榴花碱 | 76-98-2

• 物质功能分类: 天然产物 - 生物碱
• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 依波格型生物碱
• 中文名称: 榴花碱
• 英文名称: conopharyngine
• 英文别名: methyl (1S,15R,17S,18S)-17-ethyl-6,7-dimethoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
• CAS: 76-98-2
• 化学式: C₂₃H₃₀N₂O₄
• 分子量: 398.502
• InChiKey: DUFLXLVGASPEMV-KDWZXYONSA-N

物化性质

• 熔点：
  141-143 °C
• 沸点：
  536.8±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  榴花碱 在 乙醇 、 一水合肼 作用下， 生成 ibogaline
  参考文献：
  名称：

  从生物碱Conopharyngia durissima麻黄Isovoacangin，Conopharyngin，Conodurin和Conoduramin

  摘要：

  从杜氏梭菌STAPF中分离出一种已知的和四种新的生物碱。异黄嘌呤（VII）（首先从Stemmadenia分离），咽甲（VIII）以及可能的生物碱E是在根和茎皮中发现的单体异喹核苷碱基；然而，conodurine和conoduramine是二聚体，仅存在于根中。描述了一种温和且简单的方法，用于将voacangine类型的酯碱基进行羰基甲氧基化为ibogaine类型的物质。

  DOI：

  10.1002/hlca.19590420519

文献信息

• Terpenoid indole alkaloid biotransformation capacity of suspension cultures of Tabernaemontana divaricata
  作者：Denise Dagnino、Jan Schripsema、Robert Verpoorte

  DOI：10.1016/s0031-9422(00)90584-3

  日期：1994.2

  Two cell lines of Tabernaemontana divaricata derived from the same suspension culture were compared with respect to their biotransformation capacity. One is a high indole alkaloid-producing culture which accumulated mainly O-acetylvallesamine. The other cell line biosynthesizes terpehoid indole alkaloids in much lower amounts. Both cell lines were cultured in medium containing either conopharyngine, coronaridine, vobasine or tabersonine. Chemical breakdown was followed in fresh and used culture medium in the absence of cell culture. All the alkaloids investigated underwent chemical transformation. Most of the biotransformation products accumulated by the cultures have been reported to occur in intact plants. Since all the alkaloids added were transformed in the same way by both cultures, the two cell lines seem to have the same biotransformation potential.