4.1 Article

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

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 68, Issue 5, Pages 1006-1013

Publisher

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

Keywords

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

Funding

  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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