title: Multicomponent assembly of novel antiproliferative steroidal dihydropyridinyl spirooxindoles.
abstract: 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. MTT 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 μM), being about 33-fold more potent than 5-FU.
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China; College of Chemistry and Chemical Engineering, Xuchang University, Xuchang 461000, PR China.
authors.forename: Yan-Ling
authors.initials: YL
authors.lastname: Zhang
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China.
authors.forename: Ya-Fei
authors.initials: YF
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China.
authors.forename: Jun-Wei
authors.initials: JW
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China.
authors.forename: Bin
authors.initials: B
authors.lastname: Yu
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China.
authors.forename: Yun-Kai
authors.initials: YK
authors.lastname: Shi
authors.affiliation: School of Pharmaceutical Sciences of Zhengzhou University and Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001, PR China. Electronic address: liuhm@zzu.edu.cn.
authors.forename: Hong-Min
authors.initials: HM
authors.lastname: Liu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D013141:Spiro Compounds / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D013141:Spiro Compounds; D013256:Steroids
keywords: Cytotoxicity; Dihydropyridine; Multicomponent assembly; Spirooxindoles