16α-acetoxy-21β,22α-O-diangeloyloxy-23,28-dihydroxyolean-12-ene 3β-O-β-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 16α-acetoxy-21β,22α-O-diangeloyloxy-23,28-dihydroxyolean-12-ene 3β-O-β-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranoside
• 英文别名: oleiferoside N
• 化学式: C₅₈H₈₈O₂₃
• 分子量: 1153.32
• InChiKey: YVKZKUFFVIDYKE-HOPAWWMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  81.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  353.65
• 氢给体数：
  10.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  16α-acetoxy-21β,22α-O-diangeloyloxy-23,28-dihydroxyolean-12-ene 3β-O-β-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 D-木糖 、 L-阿拉伯糖 、 D-葡萄糖醛酸
  参考文献：
  名称：

  Two triterpenoid glycosides from the roots ofCamellia oleiferaand their cytotoxic activity

  摘要：

  Two new triterpenoid saponins, oleiferoside N and oleiferoside O, were isolated from the EtOH extract from the roots of Camellia oleifera C. Abel. Their structures were elucidated as 16-acetoxy-21,22-O-diangeloyloxy-23,28-dihydroxyolean-12-ene 3-O--d-xylopyranosyl-(13)--l-arabinopyranosyl-(13)--d-glucuronopyranoside (1), 16-acetoxy-21-O-angeloyloxy-23,28-dihydroxy-22-O-(2-methylbutanoyloxy)olean-12-ene 3-O--d-xylopyranosyl-(13)--l-arabinopyranosyl-(13)--d-glucuronopyranoside (2), on the basis of spectroscopic analyses (IR, ESI-MS, HR-ESI-MS, 1D and 2D NMR) and acid hydrolysis. Both were characterized to be oleanane-type saponins with sugar moieties linked to C-3 of the aglycone. Cytotoxic activities of two saponins were evaluated against four human tumor cell lines (A549, B16, BEL-7402, and MCF-7) by using the MTT in vitro assay. Compounds 1 and 2 showed moderate cytotoxic activities toward the tested cell lines.

  DOI：

  10.1080/10286020.2015.1004630