| 1417340-25-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1417340-25-0
• 化学式: C₂₂H₂₄N₂O₇
• 分子量: 428.442
• InChiKey: WZFUBEWXCCBIDT-OSYLJGHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  113.67
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  cis-1,2,3,6-tetrahydrophthalic anhydride 在 sodium tetrahydroborate 、 potassium permanganate 、 偶氮二甲酸二异丙酯 、 sodium acetate 、 乙酸酐 、 对甲苯磺酸 、 三苯基膦 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 丙酮 为溶剂， 反应 77.0h， 生成
  参考文献：
  名称：

  Novel carbocyclic nucleoside analogs suppress glomerular mesangial cells proliferation and matrix protein accumulation through ROS-dependent mechanism in the diabetic milieu

  摘要：

  The synthesis of a series of novel 3,4-cis- and 3,4-trans-substituted carbocyclic nucleoside analogs from protected uracil and thymine is described. The key reaction in the followed synthetic protocols utilized the Mitsunobu reaction to couple 3,4-substituted cyclopentanols to N-3-benzoyl uracil or N-3-benzoyl thymine. These molecules were evaluated with regard to their ability to treat diabetic nephropathy. Our results show that two analogs significantly reduced high-glucose induced glomerular mesangial cells proliferation and matrix protein accumulation in vitro and, more interestingly, exhibited an anti-oxidative effect suggesting that the activity may be mediated through ROS-dependent mechanism. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.122

文献信息

• Novel carbocyclic nucleoside analogs suppress glomerular mesangial cells proliferation and matrix protein accumulation through ROS-dependent mechanism in the diabetic milieu
  作者：Assaad A. Eid、Ali Koubeissi、Ribal Bou-Mjahed、Nadine Al Khalil、Manal Farah、Rita Maalouf、Niveen Nasser、Kamal H. Bouhadir

  DOI：10.1016/j.bmcl.2012.10.122

  日期：2013.1

  The synthesis of a series of novel 3,4-cis- and 3,4-trans-substituted carbocyclic nucleoside analogs from protected uracil and thymine is described. The key reaction in the followed synthetic protocols utilized the Mitsunobu reaction to couple 3,4-substituted cyclopentanols to N-3-benzoyl uracil or N-3-benzoyl thymine. These molecules were evaluated with regard to their ability to treat diabetic nephropathy. Our results show that two analogs significantly reduced high-glucose induced glomerular mesangial cells proliferation and matrix protein accumulation in vitro and, more interestingly, exhibited an anti-oxidative effect suggesting that the activity may be mediated through ROS-dependent mechanism. (C) 2012 Elsevier Ltd. All rights reserved.