4.1 Article

Synthesis of dispirooxindoles containing N-unsubstituted heterocyclic moieties and study of their anticancer activity

期刊

RUSSIAN CHEMICAL BULLETIN
卷 68, 期 5, 页码 1006-1013

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SPRINGER
DOI: 10.1007/s11172-019-2511-6

关键词

hydantoins; thiohydantoins; thiazolidines; dispiroindolinones; 1; 3-dipolar cyclo addition; cytotoxicity

资金

  1. Russian Foundation for Basic Research [18-33-01159]

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A convenient method is proposed for the synthesis of N-unsubstituted spiroxindoles with different heterocyclic moieties (2-thiohydantoin, hydantoin, and thiazolidine) by the regio-selective 1,3-dipolar cycloaddition of azomethine ylides, generated from isatins and sarcosine, to arylidene derivatives of corresponding heterocycles. The cytotoxicity of compounds was tested by the MTT method against MCF7, A549, HEK, and VA13 cell lines and compared with the anticancer drug Nutlin-3a. The best bioactivity was observed for hydantoin-based dispiroindolinones, the most cytotoxic compound demonstrated selectivity against A549 lung cancer cells with an IC50 value of 6.6 +/- 1.6 mol L-1.

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