4-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)]-2,3-di-O-acetyl-β-D-glucopyranoside | 1344089-19-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)]-2,3-di-O-acetyl-β-D-glucopyranoside
• CAS: 1344089-19-5
• 化学式: C₃₉H₅₀O₂₃
• 分子量: 886.812
• InChiKey: VAIFBYMCRSKNFD-BNRYLCMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.37
• 重原子数：
  62.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  275.01
• 氢给体数：
  0.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)]-2,3-di-O-acetyl-β-D-glucopyranoside 在 ammonium cerium (IV) nitrate 、 三氟甲磺酸三甲基硅酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 3.84h， 生成 sarsasapogenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)]-3-O-acetyl-α-D-glucopyranoside
  参考文献：
  名称：

  Concise synthesis and antitumor activities of trisaccharide steroidal saponins

  摘要：

  The naturally derived trisaccharide steroidal saponin 1 and structurally modified derivatives 2 and 3 bearing the same sarsasapogenin aglycon were synthesized concisely via a direct transglycosylation strategy. The antitumor activities of the synthetic trisaccharide saponins 1-3 and their corresponding a-isomers 1a-3a were preliminarily evaluated against human gastric adenocarcinoma cell (MKN-45) and human epithelial cervical cancer cell (HeLa) by CCK-8 assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.08.026
• 作为产物：
  描述：

  p-methoxyphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 、 水 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)]-2,3-di-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Concise synthesis and antitumor activities of trisaccharide steroidal saponins

  摘要：

  The naturally derived trisaccharide steroidal saponin 1 and structurally modified derivatives 2 and 3 bearing the same sarsasapogenin aglycon were synthesized concisely via a direct transglycosylation strategy. The antitumor activities of the synthetic trisaccharide saponins 1-3 and their corresponding a-isomers 1a-3a were preliminarily evaluated against human gastric adenocarcinoma cell (MKN-45) and human epithelial cervical cancer cell (HeLa) by CCK-8 assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.08.026