脂溶性迷迭香酸十二酯的合成、纯化及结构表征

Synthesis,purification and structure characterization of Rosemary acid lauryl alcohol ester

迷迭香酸(RosA)是一种具有多种生物活性的酚酸类化合物,但其溶解性局限于水等极性溶剂,在油脂类物质中几乎不溶。以对甲苯磺酸作为催化剂,1,4-二氧六环作为溶剂,采用4分子筛作为吸水剂,化学合成了具有脂溶性的迷迭香酸衍生物——迷迭香酸十二醇酯。利用迷迭香酸十二醇酯在石油醚中结晶析出,而底物十二醇溶于石油醚的特性,建立了简单易行的分离纯化方法。通过对迷迭香酸和分离纯化物各官能团红外图谱的解析及得到的分子结构信息进行对比分析,可确定分离物为迷迭香酸十二酯,经高效液相色谱检测纯度可达96.7%以上。迷迭香酸衍生物十二醇酯改善了迷迭香酸溶解性局限于水等极性溶剂的应用缺陷,扩大了其在油脂类介质中的应用范围。

Rosmarinic acid is a phenolic acid which has physiological activities and can only dissolved in polar solvent.Rosemary acid lauryl alcohol ester can dissolved in ester and was synthetized by using 4-toluene sulfonic acid as catalyst,1,4-dioxane as reaction medium,and 4 molecular sieve as water absorbent.The purification method was based on that rosemary acid lauryl alcohol ester can crystallize in petroleum ether instead of lauryl alcohol.The comparison of IR spectra analysis of rosemary acid lauryl alcohol ester and rosmarinic acid verified the structure of rosemary acid lauryl alcohol ester.The purity was 96.7% and was tested by HPLC（High Performance Liquid Chromatography）.Derivative of rosmarinic acid improved its dissolution in nonpolar solvent and expand its application.