curculactone B

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: curculactone B
• 英文别名: (4S,5S)-4-(3-hydroxy-5-methoxyphenyl)-5-methyloxolan-2-one
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: WOPKZRHXULYHMT-WRWORJQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  姜黄素 以 甲醇 为溶剂， 生成 threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol 、 erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol 、 curculactone B 、 curculactone A 、 香草酸 、 香草醛
  参考文献：
  名称：

  Enhancement of pancreatic lipase inhibitory activity of curcumin by radiolytic transformation

  摘要：

  The naturally occurring yellow dietary diarylheptanoid curcumin (1) was converted by gamma-ray to two new gamma-lactones, curculactones A (2) and B (3), as well as four known transformates, erythro-1-(3-methoxy-4-hydroxy- phenyl)-propan-1,2-diol (4), threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (5), vanillic acid (6), and vanillin (7). The structures of the two new gamma-lactone derivatives were elucidated on the basis of spectroscopic methods. The steroisomeric phenylpropanoids 4 and 5 exhibited significantly enhanced inhibitory activity against pancreatic lipase when compared to parent curcumin. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.122

文献信息

• Enhancement of pancreatic lipase inhibitory activity of curcumin by radiolytic transformation
  作者：Tae Hoon Kim、Jae Kyung Kim、Hideyuki Ito、Cheorun Jo

  DOI：10.1016/j.bmcl.2010.12.122

  日期：2011.3

  The naturally occurring yellow dietary diarylheptanoid curcumin (1) was converted by gamma-ray to two new gamma-lactones, curculactones A (2) and B (3), as well as four known transformates, erythro-1-(3-methoxy-4-hydroxy- phenyl)-propan-1,2-diol (4), threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (5), vanillic acid (6), and vanillin (7). The structures of the two new gamma-lactone derivatives were elucidated on the basis of spectroscopic methods. The steroisomeric phenylpropanoids 4 and 5 exhibited significantly enhanced inhibitory activity against pancreatic lipase when compared to parent curcumin. (C) 2010 Elsevier Ltd. All rights reserved.