tigogenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-galactopyranoside | 1365050-48-1

• 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: tigogenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-galactopyranoside
• CAS: 1365050-48-1
• 化学式: C₅₃H₇₈O₂₀
• 分子量: 1035.19
• InChiKey: XWHLRGYHAKFVSN-UGESMQMPSA-N

反应信息

• 作为反应物：
  描述：

  tigogenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-galactopyranoside 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以96%的产率得到tigogenyl β-D-glucopyranosyl-(1->2)-β-D-galactopyranoside
  参考文献：
  名称：

  Facile Synthesis and Antitumor Activities of Timosaponin AIII and Its Analogs

  摘要：

  An efficient synthesis of timosaponin AIII (TAIII) and five structurally modified analogs via a one-pot sequential glycosylation strategy is described. A partially protected D-galactopyranosyl thioglycoside was employed for regioselective glycosylation to facilitate the target synthesis. The antitumor activities of the synthetic saponins against human epithelial cervical cancer cell (HeLa) were preliminarily evaluated by means of CCK-8 assay. An L-rhamnosyl analog was discovered to display stronger inhibitory activity (IC50 3.3 mu M) than TAIII (IC50 10.7 mu M) to HeLa cell. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.

  DOI：

  10.1080/07328303.2011.639966
• 作为产物：
  描述：

  在 吡啶 、 水 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 tigogenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-galactopyranoside
  参考文献：
  名称：

  Facile Synthesis and Antitumor Activities of Timosaponin AIII and Its Analogs

  摘要：

  An efficient synthesis of timosaponin AIII (TAIII) and five structurally modified analogs via a one-pot sequential glycosylation strategy is described. A partially protected D-galactopyranosyl thioglycoside was employed for regioselective glycosylation to facilitate the target synthesis. The antitumor activities of the synthetic saponins against human epithelial cervical cancer cell (HeLa) were preliminarily evaluated by means of CCK-8 assay. An L-rhamnosyl analog was discovered to display stronger inhibitory activity (IC50 3.3 mu M) than TAIII (IC50 10.7 mu M) to HeLa cell. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.

  DOI：

  10.1080/07328303.2011.639966