drahebephins A | 1399049-41-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: drahebephins A
• 英文别名: 5-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]pyrrolidin-2-one；5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]pyrrolidin-2-one
• CAS: 1399049-41-2
• 化学式: C₁₉H₁₅NO₇
• 分子量: 369.331
• InChiKey: KVJIPWCWUFSXCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  136
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  drahebephins A 在 Chiralpak AS-H 作用下， 生成 drahebephin A 、 (5R)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]pyrrolidin-2-one
  参考文献：
  名称：

  Phenolic alkaloids from the aerial parts of Dracocephalum heterophyllum

  摘要：

  Chemical examination of aerial parts of Dracocephalum heterophyllum resulted in isolation of phenolic alkaloids, including two flavonoidal alkaloids, drahebephins A and B, one imidazole alkaloid with a phenolic substituent, drahebenine, together with 15 other known compounds. Their structures were established by extensive spectroscopic data analyses. Due to the stereogenic center in the pyrrolidin-2-one ring, the flavonoidal alkaloids are chiral, although they were isolated as racemates. The enantiomers were separated by HPLC using a chiral phase and stereochemically characterized by circular dichroism (CD) spectroscopy. The structure of compound drahebenine was established by X-ray crystallography. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2012.06.021

文献信息

• Phenolic alkaloids from the aerial parts of Dracocephalum heterophyllum
  作者：Limei Wang、Shuqi Wang、Shuang Yang、Xiaojiang Guo、Hongxiang Lou、Dongmei Ren

  DOI：10.1016/j.phytochem.2012.06.021

  日期：2012.10

  Chemical examination of aerial parts of Dracocephalum heterophyllum resulted in isolation of phenolic alkaloids, including two flavonoidal alkaloids, drahebephins A and B, one imidazole alkaloid with a phenolic substituent, drahebenine, together with 15 other known compounds. Their structures were established by extensive spectroscopic data analyses. Due to the stereogenic center in the pyrrolidin-2-one ring, the flavonoidal alkaloids are chiral, although they were isolated as racemates. The enantiomers were separated by HPLC using a chiral phase and stereochemically characterized by circular dichroism (CD) spectroscopy. The structure of compound drahebenine was established by X-ray crystallography. (C) 2012 Elsevier Ltd. All rights reserved.