CAJ | 학술논문

目的探索更有效的合成salacinol及其衍生物的方法,以研发新的糖尿病治疗药.方法以D-葡萄糖为原料,经7步反应制得salacinol及其衍生物合成的关键中间体2,4-O-异丙亚基-L-赤藓糖醇-1,3-环硫酸酯(2a);此方法成本明显低于文献报道的以L-葡萄糖为原料的合成方法.以此方法,制备salacinol的含氮衍生物4,并与salacinol进行了体外抑制α-葡糖苷酶活性的比较研究.结果采用此种新的路线,顺利制得salacinol的含氮衍生物(4)及结构简化物(13).结论以D-葡萄糖为原料的新的合成路线优于文献方法,salacinol分子结构中的硫原子用氮原子替代时,其活性明显降低.
목적탐색경유효적합성salacinol급기연생물적방법,이연발신적당뇨병치료약.방법이D-포도당위원료,경7보반응제득salacinol급기연생물합성적관건중간체2,4-O-이병아기-L-적선당순-1,3-배류산지(2a);차방법성본명현저우문헌보도적이L-포도당위원료적합성방법.이차방법,제비salacinol적함담연생물4,병여salacinol진행료체외억제α-포당감매활성적비교연구.결과채용차충신적로선,순리제득salacinol적함담연생물(4)급결구간화물(13).결론이D-포도당위원료적신적합성로선우우문헌방법,salacinol분자결구중적류원자용담원자체대시,기활성명현강저.
Aim To investigate more efficient synthetic method of the nitrogen analogue 4 of salacinol (1) for searching new antidiabetic agents. Methods The synthesis of the key intermediate 2,4-O-isopropylidene-L-erythritol 1,3-cyclic sulfate (2a) was accomplished by modification of reports from Dglucose via seven steps in much more less expensive. Using this method, an efficient synthesis of 4 was carried out. The glycosidase inhibitory activity of 4 was tested for the intestinal α-glucosidase in vitro and compared with that of salacinol. Results A nitrogen analogue 4 of salacinol (1) was synthesized by the coupling reaction between the cyclic sulfate 2a and an azasugar 3b. Conclusion Substitution of the sulfur atom in 1 with a nitrogen reduced the activity considerably.