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1634.01 cm^(-1)处有吸收峰,此为羰基的特征吸收峰,而DMYL在1743.89 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36μL/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。
A two-step approach was employed to synthesize a liposoluble antioxidant dihydromyricetin linoleic 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 chloride;Next,using ethyl acetate as the reaction system,DMY was esterified with linolenic chloride to produce 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 1634.01 cm^(-1),which is the characteristic absorption peak of carbonyl groups,whereas DMYL had an absorption peak at 1743.89 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 40μL/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 36μL/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.
作者
杨宏黎
史永洁
沈成亮
吴隆坤
杨晓菲
汪德雄
肇立春
YANG Hongli;SHI Yongjie;SHEN Chengliang;WU Longkun;YANG Xiaofei;WANG Dexiong;ZHAO Lichun(College of Grain Science and Technology,Shenyang Normal Unversity,Shenyang 110034,China;Sheyang Key Laboratory of Grain and Oil Deep Processing,Shenyang 110034,China)
出处
《河南工业大学学报（自然科学版）》
CAS
北大核心
2024年第1期17-23,99,共8页
Journal of Henan University of Technology：Natural Science Edition
基金
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,X202310166250)。
关键词
二氢杨梅素
亚油酸
二氢杨梅素亚油酸酯
脂溶性
dihydromyricetin(DMY)
linoleic acid
dihydromyricetin linoleic acid eater(DMYL)
lipid solubility
