tetradecenylsuccinic anhydride | 76386-10-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetradecenylsuccinic anhydride
• 英文别名: tetradec-1-en-1-ylsuccinic anhydride；n-Tetradecenyl Succinic Anhydride；3-tetradec-1-enyloxolane-2,5-dione
• CAS: 76386-10-2
• 化学式: C₁₈H₃₀O₃
• 分子量: 294.434
• InChiKey: URVNZJUYUMEJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  tetradecenylsuccinic anhydride 、 十六胺 在 吡啶 作用下， 反应 3.0h， 以96%的产率得到
  参考文献：
  名称：

  Anionic lipids and lipid nano-structures and methods of producing and using same

  摘要：

  阴离子非磷脂类物质以及由此形成的脂质纳米结构在此披露。还披露了生产和使用这些物质的方法。

  公开号：

  US09173839B2

文献信息

• Substituted succinate esters and low-calorie oils containing them
  申请人：Recot, Inc.

  公开号：US05176933A1

  公开（公告）日：1993-01-05

  Fatty alcohol succinic acid esters of the formula: RCH.dbd.CH--CH.sub.2 --CH(COOR')CH.sub.2 (COOR") wherein R is a linear alkyl group of from 5 to 15 carbon atoms, R' and R" can be the same or different and are linear saturated, monounsaturated or diunsaturated alkyl groups of from 12 to 20 carbon atoms. These fatty alcohol esters can be prepared by reacting succinic anhydrides with long chain fatty alcohols, and have a low calorie value. The compounds are suitable for use in cooking oil compositions for the commercial production of reduced-calorie fried snack foods.

  化学式为：RCH.dbd.CH--CH.sub.2 --CH(COOR')CH.sub.2 (COOR")的脂肪醇琥珀酸酯，其中R为含有5至15个碳原子的直链烷基，R'和R"可以相同或不同，是含有12至20个碳原子的直链饱和、单不饱和或双不饱和烷基。这些脂肪醇酯可以通过将琥珀酸酐与长链脂肪醇反应制备而成，并具有低热量价值。这些化合物适用于用于商业生产低热量油炸小吃食品的烹饪油组合物中。
• ANTIPROLIFERATIVE COMPOSITIONS COMPRISING CURCUMIN ANALOGS AND METHODS OF PRODUCING AND USING SAME
  申请人：Awasthi Vibhudutta

  公开号：US20120288555A1

  公开（公告）日：2012-11-15

  Antiproliferative compositions that include CLEFMA, as well as liposomal compositions containing said antiproliferative compositions, are disclosed. Also disclosed are methods of making and using the antiproliferative compositions and liposomal compositions.

  本文披露了包含CLEFMA的抗增殖组合物，以及含有该抗增殖组合物的脂质体组合物。还披露了制备和使用抗增殖组合物和脂质体组合物的方法。
• Antiproliferative compositions comprising curcumin analogs and methods of producing and using same
  申请人：Awasthi Vibhudutta

  公开号：US09359196B2

  公开（公告）日：2016-06-07

  Antiproliferative compositions that include CLEFMA, as well as liposomal compositions containing said antiproliferative compositions, are disclosed. Also disclosed are methods of making and using the antiproliferative compositions and liposomal compositions.

  本发明揭示了包括CLEFMA的抗增殖组合物，以及含有所述抗增殖组合物的脂质体组合物。还揭示了制备和使用抗增殖组合物和脂质体组合物的方法。
• CLEFMA—An anti-proliferative curcuminoid from structure–activity relationship studies on 3,5-bis(benzylidene)-4-piperidones
  作者：Pallavi Lagisetty、Prachi Vilekar、Kaustuv Sahoo、Shrikant Anant、Vibhudutta Awasthi

  DOI：10.1016/j.bmc.2010.06.055

  日期：2010.8

  3,5-Bis(benzylidene)-4-piperidones are being advanced as synthetic analogs of curcumin for anti-cancer and anti-inflammatory properties. We performed structure-activity relationship studies, by testing several synthesized 3,5-bis(benzylidene)-4-piperidones for anti-proliferative activity in lung adenocarcinoma H441 cells. Compared to the lead compound 1, or 3,5-bis(2-fluorobenzylidene)-4-piperidone, five compounds were found to be more potent (IC50 <30 mu M), and 16 compounds possessed reduced cell-killing efficacy (IC50 >50 mu M). Based on the observations, we synthesized 4-[3,5-bis(2-chlorobenzyl-idene-4-oxo-piperidine-1-yl)-4-oxo-2-butenoic acid] (29 or CLEFMA) as a novel analog of 1. CLEFMA was evaluated for anti-proliferative activity in H441 cells, and was found to be several folds more potent than compound 1. We did not find apoptotic cell population in flow cytometry, and the absence of apoptosis was confirmed by the lack of caspase cleavage. The electron microscopy of H441cells indicated that CLEFMA and compound 1 induce autophagic cell death that was inhibited by specific autophagy inhibitor 3-methyladenine. The results suggest that the potent and novel curcuminoid, CLEFMA, offers an alternative mode of cell death in apoptosis-resistant cancers. (C) 2010 Elsevier Ltd. All rights reserved.