Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation

Autor: 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
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: International Journal of Molecular Sciences, Vol 23, Iss 12, p 6666 (2022)
Druh dokumentu: article
ISSN: 1422-0067
1661-6596
DOI: 10.3390/ijms23126666
Popis: In this work, we present the first synthesis of dispirooxindole-β-lactams employing optimized methodology of one-pot 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 E. coli strain LPTD.
Databáze: Directory of Open Access Journals
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