25-epi-ritterostatin GN1N | 1333389-37-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 25-epi-ritterostatin GN1N
• CAS: 1333389-37-9
• 化学式: C₅₄H₇₆N₂O₉
• 分子量: 897.205
• InChiKey: YLNNCKCXIGOGLJ-NXDLLJNZSA-N

物化性质

• 熔点：
  222-225 °C
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  65
• 可旋转键数：
  1
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  164
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Fmoc-甘氨酸 、 25-epi-ritterostatin GN1N 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以75%的产率得到
  参考文献：
  名称：

  Synthesis and Evaluation of a Fluorescent Ritterazine–Cephalostatin Hybrid

  摘要：

  The cephalostatin and ritterazine natural products comprise a potent family of bis-steroidal pyrazines that display potent single-digit nanomolar inhibition of tumor cell growth. An active fluorescent ritterazine-cephalostatin hybrid probe was developed using detailed SAR data derived through total synthetic efforts. A combination of time course and confocal imaging studies indicate that this natural product family is rapidly taken up in tumor cells and localizes subcellularly within ER and surrounding the nuclear-ER interface.

  DOI：

  10.1021/ol202139z
• 作为产物：
  描述：

  在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 以98%的产率得到25-epi-ritterostatin GN1N
  参考文献：
  名称：

  Synthesis and Evaluation of a Fluorescent Ritterazine–Cephalostatin Hybrid

  摘要：

  The cephalostatin and ritterazine natural products comprise a potent family of bis-steroidal pyrazines that display potent single-digit nanomolar inhibition of tumor cell growth. An active fluorescent ritterazine-cephalostatin hybrid probe was developed using detailed SAR data derived through total synthetic efforts. A combination of time course and confocal imaging studies indicate that this natural product family is rapidly taken up in tumor cells and localizes subcellularly within ER and surrounding the nuclear-ER interface.

  DOI：

  10.1021/ol202139z

文献信息

• Synthesis and Evaluation of a Fluorescent Ritterazine–Cephalostatin Hybrid
  作者：Kanduluru Ananda Kumar、James J. La Clair、Philip L. Fuchs

  DOI：10.1021/ol202139z

  日期：2011.10.7

  The cephalostatin and ritterazine natural products comprise a potent family of bis-steroidal pyrazines that display potent single-digit nanomolar inhibition of tumor cell growth. An active fluorescent ritterazine-cephalostatin hybrid probe was developed using detailed SAR data derived through total synthetic efforts. A combination of time course and confocal imaging studies indicate that this natural product family is rapidly taken up in tumor cells and localizes subcellularly within ER and surrounding the nuclear-ER interface.