新型螺嘧啶三酮类化合物的合成及其抗菌活性

根据生物电子等排原理，以2,3,4-三氟苯甲酸为原料，经硝化、还原、氧化和亲核取代反应制得中间体2-(2,3,4-三氟-5-硝基苯)-1,3-二氧戊环（4）; 4分别经7步反应合成了12个新型的苯并噁唑酮或苯并咪唑酮螺嘧啶三酮类化合物(12a~12f, 19a~19f)，其结构经¹H NMR, ¹³C NMR和ESI-MS表征。采用CLSI标准研究了12和19对甲氧西林耐药金黄色葡萄球菌（A）、甲氧西林耐药表皮葡萄球菌(B)、青霉素耐药肺炎链球菌(C)和化脓性链球菌（D）的体外抗菌活性。结果表明：12的抗菌活性优于19，其中12a的抗菌活性最好，对A~D的MIC值分别为8~16 μg·mL^-1。

Synthesis and Antibacterial Activities of Novel Spiropyrimidinetrione Compounds

According to the principle of bioisosteric, an intermediate[2-(2,3,4-trifluoro-5-nitroben-zene)-1,3-dioxolame(4)] was prepared by the reaction of nitration, reduction, oxidation and nucleo-philic substitution from 2,3,4-trifluorobenzoic acid.Twelve novel spiropyrimidinetrione compounds containing benzoxazolinone or benzimidazolone(12a~12f, 19a~19f) were synthesized by a seven-step reaction from 4.The structures were characterized by 1 H NMR, 13 C NMR and ESI-MS.The anti-bacterial activities of 12 and 19 against methicillin-resistant Ataphylococcus aureus( A) , methicillin-re-sistant Staphylococcus epidermidis( B) , penicillin-resistant Streptococcus pneumonia( C) and Streptococ-cus pyogenes( D) were investigated by CLSI standard.The results indicated that the antibacterial activi-ties of 12 were better than 19.12a exhibited best activities with MIC of 8~16 μg· mL-1 .