Synthesis and Biological Activity Characterization of Novel 5-Oxopyrrolidine Derivatives with Promising Anticancer and Antimicrobial Activity.
Author
Kairytė, KarolinaGrybaitė, Birutė
Vaickelionienė, Rita
Sapijanskaitė-Banevič, Birutė
Kavaliauskas, Povilas
Mickevičius, Vytautas
Date
2022-08-06Journal
PharmaceuticalsPublisher
MDPIType
Article
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The 1-(4-acetamidophenyl)-5-oxopyrrolidine carboxylic acid was applied for synthesizing derivatives bearing azole, diazole, and hydrazone moieties in the molecule. Modification of an acetamide fragment to the free amino group afforded compounds with two functional groups, which enabled to provide a series of 4-substituted-1-(4-substituted phenyl)pyrrolidine-2-ones. The resulted compounds 2 and 4-22 were subjected to the in vitro anticancer and antimicrobial activity determination. The compounds 18-22 exerted the most potent anticancer activity against A549 cells. Furthermore, compound 21 bearing 5-nitrothiophene substituents demonstrated promising and selective antimicrobial activity against multidrug-resistant Staphylococcus aureus strains, including linezolid and tedizolid-resistant S. aureus. These results demonstrate that 5-oxopyrolidine derivatives are attractive scaffolds for the further development of anticancer and antimicrobial compounds targeting multidrug-resistant Gram-positive pathogens.Keyword
A549MRSA
Staphylococcus aureus
antimicrobial properties
azole
biological activity
bishydrazone
hydrazone
lung cancer
multidrug-resistant pathogens
pyrrolidinone
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http://hdl.handle.net/10713/19640ae974a485f413a2113503eed53cd6c53
10.3390/ph15080970
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