3'-methylseleno-3'-deoxythymidine | 1161865-59-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-methylseleno-3'-deoxythymidine
• 英文别名: 1-[(2R,4S,5R)-5-(hydroxymethyl)-4-methylselanyloxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 1161865-59-3
• 化学式: C₁₁H₁₆N₂O₄Se
• 分子量: 319.219
• InChiKey: JJQSTQVATGHITF-HRDYMLBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 三氯乙酸 作用下， 以 二氯甲烷 为溶剂， 以27.8 mg的产率得到3'-methylseleno-3'-deoxythymidine
  参考文献：
  名称：

  Facile Synthesis and Anti-Tumor Cell Activity of Se-Containing Nucleosides

  摘要：

  Many organic compounds containing selenium have shown anticancer effects and some have been used in chemoprevention of cancers and other diseases. Though Se-containing amino acids are generally used for these purposes, the natural nucleosides may also be used as Se-carriers for these important applications. Therefore, we describe here the convenient synthesis of the new 3'-MeSe-thymidine nucleoside and the other uridine and thymidine derivatives modified with MeSe at the 2' and 5' positions, and report their anti-tumor activity against prostate cancer cell lines. Our work demonstrates for the first time anticancer activity of the methylseleno nucleosides.

  DOI：

  10.1080/15257770802581765