【摘要】 本文报道了在合成天然的蛋白酶体抑制剂Syringolin A(SylA)及其类似物的过程中,首先合成的两种类型的SylA开环类似物。经过7步反应,第一种类型产物总收率在20%-34%之间,第二种类型产物总收率在12%-18%之间。与SylA相似,这两种类型的类似物也都具有肽乙烯酰胺的结构,可能作为Michael受体与蛋白酶体催化活性位点ThrlO~γ发生1,4-加成反应,从而发挥蛋白酶体抑制活性。更多还原

【Abstract】 A series of acyclic analogs of natural product Syringolin A(SylA) were designed and synthesized during our synthetic efforts for SylA.These acyclic analogs were prepared through a seven-step linear strategy,with total yields varying from 20%-34% for one type of analogs and 12%-18%for the other.These compounds bear a common structure of peptidyl vinyl amide,which reacts irreversibly with the proteasomal active site Thr1O~γthrough Michael-type 1,4-addition.Therefore,these acyclic analogs may function the same way as SylA,as potential 20S proteasome inhibitors.更多还原