alangiside | 34482-51-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: alangiside
• 英文别名: (1R,15S,16R,17S)-16-ethenyl-4-hydroxy-5-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one
• CAS: 34482-51-4
• 化学式: C₂₅H₃₁NO₁₀
• 分子量: 505.522
• InChiKey: BCYNGTTVQNJTCV-MDXCLUIBSA-N

物化性质

• 熔点：
  187°C (dec.).

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  158
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  alangiside 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 6481.0h， 生成 2-hydroxy-3-methoxy-12-vinyl-5,6-dihydro-8H-isoquino[2,1-b][2,7]naphthyridin-8-one
  参考文献：
  名称：

  Isolation of Two Unusual Tetrahydroisoquinoline-Monoterpene Glucosides from Alangium lamarckii as Possible Intermediates in the Non-enzymatic Formation of Alangimarine from Alangiside

  摘要：

  From the fruits of Alangium lamarckii, two new glucosides (3) and (4), which possessed unusual structures different from any known tetrahydro-isoquinoline-monoterpene glucosides, have been isolated. Their structures were determined on the basis of spectroscopic and chemical methods. These same glucosides were also obtained by storage of alangiside (2) in MeOH for a prolonged period and glucoside (4) was further converted to alangimarine (1), a benzopyridoquinolizine alkaloid from this plant, by the usual treatment for isolation of alkaloids, suggesting the possibility of non-enzymatic formation of alangimarine (1) from alangiside (2) via the isolated glucosides (3) and (4).

  DOI：

  10.3987/com-97-8069

文献信息

• Tetrahydroisoquinoline-monoterpene glucosides from Alangium lamarckii and Cephaelis ipecacuanha
  作者：Atsuko Itoh、Takao Tanahashi、Naotaka Nagakura、Hidekazu Nayeshiro

  DOI：10.1016/s0031-9422(00)97080-8

  日期：1994.5

  Abstract From the dried fruits of Alangium lamarckii, a novel tetrahydroisoquinoline-monoterpene glucoside, 3-O-demethyl-2-O-methylalangiside, was isolated along with alangiside. Re-examination of the constituents of the roots of Cephaelis ipecacuanha led to the isolation and identification of this same compound, as well as alangiside and that of another new glucoside, 7-O-methylipecoside. The structures

  摘要 从海棠果干果中分离得到一种新型四氢异喹啉-单萜葡萄糖苷3-O-demethyl-2-O-methylalangiside。对 Cephaelis ipecacuanha 根成分的重新检查导致分离和鉴定了相同的化合物，以及阿兰糖苷和另一种新的葡萄糖苷 7-O-甲基岩脂苷。这两种新糖苷的结构是通过光谱和化学方法确定的。