摘要
采用液相缩合法,保护的苯丙氨酸衍生物和氨基葡萄糖衍生物分别与Fmoc氨基酸偶联,简便地得到9个未见报道的L-对硝基苯丙氨酸二肽衍生物4a～i和4个2-氨基-β-D-葡萄糖拟二肽衍生物8a～d,收率为52.4%～88.1%.4a～i选择性碱性水解,得到9个对应的水解产物5a～i,收率为64.4%～90.4%.产物的化学结构经1HNMR,13CNMR和HRMS表征及证实.体外抗糖尿病活性测试结果表明,某些化合物具有很强的抗糖尿病活性,其中化合物4c和8b的过氧化物酶体增殖物激活受体反应元件(PPRE)相对激动活性分别达到150.59%和185.23%,EC50分别为1.37μM和0.64μM,作为新型抗糖尿病先导分子值得进一步研究.
Nine new dipeptide derivatives of L-4-nitrophenylalanine（4a-i） and four chiral N-glycosylated amino acids （Sa-d） were prepared by coupling reaction. The overall yields were 52.41%-88.08%. Nine corresponding hydrolysis products 5a-i were obtained by alkaline hydrolysis of compounds 4a-i in yields of 64.4%-90.4%. The chemical structures of these products were confirmed by 1H NMR, 13C NMR and HR MS. The peroxisome proliferator-activated receptor response element （PPRE） relative agonist activities of 4c and 8b reached 150.59% and 185.23%, the EC50 values were 1.37 uM and 0.64 uM, respectively, which exhibited excellent antidiabetic activity and thus deserved further study as lead compounds of antidiabetic agents.
出处
《中国科学：化学》
CAS
CSCD
北大核心
2011年第9期1457-1467,共11页
SCIENTIA SINICA Chimica
基金
重庆市自然科学基金(2005BB5095)
西南大学博士科研基金(SWNU.B2005010)
高新技术培育基金(XSGX05)资助
