ilicic aldehyde | 72715-06-1

• 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: ilicic aldehyde
• 英文别名: 2-[(2R,4aR,8R,8aR)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enal
• CAS: 72715-06-1
• 化学式: C₁₅H₂₄O₂
• 分子量: 236.354
• InChiKey: FHPXJWFFZWENFZ-KBUPBQIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ilicic aldehyde 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以93%的产率得到costal
  参考文献：
  名称：

  Gastric cytoprotective activity of ilicic aldehyde: Structure–activity relationships

  摘要：

  A series of sesquiterpene compounds possessing both eudesmane and eremophilane skeletons were tested as gastric cyto-protective agents on male Wistar rats. The presence of an alpha,beta-unsaturated aldehyde on the C-7 side chain together with a hydroxyl group at C-4 is the requirement for the observed antiulcerogenic activity. In an attempt to establish new molecular structural requirements for this gastric cytoprotective activity, a structure-activity study was performed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.053
• 作为产物：
  描述：

  冬青醇 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 生成 ilicic aldehyde
  参考文献：
  名称：

  Sesquiterpenoids and flavonoids from Flourensia oolepis

  摘要：

  DOI：

  10.1016/0031-9422(79)80148-x

文献信息

• Tessaric acid derivatives induce G2/M cell cycle arrest in human solid tumor cell lines
  作者：Leticia G. León、Osvaldo J. Donadel、Carlos E. Tonn、José M. Padrón

  DOI：10.1016/j.bmc.2009.07.053

  日期：2009.9.1

  A series of analogs were synthesized in a straightforward manner from naturally available sesquiterpenes ilicic acid and tessaric acid. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780, HBL-100, HeLa, SW1573, T-47D and WiDr. The most potent analog induced considerably growth inhibition in the range 1.9-4.5 mu M. Cell cycle studies for tessaric acid derivatives indicated a prominent arrest of the cell cycle at the G(2)/M phase. Damage to the cells was permanent as determine by the so called 24+24 drug schedule. (C) 2009 Elsevier Ltd. All rights reserved.