Regio- and Stereoselective Synthesis of a New Series of Spirooxindole Pyrrolidine Grafted Thiochromene Scaffolds as Potential Anticancer Agents
نویسندگان
چکیده
A series of new spiro-heterocycles engrafted spirooxindole/pyrrolidine/thiochromene scaffolds was synthesized by the three-component 1,3-dipolar cycloaddition reactions in a fully controlled regio- and stereo-selective fashion. Condensation several substituted isatin derivatives with L-proline generated azomethine ylides which subsequently reacted chalcones based thiochromene scaffold, finally afforded target spiro-compounds. This simple protocol furnished structurally complex, biologically relevant good yields through one-pot process. All chalcone-based thiochromene, along scaffolds, were tested for their anticancer activity against four cancer cell lines (PC3, HeLa, MCF-7, MDA-MB231). Toxicity these compounds also evaluated human fibroblast BJ line, they appeared to be not cytotoxic. For prostate (PC3) most active hybrid, among series, compound (7f, IC50 = 8.7 ± 0.7 µM). The potent hybrid cervical (HeLa) cells (7k, 8.4 0.5 µM) having chlorine p-trifluoromethyl substituents attached phenyl rings. Finally, MCF-7 MDA-MB231 breast lines, (7d) member this (IC50 7.36 0.37, 9.44 0.32 µM, respectively).
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ژورنال
عنوان ژورنال: Symmetry
سال: 2021
ISSN: ['0865-4824', '2226-1877']
DOI: https://doi.org/10.3390/sym13081426