(1S,2R,3R,5R)-3-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol | 1032152-54-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: (1S,2R,3R,5R)-3-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• CAS: 1032152-54-7
• 化学式: C₁₁H₁₄FN₅O₃
• 分子量: 283.262
• InChiKey: SMJRRLDASPLDEE-HXOWADHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  9-[cis-(1'R,4'S)-4'-hydroxymethyl-2'-cyclopenten-1'-yl]-9H-2-fluoroadenine 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以45%的产率得到2-Fluoroaristeromycin
  参考文献：
  名称：

  Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase

  摘要：

  2-Modified aristeromycin derivatives and their related analogs were synthesized to investigate their inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase (PfSAHH). 2-Fluoroaristeromycin showed a strong inhibitory activity against PfSAHH selectively and complete resistance to adenosine deaminase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.046

文献信息

• Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase
  作者：Takayuki Ando、Masafumi Iwata、Fazila Zulfiqar、Tatsuya Miyamoto、Masayuki Nakanishi、Yukio Kitade

  DOI：10.1016/j.bmc.2008.01.046

  日期：2008.4.1

  2-Modified aristeromycin derivatives and their related analogs were synthesized to investigate their inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase (PfSAHH). 2-Fluoroaristeromycin showed a strong inhibitory activity against PfSAHH selectively and complete resistance to adenosine deaminase. (C) 2008 Elsevier Ltd. All rights reserved.