(S)-elaidoyl N-(α-methylbenzyl)amide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-elaidoyl N-(α-methylbenzyl)amide
• 英文别名: (E)-N-[(1S)-1-phenylethyl]octadec-9-enamide
• 化学式: C₂₆H₄₃NO
• 分子量: 385.634
• InChiKey: FJLUUWDWYAESOS-LTDXDOBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  反油酸 、 (S)-(-)- α-甲基苄胺 在 4-二甲氨基吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以69%的产率得到(S)-elaidoyl N-(α-methylbenzyl)amide
  参考文献：
  名称：

  Antiproliferative activity of synthetic fatty acid amides from renewable resources

  摘要：

  In the work, the in vitro antiproliferative activity of a series of synthetic fatty acid amides were investigated in seven cancer cell lines. The study revealed that most of the compounds showed antiproliferative activity against tested tumor cell lines, mainly on human glioma cells (U251) and human ovarian cancer cells with a multiple drug-resistant phenotype (NCI-ADR/RES). In addition, the fatty methyl benzylamide derived from ricinoleic acid (with the fatty acid obtained from castor oil, a renewable resource) showed a high selectivity with potent growth inhibition and cell death for the glioma cell line-the most aggressive CNS cancer. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.11.019

文献信息

• Antiproliferative activity of synthetic fatty acid amides from renewable resources
  作者：Daiane S. dos Santos、Luciana A. Piovesan、Caroline R. Montes D’Oca、Carolina R. Lopes Hack、Tamara G.M. Treptow、Marieli O. Rodrigues、Débora B. Vendramini-Costa、Ana Lucia T.G. Ruiz、João Ernesto de Carvalho、Marcelo G. Montes D’Oca

  DOI：10.1016/j.bmc.2014.11.019

  日期：2015.1

  In the work, the in vitro antiproliferative activity of a series of synthetic fatty acid amides were investigated in seven cancer cell lines. The study revealed that most of the compounds showed antiproliferative activity against tested tumor cell lines, mainly on human glioma cells (U251) and human ovarian cancer cells with a multiple drug-resistant phenotype (NCI-ADR/RES). In addition, the fatty methyl benzylamide derived from ricinoleic acid (with the fatty acid obtained from castor oil, a renewable resource) showed a high selectivity with potent growth inhibition and cell death for the glioma cell line-the most aggressive CNS cancer. (C) 2014 Elsevier Ltd. All rights reserved.