根皮素蛋氨酸希夫碱的合成及其性质研究  

Synthesis and Property Study of Phloretin Methionine Schiff-base

作　　者：万平红 余燕影[2] 樊柏林[3] 曹树稳[1,2] 

机构地区：[1]南昌大学食品科学与技术国家重点实验室,南昌330047 [2]南昌大学化学系,南昌330031 [3]湖北省疾病预防控制中心,武汉430079

出　　处：《天然产物研究与开发》2014年第12期1907-1911,1985,共6页Natural Product Research and Development

基　　金：国家自然科学基金(20962014)

摘　　要：本研究旨在提高根皮素的溶解性和抗氧化活性。以根皮素为母体,在其结构上引入水溶性较好的蛋氨酸,合成了一种新型的根皮素衍生物——根皮素蛋氨酸希夫碱。采用UV、红外、1H NMR及MS对其结构进行了表征,并对根皮素及其衍生物的溶解性、抗氧化活性和稳定性进行了探讨。实验结果表明,与母体根皮素相比,根皮素衍生物的水溶性提高了约20倍,其抗氧化活性及在不同pH介质中的稳定性均优于根皮素。急性毒性实验的结果为小鼠LD50>5000 mg,属实际无毒。因此,在根皮素结构上引入蛋氨酸基团既提高其抗氧化性、溶解性和稳定性,又保证其安全性,为拓宽根皮素在食品和药品中的广泛应用提供新的途径。To improve the solubility and antioxidant ability of phloretin,water-soluble methionine was induced to the structure of phloretin,a novel Schiff-base was synthesized with phloretin and methionine. The targeted compound was characterized by UV,IR,^1H NMR and MS,and their solubility and antioxidant ability were investigated. In addition,the stabilities of phloretin and phloretin methionine Schiff-base were discussed. The results showed the new phloretin derivative had better solubility and antioxidant ability than phloretin. Furthermore,the derivative was more stable in mediums with different pH values. The result of mice acute oral toxicity test showed the LD50 of phloretin methionine Schiff-base were higher than 5000 mg,suggesting that the targeted compound maybe nontoxic. Therefore it was significant to induce methionine to the structure of phloretin,and to broaden the application of phloretin in food and drugs.

关 键 词：根皮素 根皮素蛋氨酸希夫碱 抗氧化活性 溶解性 稳定性 急性毒性 

分 类 号：R248.3[医药卫生—中医临床基础]