1

文献信息

• [EN] GP120 -BINDING BENZENE COMPOUNDS AND SACCHARIDE COMPOUNDS<br/>[FR] COMPOSÉS DE BENZÈNES ET DE SACCHARIDES SE LIANT À GP120
  申请人：UNIV LEUVEN KATH

  公开号：WO2011085454A1

  公开（公告）日：2011-07-21

  The present invention provides for novel benzene compounds and saccharide compounds and for the use of said compounds for binding, titration (quantification), removing, purifying or separating the glycoprotein gp120, gp120 comprising viruses or cells infected with gp120 comprising viruses. The invention also provides for a method for the detection, binding, titration (quantification), removal, purification or separation of (or directing therapeutic or other agents to) gp120, gp120 comprising viruses or cells infected with gp120 comprising viruses. The invention further provides for the use of the compounds and for methods using the compounds for directing anti -viral drugs or other agents to gp120 comprising viruses or to gp120 comprising virus - infected cells. The present invention also provides processes for the preparation of said novel compounds.

  本发明提供了新型苯化合物和糖化合物，并用于结合、滴定（定量）、去除、纯化或分离含有糖蛋白gp120的化合物的用途，该gp120包括病毒或感染有包含gp120病毒的细胞。本发明还提供了一种用于检测、结合、滴定（定量）、去除、纯化或分离（或将治疗或其他药物引导至）gp120的方法，该gp120包括病毒或感染有包含gp120病毒的细胞。本发明进一步提供了利用这些化合物的用途，以及用于将抗病毒药物或其他药物引导至含有gp120的病毒或含有gp120病毒感染细胞的方法。本发明还提供了用于制备这些新型化合物的工艺。
• Anti-HIV-1 activity of a tripodal receptor that recognizes mannose oligomers
  作者：Eva Rivero-Buceta、Paula Carrero、Elena Casanova、Elisa G. Doyagüez、Andrés Madrona、Ernesto Quesada、María Jesús Peréz-Pérez、Raquel Mateos、Laura Bravo、Leen Mathys、Sam Noppen、Evgeny Kiselev、Christophe Marchand、Yves Pommier、Sandra Liekens、Jan Balzarini、María José Camarasa、Ana San-Félix

  DOI：10.1016/j.ejmech.2015.10.027

  日期：2015.12

  The glycoprotein gp120 of the HIV-1 viral envelope has a high content in mannose residues, particularly alpha-1,2-mannose oligomers. Compounds that interact with these high-mannose type glycans may disturb the interaction between gp120 and its (co)receptors and are considered potential anti-HIV agents. Previously, we demonstrated that a tripodal receptor (1), with a central scaffold of 1,3,5-triethylbenzene substituted with three 2,3,4-trihydroxybenzoyl groups, selectively recognizes alpha-1,2-mannose polysaccharides. Here we present additional studies to determine the anti-HIV-1 activity and the mechanism of antiviral activity of this compound. Our studies indicate that 1 shows anti-HIV-1 activity in the low micromolar range and has pronounced gp120 binding and HIV-1 integrase inhibitory capacity. However, gp120 binding rather than integrase inhibition seems to be the primary mechanism of antiviral activity of 1. (C) 2015 Elsevier Masson SAS. All rights reserved.