苯并异硒唑酮氨基酸衍生物的合成及抗脂质过氧化作用  

Synthesis and Anti-lipid Peroxidation Activity of Amino Acid Derivatives of Benzisoselenazolone

作　　者：徐汉生[1] 肖颖歆[1] 刘秀芳[1] 孙士勇[2] 徐波[2] 

机构地区：[1]武汉大学化学系,湖北武汉430072 [2]北京医科大学天然药物及仿生药物国家重点实验室,北京100083

出　　处：《有机化学》1995年第3期252-258,共7页Chinese Journal of Organic Chemistry

摘　　要：在已知具有抗氧化作用的2-苯基-1,2-苯并异硒唑-3(2H)-酮(Ebselen)的基础上,将其2-位苯环更换成氨基酸乙酯,设计并合成了9个苯并异硒酮的氨基酸衍生物3～11。这类化合物的抗氧化作用药理研究表明,它们对Fe^(2+)/半胱氨酸及维生素C诱发的大鼠肝微粒体脂质过氧化有抑制活性,部分化合物活性比母体化合物Ebselen更优。Nine amino acid compounds (3-11) of benzoisoselenazolone were synthesized, where the phenyl ring at 2 position of 2-phenyl-1,2-benzoisoselenazol-3(2H)-one (Ebselen) with well-known antioxidative activity was replaced by ethyl aminoacetates. Effects of compounds 3- 11 as well as Ebselen on Fe2+/ cysteine and vitamin C-induced rat liver microsome lipid peroxidation were investigated. Compounds 5, 6 were more active than Ebselen in Fe2+ / cysteine system (Their IC50 were 14, 12 and 24μmol / L respectively). And in vitamin C system, compound 4, 7, 8, 9 and 10 were more active than Ebselen (Their IC50 were 33, 51, 39, 28, 17.5 and 66μmol / L respectively).

关 键 词：苯并异硒唑酮 氨基酸 衍生物 脂质过氧化 

分 类 号：O627.61[理学—有机化学]