Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation
oleh: Vadim E. Filatov, Dmitrii A. Iuzabchuk, Viktor A. Tafeenko, Yuri K. Grishin, Vitaly A. Roznyatovsky, Dmitrii A. Lukianov, Yulia A. Fedotova, Maxim A. Sukonnikov, Dmitry A. Skvortsov, Nikolai V. Zyk, Elena K. Beloglazkina
| Format: | Article |
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| Diterbitkan: | MDPI AG 2022-06-01 |
Deskripsi
In this work, we present the first synthesis of dispirooxindole-β-lactams employing optimized methodology of <i>one-pot</i> Staudinger ketene-imine cycloaddition with N-aryl-2-oxo-pyrrolidine-3-carboxylic acids as the ketene source. Spiroconjugation of indoline-2-one with β-lactams ring is considered to be able to provide stabilization and wide scope of functionalization to resulting scaffolds. The dispipooxindoles obtained demonstrated medium cytotoxicity in the MTT test on A549, MCF7, HEK293, and VA13 cell lines, and one of the compounds demonstrated antibacterial activity against <i>E. coli</i> strain LPTD.