(18S)-18-hydroxyeburnamonine

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - Eburnan型生物碱
• 英文名称: (18S)-18-hydroxyeburnamonine
• 英文别名: (13S,15S,19S)-15-ethyl-13-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one
• 化学式: C₁₉H₂₂N₂O₂
• 分子量: 310.396
• InChiKey: LSMMXABXHZACFO-RQUSPXKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  长春布宁 以 乙醇 为溶剂， 反应 72.0h， 以65 mg的产率得到(6R)-6-hydroxyeburnamonine
  参考文献：
  名称：

  Microbial Hydroxylation of (-)-Eburnamonine by Mucor circinelloides and Streptomyces violens.

  摘要：

  (6R)-6-hydroxy-, (6S)-6-hydroxy- and (18S)-18-hydroxyburnamonines were obtained by microbial conversion of (-)-eburnamonine using Mucor circinelloides and Streptomyces violens.通过分析质量、1H 和 13C-NMR 光谱确定了它们的结构。(-)-Eburnamonine和三种羟基化合物对小鼠氰化钾中毒具有脑保护作用。

  DOI：

  10.1248/cpb.41.611

文献信息

• Microbial Hydroxylation of (-)-Eburnamonine by Mucor circinelloides and Streptomyces violens.
  作者：Takashi ADACHI、Mika SAITO、Joji SASAKI、Yasuko KARASAWA、Hiroaki ARAKI、Kazunori HANADA、Sadafumi OMURA

  DOI：10.1248/cpb.41.611

  日期：——

  (6R)-6-Hydroxy-, (6S)-6-hydroxy- and (18S)-18-hydroxyeburnamonines were obtained by microbial conversion of (-)-eburnamonine using Mucor circinelloides and Streptomyces violens. Their structures were determined by analyses of the mass, 1H- and 13C-NMR spectra. (-)-Eburnamonine and the three hydroxylated compounds showed cerebral protecting effects against potassium cyanide intoxication in mice.

  (6R)-6-hydroxy-, (6S)-6-hydroxy- and (18S)-18-hydroxyburnamonines were obtained by microbial conversion of (-)-eburnamonine using Mucor circinelloides and Streptomyces violens.通过分析质量、1H 和 13C-NMR 光谱确定了它们的结构。(-)-Eburnamonine和三种羟基化合物对小鼠氰化钾中毒具有脑保护作用。