二氢杨梅素亚油酸酯制备工艺研究
Study on the synthesis of dihydromyricetin linoleic acid ester
杨宏黎 1史永洁 2沈成亮 2吴隆坤 2杨晓菲 2汪德雄 2肇立春2
作者信息
- 1. 沈阳师范大学粮食学院,辽宁沈阳 110034;沈阳市粮油深加工重点实验室,辽宁沈阳 110034
- 2. 沈阳师范大学粮食学院,辽宁沈阳 110034
- 折叠
摘要
为改善二氢杨梅素(DMY)的脂溶性,提高其生物利用度,采用两步法制备脂溶性抗氧化剂二氢杨梅素亚油酸酯(DMYL):首先,以亚油酸与三氯化磷为反应底物制备亚麻酰氯;然后,在乙酸乙酯中以DMY与亚麻酰氯为底物,进行酯化反应制备不同酯化度的DMYL.利用乙醇和石油醚纯化合成产物后对其进行红外扫描,结果显示:DMY在1 634.01 cm-1处有吸收峰,此为羰基的特征吸收峰,而DMYL在1 743.89 cm-1处有吸收峰,此为酮基伸缩振动吸收峰,说明DMYL中的酯键已形成.在单因素试验基础上,采用响应面法研究底物质量比、催化剂磷酸的添加量、反应温度对酯化度的影响,建立了多元回归模型方程,并得到优化的工艺条件:底物质量比1∶3.2,磷酸添加量36 μL/g,反应温度44℃,在此条件下DMYL酯化度可达(3.01±0.02)％.本研究可为二氢杨梅素的开发利用和相关基础研究提供了理论依据.
Abstract
A two-step approach was employed to synthesize a liposoluble antioxidant dihydromyricetin lino-leic acid ester(DMYL)that can improve the lipid solubility and bioavailability of dihydromyricetin(DMY).To begin,linoleic acid was reacted with phosphorus trichloride to produce linolenic acid chlo-ride;Next,using ethyl acetate as the reaction system,DMY was esterified with linolenic chloride to pro-duce DMYL with different degrees of esterification(DS).After being purified with ethanol and petroleum ether,the synthesized product(DMYL)was scanned infrared.The results revealed that DMY had an absorption peak at 1 634.01 cm-1,which is the characteristic absorption peak of carbonyl groups,whereas DMYL had an absorption peak at 1 743.89 cm-1,which is the characteristic absorption peak of ketone.The data indicated that ester linkages had formed in DMYL.In the single factor experiments,the effects of sub-strate mass ratio,amount of catalyst phosphoric acid added,reaction temperature and reaction time on the esterification degree were studied.The best substrate mass ratio determined by single component experi-ments was 1∶3.The ideal addition amount of phosphoric acid was 40 μL/g.The optimal reaction tempera-ture was 45 ℃.The optimal reaction time was 8 hours.On the basis of single factor experiments,response surface methodology was utilized to investigate the effects of substrate mass ratio,amount of catalyst phos-phoric acid supplied,and reaction temperature on the DS.A multiple regression model equation was estab-lished,and optimized process conditions were obtained.The results showed that the substrate mass ratio(m/m)was 1∶3.2,and the amount of phosphoric acid added was 36 μL/g.The reaction temperature was 44 ℃,and under these conditions,the degree of esterification of DMYL could reach 3.01％±0.02％.In summary,the model can predict the preparation process of dihydromyricetin linoleic acid ester well,and provide theoretical basis for the full development and utilization of dihydromyricetin.
关键词
二氢杨梅素/亚油酸/二氢杨梅素亚油酸酯/脂溶性Key words
dihydromyricetin(DMY)/linoleic acid/dihydromyricetin linoleic acid eater(DMYL)/lipid solubility引用本文复制引用
基金项目
辽宁省应用基础研究项目(2022JH2/101300180)
沈阳市粮油深加工重点实验室课题基金资助(2023007)
沈阳师范大学校级大学生创新创业训练计划资助项目(X202210166014)
沈阳师范大学校级大学生创新创业训练计划资助项目(X202310166250)
出版年
2024
NETL
NSTL
万方数据