4-formylphenyl (2,3,4-tri-O-benzoyl)-β-D-ribopyranoside | 950762-02-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-formylphenyl (2,3,4-tri-O-benzoyl)-β-D-ribopyranoside
• 英文别名: 4-formylphenyl 2,3,4-tri-O-benzoyl-β-D-ribopyranoside；(2S,3R,4R,5R)-4,5-bis(benzoyloxy)-2-(4-formylphenoxy)oxan-3-yl benzoate；[(3R,4R,5R,6S)-4,5-dibenzoyloxy-6-(4-formylphenoxy)oxan-3-yl] benzoate
• CAS: 950762-02-4
• 化学式: C₃₃H₂₆O₉
• 分子量: 566.564
• InChiKey: GDJGTLPDNQADLM-LNHQPZRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-formylphenyl (2,3,4-tri-O-benzoyl)-β-D-ribopyranoside 在 sodium hydroxide 、 盐酸羟胺 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以88%的产率得到N-(4-(2,3,4-tri-O-benzoyl-β-D-ribopyranosyloxy)benzylidene)hydroxylamine
  参考文献：
  名称：

  Synthesis and biological evaluation of helicid analogues as novel acetylcholinesterase inhibitors

  摘要：

  A series of helicid analogues were prepared and evaluated in vitro for the cholinesterase (AChE and BuChE) inhibitory activities via UV spectroscopy. The results indicated that compounds 5, 6d and 8 exhibited potent AChE inhibitory activities with IC50 values of 0.45 +/- 0.02 mu M 0.49 +/- 0.02 mu M, and 0.20 +/- 0.01 mu M, respectively. High selectivity for AChE over BuChE was also observed. Kinetic study showed that the mechanism of AChE inhibition of compounds 5, 6d and 8 was all mixed-type. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.018
• 作为产物：
  描述：

  对羟基苯甲醛 、 2,3,4-tri-O-benzoyl-β-D-ribopyranosyl bromide 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 氯仿 、 水 为溶剂， 以27%的产率得到4-formylphenyl (2,3,4-tri-O-benzoyl)-β-D-ribopyranoside
  参考文献：
  名称：

  Synthesis and biological evaluation of helicid analogues as novel acetylcholinesterase inhibitors

  摘要：

  A series of helicid analogues were prepared and evaluated in vitro for the cholinesterase (AChE and BuChE) inhibitory activities via UV spectroscopy. The results indicated that compounds 5, 6d and 8 exhibited potent AChE inhibitory activities with IC50 values of 0.45 +/- 0.02 mu M 0.49 +/- 0.02 mu M, and 0.20 +/- 0.01 mu M, respectively. High selectivity for AChE over BuChE was also observed. Kinetic study showed that the mechanism of AChE inhibition of compounds 5, 6d and 8 was all mixed-type. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.018

文献信息

• Synthesis and biological evaluation of helicid analogues as novel acetylcholinesterase inhibitors
  作者：Huan Wen、Chonglan Lin、Ling Que、Hui Ge、Lin Ma、Rihui Cao、Yiqian Wan、Wenlie Peng、Zihou Wang、Huacan Song

  DOI：10.1016/j.ejmech.2007.03.018

  日期：2008.1

  A series of helicid analogues were prepared and evaluated in vitro for the cholinesterase (AChE and BuChE) inhibitory activities via UV spectroscopy. The results indicated that compounds 5, 6d and 8 exhibited potent AChE inhibitory activities with IC50 values of 0.45 +/- 0.02 mu M 0.49 +/- 0.02 mu M, and 0.20 +/- 0.01 mu M, respectively. High selectivity for AChE over BuChE was also observed. Kinetic study showed that the mechanism of AChE inhibition of compounds 5, 6d and 8 was all mixed-type. (C) 2007 Elsevier Masson SAS. All rights reserved.