(2R,4'R)-plantagoguanidinic acid | 1174143-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2R,4'R)-plantagoguanidinic acid
• 英文别名: plantagoguanidinic acid；(2R)-2-[(4R)-2-amino-4,5-dihydro-1H-imidazol-4-yl]-6-methylhept-5-enoic acid
• CAS: 1174143-94-2
• 化学式: C₁₁H₁₉N₃O₂
• 分子量: 225.291
• InChiKey: WVCALCYXKSQZFA-BDAKNGLRSA-N

物化性质

• 沸点：
  411.1±37.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,4'R)-plantagoguanidinic acid 、 甲基2-(苯基氨基)乙酸酯 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以8 mg的产率得到
  参考文献：
  名称：

  Ecliptamines A–D, four new guanidine alkaloids from Eclipta prostrata L.

  摘要：

  Four structurally unique guanidine alkaloids ecliptamines A-D (1-4) and one known analog (5) were isolated from the aerial parts of Eclipta prostrata (Asteraceae). Their structures were elucidated on the basis of spectroscopic analyses and chemical methods. The inhibitory activities of 1, 2 and 5 were assayed with respect to cyclooxygenase-1 (COX-1) and -2 (COX-2). Compound 5 showed moderate inhibitory activities against COX-1 and -2 with IC50 values of 3.0 x 10(-3) M and 8.3 x 10(-4) M, respectively, whereas aspirin as a positive control displayed the IC50 values of 4.2 x 10(-4) M (against COX-1) and 7.1 x 10(-4) M (against COX-2). (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2015.01.001

文献信息

• Guanidine Alkaloids from <i>Plumbago zeylanica</i>
  作者：Hai-Jian Cong、Shu-Wei Zhang、Yu Shen、Yong Zheng、Yu-Jie Huang、Wen-Qiong Wang、Ying Leng、Li-Jiang Xuan

  DOI：10.1021/np400235s

  日期：2013.7.26

  Eleven new guanidine alkaloids, plumbagines A G (2-8) and plumbagosides A-D (9-12), as well as two known analogues (1, 13), were isolated from the aerial parts of Plumbago zeylanica. Their structures were elucidated by spectroscopic analyses including 1D and 2D NMR, MS, IR, and CD methods. The absolute configuration of 1 was determined by single-crystal X-ray diffraction of its derivative (1a).