Multicomponent assembly of novel antiproliferative steroidal dihydropyridinyl spirooxindoles

Multicomponent assembly of steroidal dihydropyridinyl spirooxindoles from pregnenolone, isatins, malononitrile, and ammonium acetate is described, which involves the formation of two C-C bonds, two C-N bonds, and an all-carbon quaternary stereogenic center in a single operation. MIT assays showed that some of these compounds had moderate to excellent cytotoxicity against the tested cancer cell lines and were more potent than 5-FU. Particularly, compound 5o represented excellent inhibitory effect toward EC-109 (IC50 = 0.3 mu M), being about 33-fold more potent than 5-FU. (C) 2016 Elsevier Inc. All rights reserved.