有机介质中脂肪酶催化N-丙基曲克芦丁酰胺类似物的合成研究有机化学.pdfVIP

DOI: 10.6023/cjoc201307022 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 有机介质中脂肪酶催化N-丙基曲克芦丁酰胺类似物的合成研究 * 王宏雁 杨亮茹 肖咏梅 毛 璞 朱晓亮 袁金伟 屈凌波 (河南工业大学化学化工学院 郑州 450001) 摘要 在非水介质中, 脂肪酶选择性催化曲克芦乙烯酯与脂肪胺进行酰胺化反应, 合成系列 N-丙基曲克芦丁酰胺类似 物. 考察了酶源、酶量、反应介质、溶剂含水量、反应时间等因素对曲克芦丁乙烯酯的酰胺化区域选择性的影响. 结 果表明: 反应温度 50 ℃, 以吡啶为溶剂、且其含水量小于 1%时, lipase LS-10 催化活性最高; 当酶用量20 mg/mL, 反 应时间 21 h 后, 反应基本达到平衡. 关键词 酰胺化; 曲克芦丁; 酶促合成; 脂肪胺; 区域选择性 Synthesis of Novel Fatty Amide Analogues of Troxerutin Catalyzed by Lipase in Organic Medium Wang, Hongyan Yang, Liangru Xiao, Yongmei* Mao, Pu Zhu, Xiaoliang Yuan, Jinwei Qu, Lingbo (College of Chemistry Chemical engineering, Henan University of Technology, Zhengzhou 450001) Abstract In nonaqueous medium, a series of troxerutin amidation analogues were synthesized by the reaction of vi- nyl-troxerutin esters with fatty amines. The influence parameters including enzyme source, the amount of the enzyme, reactive medium, water content of solvents and reaction time were investigated. The results showed that the amidation occurred re- gioselectively at vinyl-ester bond. Using pyridine as solvent (water content ＜1%), the amidation reaction catalyzed by lipase LS-10 (20 mg/mL) reached plateau after 21 h at 50 ℃. Keywords amidation; troxerutin; enzymatic synthesis; fatty amine; regioselectivity 黄酮类化合物作为多酚基化合物, 具有抗氧化、抗 酯基衍生物显示了良好的控制血糖的作用. Biasu