diosgenyl 6-O-methyl-3-O-pivaloyl-β-D-glucopyranoside | 536992-30-0

• 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: diosgenyl 6-O-methyl-3-O-pivaloyl-β-D-glucopyranoside
• CAS: 536992-30-0
• 化学式: C₃₉H₆₂O₉
• 分子量: 674.916
• InChiKey: KULXITNKRXLOGL-AJXQOINCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  48.0
• 可旋转键数：
  5.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  112.91
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  diosgenyl 6-O-methyl-3-O-pivaloyl-β-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 diosgenyl 6-O-methyl-2,4-di-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of monomethylated dioscin derivatives and their antitumor activities

  摘要：

  All possible eight monomethylated dioscin derivatives (1-8) were synthesized. Their inhibitory activities against P388 and A-549 cells were determined, and the results indicate that six of the eight hydroxyls of dioscin are the 'key polar groupings' for tumor inhibitory activities. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00443-3
• 作为产物：
  描述：

  diosgenyl 4,6-O-benzylidene-3-O-pivaloyl-β-D-glucopyranoside 在 对甲苯磺酸 、 三丁基氧化锡 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成 diosgenyl 6-O-methyl-3-O-pivaloyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of monomethylated dioscin derivatives and their antitumor activities

  摘要：

  All possible eight monomethylated dioscin derivatives (1-8) were synthesized. Their inhibitory activities against P388 and A-549 cells were determined, and the results indicate that six of the eight hydroxyls of dioscin are the 'key polar groupings' for tumor inhibitory activities. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00443-3

文献信息

• Synthesis, cytotoxicity, and hemolytic activity of 6′-O-substituted dioscin derivatives
  作者：Wei Li、Zaozao Qiu、Yibing Wang、Yichun Zhang、Ming Li、Jia Yu、Lihong Zhang、Ziyan Zhu、Biao Yu

  DOI：10.1016/j.carres.2007.09.004

  日期：2007.12

  Dioscin derivatives (1-12) with a variety of substitutions at the 6'-OH of the chacotriosyl residue and the 3',6'-anhydrosaponin derivatives (26, 30, and 32) were synthesized. All these derivatives showed much lower cytotoxicity than that of the parent dioscin, while their hemolytic activities were partially retained depending on the various 6'-O-substitutions. (C) 2007 Elsevier Ltd. All rights reserved.