以取代烷氧基嘧啶3-烯键氧化吲哚衍生物为原料,与肌氨酸及多聚甲醛在甲苯中回流经1,3-偶极子3+2环加成反应,合成了8个新型烷氧基嘧啶拼接3-吡咯螺环氧化吲哚类化合物(3a-3h),产率67%-82%,d/r值6/1-20/1,其结构经^1H NMR,^13C NMR和HR-MS(ESI-TOF)表征。采用MTT法研究了3a-3h对人肺癌细胞(A549)、人前列腺癌细胞(PC-3)和人白血病细胞(K562)的体外抗肿瘤活性。结果表明:3d和3g对人白血病细胞K562具有明显的活性,IC50分别为24.1 mol·L^-1和32.4μmol·L^-1,接近阳性对照药顺铂。
Eight novel pyrimidine-fused spiropyrrolidine oxindoles(3a-3h) were synthesized by 1,3-dipolar reaction of pyrimidine-fused 3-alkenyloxindoles with azomethine ylides(thermally generated in situ from sarcosine and formaldehyde).The yields and d/r of 3a-3h were 67%-82% and 6/1-20/1,respectively.The structures were characterized by ^1H NMR,^13C NMR and HR-MS(ESI-TOF).The in vitro antitumor activities against human lung cancer cells(A549),human prostate cancer cells PC-3 and human leukemia cells(K562) were demonstrated by MTT assays.The results showed that 3d and 3g exhibited certain in vitro inhibitory activities against K562 with IC50 of 24.1 mol·L^-1 and 32.4mol·L^-1,respectively,equipotent to the positive control of Cisplatin.