anagalligenone-3-O-[β-D-glucopyranosyl(1→4)-α-L-arabinopyranoside]

• 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: anagalligenone-3-O-[β-D-glucopyranosyl(1→4)-α-L-arabinopyranoside]
• 英文别名: Anagalligenone-3-O-[beta-D-glucopyranosyl(1->4)-alpha-L-arabinopyranoside；(1S,4S,5R,8R,9R,10S,13R,14R,17S,18R)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-2-one
• 化学式: C₄₁H₆₆O₁₃
• 分子量: 766.967
• InChiKey: SWBGCUROQPPXDQ-VFQJADBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  54
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  anagalligenone-3-O-[β-D-glucopyranosyl(1→4)-α-L-arabinopyranoside] 在 三氟乙酸 作用下， 反应 4.0h， 生成 D-葡萄糖 、 L-(+)-arabinose
  参考文献：
  名称：

  Cytotoxic triterpenoids from Lysimachia parvifolia

  摘要：

  Five new oleanane-type triterpenoids, including two aglycones, 13 beta-28-epoxy-3 beta,22 alpha,23-trihydroxyolean-16-one (1) and 13 beta-28-epoxy-22 alpha,23-dihydroxyolean-3,16-dione (2), and three glycosides, anagalligenone-3-O-alpha-L-arabinopyranoside (3), anagalligenone-3-O-[beta-D-glucopyranosyl(1 -> 4)-alpha-L-arabinopyranoside] (4) and anagalligenone-3-O-[beta-D-xylopyranosyl(1 -> 2)-beta-D-glucopyranosyl(1 -> 4)-alpha-L-arabinopyranoside] (5), were isolated from the aerial parts of Lysimachia parvifolia, together with three known oleanane-type triterpenoid glycosides (6-8). The structures of the new compounds were subsequently elucidated by spectroscopic analysis and their cytotoxicities evaluated against six human cancer cell lines. Compounds 5-8 exhibited significant cytotoxicities against all the cell lines tested, with IC50 values lower than 10 mu M. The possible mechanism of action of compound 6 was also studied. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.043