rabdokunmin C

• 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: rabdokunmin C
• 英文别名: (1R,2R,4S,5S,9R,10S,12S,13R,16R)-2,12,16-trihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• 化学式: C₂₀H₃₀O₅
• 分子量: 350.455
• InChiKey: LHIPFIWSRZRQBF-CQUQCLBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  rabdokunmin C 在 吡啶 、 盐酸 、 水 、 对甲苯磺酸 作用下， 反应 33.0h， 生成 12O-acetylrabdokunmin C
  参考文献：
  名称：

  Synthesis of rabdokunmin C analogues and their inhibitory effect on NF-κB activation

  摘要：

  A series of rabdokunmin C analogues were prepared and their inhibitory effect on NF-kappa B activation was assayed. One of them, 18-acetyl-12-deoxy-11,12-dehydrorabdokunmin C (16) was found to be a promising candidate for an anti-inflammatory agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.002

文献信息

• Diterpenoids from Rabdosia kunmingensis
  作者：Zhang Hongjie、Sun Handong

  DOI：10.1016/0031-9422(89)80357-7

  日期：1989.1

  Abstract The investigation of the dried leaves of Rabdosia kunmingensis afforded rabdoloxin B, 4- epi -isopimaric acid, callitrisic acid and five new ent -kaurene diterpenoids. The structures were elucidated by spectroscopic and chemical means.

  摘要 通过对昆明球藻干叶的研究，得到了拉多洛辛B、4-表-异海松酸、愈伤组织酸和5种新的ent-kaurene二萜类化合物。通过光谱和化学方法阐明了结构。
• Efficient transformation of 7,14-dihydroxy-ent-kaurenes to novel ent-abietanes having cis-fused α-methylene γ-lactones under Mitsunobu reaction conditions and their cytotoxicities
  作者：Yutaka Aoyagi、Kei Ozawa、Tatsuya Kobayashi、Tomoyo Hasuda、Ming-Yu Gui、Yong-Ri Jin、Xu-Wen Li、Haruhiko Fukaya、Reiko Yano、Yukio Hitotsuyanagi、Koichi Takeya

  DOI：10.1016/j.tet.2014.02.082

  日期：2014.5

  Transformation of plant-origin 7,14-dihydroxy-ent-kaurenes to ent-abietanes having a cis-fused alpha-methylene gamma-lactones was accomplished efficiently under the Mitsunobu reaction conditions. The yields of the desired products were apparently influenced by the steric hindrance at C-1. The cytotoxic activity on P388 murine leukemia cells of the ent-abietanes having cis-fused alpha-methylene gamma-lactones produced were assayed. (C) 2014 Elsevier Ltd. All rights reserved.
• HONGJIE, ZHANG;HANDONG, SUN, PHYTOCHEMISTRY, 28,(1989) N2, C. 3405-3409
  作者：HONGJIE, ZHANG、HANDONG, SUN

  DOI：——

  日期：——
• Synthesis of rabdokunmin C analogues and their inhibitory effect on NF-κB activation
  作者：Yutaka Aoyagi、Yoshiyuki Adachi、Kei Ozawa、Chihiro Yokomizo、Ming-Yu Gui、Yong-Ri Jin、Xu-Wen Li、Naohito Ohno、Koichi Takeya

  DOI：10.1016/j.bmc.2011.02.002

  日期：2011.4

  A series of rabdokunmin C analogues were prepared and their inhibitory effect on NF-kappa B activation was assayed. One of them, 18-acetyl-12-deoxy-11,12-dehydrorabdokunmin C (16) was found to be a promising candidate for an anti-inflammatory agent. (C) 2011 Elsevier Ltd. All rights reserved.