3-(2',3'-di-O-acetyl-4'-levulinyl-α-L-rhamnopyranosyl)-10-acetyl-emodin | 1242274-90-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 3-(2',3'-di-O-acetyl-4'-levulinyl-α-L-rhamnopyranosyl)-10-acetyl-emodin
• CAS: 1242274-90-3
• 化学式: C₃₂H₃₄O₁₃
• 分子量: 626.614
• InChiKey: CYWXOGDWCGKBSE-GOPLADHPSA-N

反应信息

• 作为反应物：
  描述：

  3-(2',3'-di-O-acetyl-4'-levulinyl-α-L-rhamnopyranosyl)-10-acetyl-emodin 在 乙酸肼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以73.5%的产率得到prinoidin bianthrone
  参考文献：
  名称：

  Synthesis and biological evaluation of cytotoxic activity of novel anthracene l-rhamnopyranosides

  摘要：

  A series of anthracene L-rhamnopyranosides were designed and synthesized in a practical way and their cytotoxic activity was examined in vitro. Most compounds exhibited both potent cytotoxicity against several tumor cell lines and high DNA binding capacity. The preliminary results showed that subtle modifications of rhamnosyl moiety in anthracene rhamnosides with acetyl group had a selective toxicity for different tumor cells and the displacement of C-10 carbonyl group in emodin by acetylmethylene group was helpful to improve the inhibitory activity. Lipophilicity of the anthracene glycosides was not a crucial factor for cytotoxicity and most molecules with good cytotoxicity could inhibit the catalytic activity of Top2 alpha. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.064
• 作为产物：
  描述：

  3-(2',3'-di-O-acetyl-4'-levulinyl-α-L-rhamnopyranosyl)-10-methylene-emodin 、 乙酸酐 在 吡啶 作用下， 反应 6.0h， 以38.7%的产率得到3-(2',3'-di-O-acetyl-4'-levulinyl-α-L-rhamnopyranosyl)-10-acetyl-emodin
  参考文献：
  名称：

  Synthesis and biological evaluation of cytotoxic activity of novel anthracene l-rhamnopyranosides

  摘要：

  A series of anthracene L-rhamnopyranosides were designed and synthesized in a practical way and their cytotoxic activity was examined in vitro. Most compounds exhibited both potent cytotoxicity against several tumor cell lines and high DNA binding capacity. The preliminary results showed that subtle modifications of rhamnosyl moiety in anthracene rhamnosides with acetyl group had a selective toxicity for different tumor cells and the displacement of C-10 carbonyl group in emodin by acetylmethylene group was helpful to improve the inhibitory activity. Lipophilicity of the anthracene glycosides was not a crucial factor for cytotoxicity and most molecules with good cytotoxicity could inhibit the catalytic activity of Top2 alpha. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.064