nigranoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: nigranoic acid
• 英文别名: (6R)-6-[(1S,4R,5R,8S,9S,12S,13R)-13-(2-carboxyethyl)-4,8-dimethyl-12-prop-1-en-2-yl-5-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]-2-methylhept-2-enoic acid
• 化学式: C₃₀H₄₆O₄
• 分子量: 470.693
• InChiKey: NJFOSFIPGRXARF-QYLNPOJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  肉桂醇 、 nigranoic acid 、 N,N'-二环己基碳二亚胺 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以94%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of nigranoic acid esters as novel human neutrophil elastase inhibitors

  摘要：

  Human neutrophil elastase (HNE) has been implicated as a major contributor in the pathogenesis of diseases, such as lung disorders and other inflammatory diseases. A series of 12 new nigranoic acid esters were regioselectively synthesised in good yields and evaluated for HNE inhibitory activity. Nigranoic acid exhibited significant inhibitory activity against HNE with the IC50 value of 3.77M, and six esters displayed considerable inhibitory effects on HNE with IC50 values in the range of 2.61-8.95M. The nigranoic acid esters having phenyls substituted with bromine and trimethoxyls (3h and 3b) showed stronger inhibitory activity on HNE than nigranoic acid.

  DOI：

  10.1080/14786419.2014.996149

文献信息

• Synthesis and biological evaluation of nigranoic acid esters as novel human neutrophil elastase inhibitors
  作者：Guoli Huang、Li Feng、Bo Liu、Yi He、Yiming Li、Yegao Chen

  DOI：10.1080/14786419.2014.996149

  日期：2015.9.2

  Human neutrophil elastase (HNE) has been implicated as a major contributor in the pathogenesis of diseases, such as lung disorders and other inflammatory diseases. A series of 12 new nigranoic acid esters were regioselectively synthesised in good yields and evaluated for HNE inhibitory activity. Nigranoic acid exhibited significant inhibitory activity against HNE with the IC50 value of 3.77M, and six esters displayed considerable inhibitory effects on HNE with IC50 values in the range of 2.61-8.95M. The nigranoic acid esters having phenyls substituted with bromine and trimethoxyls (3h and 3b) showed stronger inhibitory activity on HNE than nigranoic acid.