2-(2,2-dimethyl-3-oxo-3-(2-tetradecanamidoethylamino)propanamido)acetic acid | 1335231-49-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 2-(2,2-dimethyl-3-oxo-3-(2-tetradecanamidoethylamino)propanamido)acetic acid
• 英文别名: 2-[[2,2-Dimethyl-3-oxo-3-[2-(tetradecanoylamino)ethylamino]propanoyl]amino]acetic acid
• CAS: 1335231-49-6
• 化学式: C₂₃H₄₃N₃O₅
• 分子量: 441.612
• InChiKey: WMCZZAZFGOFQOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙二酸环(亚)异丙酯 、 2-(2,2-dimethyl-3-oxo-3-(2-tetradecanamidoethylamino)propanamido)acetic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 12.5h， 以45%的产率得到N-(2-(3-(2,4-dioxopyrrolidin-1-yl)-2,2-dimethyl-3-oxopropanamido)ethyl)tetradecanamide
  参考文献：
  名称：

  Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro

  摘要：

  Isomalyngamide A (1) and A-1 (2) were isolated from the Taiwanese Lyngbya majuscule and the latter structure was elucidated by a combination of NMR spectroscopic analysis and HRESIMS measurement. We report the isolation of isomalyngamide A (1), discovery of isomalyngamide A-1 (2) and their synthetic analogs (3-9), which are further demonstrated to have therapeutic potential against tumor cell migration at the level of nanomolar to micromolar ranges, perhaps, by inactivating the expression of p-FAK, FAK, p-Akt and Akt through beta 1 integrin-mediated antimetastatic pathway. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.049
• 作为产物：
  描述：

  2,2,5,5-tetramethyl-[1,3]dioxane-4,6-dione 在 水 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-(2,2-dimethyl-3-oxo-3-(2-tetradecanamidoethylamino)propanamido)acetic acid
  参考文献：
  名称：

  Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro

  摘要：

  Isomalyngamide A (1) and A-1 (2) were isolated from the Taiwanese Lyngbya majuscule and the latter structure was elucidated by a combination of NMR spectroscopic analysis and HRESIMS measurement. We report the isolation of isomalyngamide A (1), discovery of isomalyngamide A-1 (2) and their synthetic analogs (3-9), which are further demonstrated to have therapeutic potential against tumor cell migration at the level of nanomolar to micromolar ranges, perhaps, by inactivating the expression of p-FAK, FAK, p-Akt and Akt through beta 1 integrin-mediated antimetastatic pathway. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.049