School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China; Beijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Technology and Business University (BTBU), China.
School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China.
Food Chem. 2018 Oct 15;263:1-7. doi: 10.1016/j.foodchem.2018.04.107. Epub 2018 Apr 25.
Phytosterols are effective in reducing plasma cholesterol. However, phytosterols in a free form have some disadvantages because they have a high melting point and a poor oil solubility, thereby limiting their practical application in foods. The present study was to establish a green and highly efficient method to synthesize phytosterol linolenate for the first time by employing Bronsted acidic ionic liquid (IL) as a catalyst in order to improve its oil solubility. The product was separated, analyzed and subsequently characterized using thin layer chromatography, fourier transform infrared spectroscopy and mass spectroscopy. The conversion of phytosterols could reach above 96% in a very short time (30 min) under the following optimum conditions: 3% 1-butylsulfonate-3-methylimidazolium trifluoromethanesulfonate ([BSOHMim]OTf) as a catalyst, 110 °C and 1:1.75 M ratio of phytosterols to ethyl linolenate. The present method demonstrated that [BSOHMim]OTf would be a potential catalyst for phytosterol ester synthesis. Most importantly was that the oil solubility of phytosterol linolenate was much greater than its corresponding free phytosterols.
植物甾醇可有效降低血浆胆固醇。然而，游离形式的植物甾醇存在一些缺点，因为它们的熔点高，油溶性差，从而限制了其在食品中的实际应用。本研究首次建立了一种绿色高效的方法，通过使用布朗斯特酸性离子液体（IL）作为催化剂来合成植物甾醇亚油酸酯，以提高其油溶性。采用薄层层析、傅里叶变换红外光谱和质谱对产物进行分离、分析和表征。在以下最佳条件下，植物甾醇在很短的时间（30 分钟）内的转化率可达到 96%以上：以 3% 1-丁基磺酸-3-甲基咪唑𬭩三氟甲磺酸盐([BSOHMim]OTf)作为催化剂，110℃，植物甾醇与亚油酸乙酯的摩尔比为 1:1.75。该方法表明[BSOHMim]OTf 可能是植物甾醇酯合成的潜在催化剂。最重要的是，植物甾醇亚油酸酯的油溶性远大于其相应的游离植物甾醇。
