有机化学 ›› 2014, Vol. 34 ›› Issue (2): 355-361.DOI: 10.6023/cjoc201307022 上一篇    下一篇

研究论文

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   

  1. 河南工业大学化学化工学院 郑州 450001
  • 收稿日期:2013-07-15 修回日期:2013-09-25 发布日期:2013-10-25
  • 通讯作者: 肖咏梅 E-mail:henangongda@yahoo.com
  • 基金资助:

    国家自然科学基金(No.21172055)资助项目.

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   

  1. College of Chemistry & Chemical engineering, Henan University of Technology, Zhengzhou 450001
  • Received:2013-07-15 Revised:2013-09-25 Published:2013-10-25
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172055).

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

In nonaqueous medium, a series of troxerutin amidation analogues were synthesized by the reaction of vinyl-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 regioselectively 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 ℃.

Key words: amidation, troxerutin, enzymatic synthesis, fatty amine, regioselectivity