3N-formyl huperzine A | 1239592-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3N-formyl huperzine A
• 英文别名: 13N-formyl-huperzine A；N-[(1R,9R,13E)-13-ethylidene-11-methyl-5-oxo-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-1-yl]formamide
• CAS: 1239592-14-3
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: YGFSYZKJAISXMW-FWYOERDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  石杉碱甲 在 Streptomyces griseus CACC 200300 作用下， 反应 168.0h， 以60%的产率得到16-hydroxyhuperzine A
  参考文献：
  名称：

  Microbial transformation of (−)-Huperzine A

  摘要：

  Five products were yielded from the transformation of (-)-Huperzine A (1) by Streptomyces griseus CACC 200300. Their structures were determined as 16-hydroxyl huperzine A (2), 14 alpha-hydroxyl huperzine A (3), huperzine A 8 alpha,15 alpha-epoxide (4), 13N-formyl huperzine A (5). and 13N-acetyl huperzine A (6) on the basis of their chemical and physical data. It is the first report on the microbial transformation of (-)-Huperzine A and would facilitate further structural modification by chemo-enzymatic method. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.073

文献信息

• Microbial transformation of (−)-Huperzine A
  作者：Xinyuan Zhang、Jian-hua Zou、Jungui Dai

  DOI：10.1016/j.tetlet.2010.05.073

  日期：2010.7

  Five products were yielded from the transformation of (-)-Huperzine A (1) by Streptomyces griseus CACC 200300. Their structures were determined as 16-hydroxyl huperzine A (2), 14 alpha-hydroxyl huperzine A (3), huperzine A 8 alpha,15 alpha-epoxide (4), 13N-formyl huperzine A (5). and 13N-acetyl huperzine A (6) on the basis of their chemical and physical data. It is the first report on the microbial transformation of (-)-Huperzine A and would facilitate further structural modification by chemo-enzymatic method. (C) 2010 Elsevier Ltd. All rights reserved.