5'-allylthio-5'-deoxy-9-(1'-β-D-ribofuranosyl)-6-nitro-1,3-dideazaadenine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5'-allylthio-5'-deoxy-9-(1'-β-D-ribofuranosyl)-6-nitro-1,3-dideazaadenine
• 英文别名: 9-[5-(allylthio)-5-deoxy-1-β-D-ribofuranosyl]-6-nitro-1,3-dideazaadenine；(2S,3S,4R,5R)-2-(allylsulfanylmethyl)-5-(4-nitrobenzimidazol-1-yl)tetrahydrofuran-3,4-diol；(2R,3R,4S,5S)-2-(4-nitrobenzimidazol-1-yl)-5-(prop-2-enylsulfanylmethyl)oxolane-3,4-diol
• 化学式: C₁₅H₁₇N₃O₅S
• 分子量: 351.383
• InChiKey: WGWZOLCCSRRIRA-NMFUWQPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  二烯丙基二硫 、 9-(1'-β-D-ribofuranosyl)-6-nitro-1,3-dideazaadenine 在 三苯基膦 作用下， 以 吡啶 为溶剂， 反应 24.0h， 以48%的产率得到5'-allylthio-5'-deoxy-9-(1'-β-D-ribofuranosyl)-6-nitro-1,3-dideazaadenine
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some novel nucleoside analogues of adenosine and 1,3-dideazaadenosine

  摘要：

  A number of nucleoside analogues have been synthesized and evaluated for their antibacterial and antifungal activities against Staphylococcus aureus, Group D Streptococcus, Pseudomonas aeruginosa, Proteus spp., Salmonella spp., Aspergillus fumigates, Penicillium marneffei, Candida albicans, Cryptococcus neoformans, and Mucor spp. The compounds 1, 4, and 6 emerged as potent antibacterial agents with MIC values of 0.75, 0.38, and 0.19 mu M, respectively, against group D Streptococcus. Further, the results suggest that the molecules 4, 6, and 7 would be potent antifungal agents as they show substantial degree of inhibition toward the growth of pathogenic fungi with MICs of 0.75, 0.38, and 0.38 mu M, respectively. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.028

文献信息

• Synthesis and antimicrobial activity of some novel nucleoside analogues of adenosine and 1,3-dideazaadenosine
  作者：Richa Srivastava、Anudita Bhargava、Ramendra K. Singh

  DOI：10.1016/j.bmcl.2007.09.028

  日期：2007.11

  A number of nucleoside analogues have been synthesized and evaluated for their antibacterial and antifungal activities against Staphylococcus aureus, Group D Streptococcus, Pseudomonas aeruginosa, Proteus spp., Salmonella spp., Aspergillus fumigates, Penicillium marneffei, Candida albicans, Cryptococcus neoformans, and Mucor spp. The compounds 1, 4, and 6 emerged as potent antibacterial agents with MIC values of 0.75, 0.38, and 0.19 mu M, respectively, against group D Streptococcus. Further, the results suggest that the molecules 4, 6, and 7 would be potent antifungal agents as they show substantial degree of inhibition toward the growth of pathogenic fungi with MICs of 0.75, 0.38, and 0.38 mu M, respectively. (C) 2007 Elsevier Ltd. All rights reserved.