O²-α-D-mannopyranosyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O²-α-D-mannopyranosyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate
• 英文别名: (Z)-oxido-pyrrolidin-1-yl-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyiminoazanium
• 化学式: C₁₀H₁₉N₃O₇
• 分子量: 293.277
• InChiKey: DFCOWOMYWFVWMB-UDYFYYPFSA-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：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖 在 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 50.0h， 生成 O²-α-D-mannopyranosyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  Glycosylated diazeniumdiolates: a novel class of enzyme-activated nitric oxide donors

  摘要：

  Synthetic procedures have been developed to attach the nitric oxide releasing diazeniumdiolate functional groups [N(O)NO](-) to a carbohydrate unit. These glycosylated diazeniumdiolates exhibited significantly improved stability as compared to their parent diazeniumdiolate salts, yet they could readily release nitric oxide upon activation by glycosidases. Preliminary antitumor screen assay demonstrated that this class of compounds had antitumor activity. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00614-1