peracetyl-solasonine | 107850-28-2

• 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: peracetyl-solasonine
• 英文别名: (22R,25R)-28-acetyl-3β-(nona-O-acetyl-β-solatriosyloxy)-spirosol-5-ene；(22R,25R)-28-Acetyl-3β-(nona-O-acetyl-β-solatriosyloxy)-spirosol-5-en
• CAS: 107850-28-2；107912-96-9
• 化学式: C₆₅H₉₃NO₂₆
• 分子量: 1304.44
• InChiKey: NKABPPFKZMRODY-VLCDYYQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  92.0
• 可旋转键数：
  17.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  321.62
• 氢给体数：
  0.0
• 氢受体数：
  26.0

反应信息

• 作为产物：
  描述：

  乙酸酐 、 澳洲茄碱 在 吡啶 作用下， 以27.6 mg的产率得到peracetyl-solasonine
  参考文献：
  名称：

  Other chemical constituents isolated from Solanum crinitum Lam. (Solanaceae)

  摘要：

  The phytochemical investigation of Solanum crinitum Lam led to the isolation from the fruit trichomes of four flavonoids, tiliroside (1), astragalin (2), kaempferol (3), biochanin A-7-O-beta-D-apiofuranosyl-(1 -> 5)-beta-D-apiofuranosyl-(1 -> 6)-beta-D-glucopyranoside (7), along with 4-hydroxybenzoic acid (12), and four cinnamic acid derivatives, cis- and trans-coumaric acids (10 and 11) and cis- and trans- ethyl coumarate (8 and 9). Three tri-glycosyl-steroidal alkaloids, solamargine (13), 20-epi-solamargine (14) and solasonine (16) were isolated from the methanolic extract of the green fruits. The derivatives 3,5,7,4'-tretra-O-methyl-kaempferol (4), 3,7,4'-tri-O-methyl-kaempferol (5), 3,7,4'-tri-O-methyl-5-O-acetyl-kaempferol (6), the peracetyl-epi-solamargine (15) and peracetyl-solasonine (17) were prepared. The structures were established through the analysis of their spectral data. The complete H-1 and C-13 NMR data assignments of the new peracetyl derivatives of the alkaloids were made.

  DOI：

  10.1590/s0103-50532010001200007