Synthesis, characterization of isoxazole derivatives and evaluation of their antibacterial, antioxidant and anticancer activity

Obrazek miniatury
Vashisht, Ketan
Sethi, Pooja
Bansal, Anshul
Singh, Tejveer
Kumar, Raman
Tuli, Hardeep Singh
Saini, Shallu
Tytuł czasopisma
Tytuł tomu
Publishing Office of the University of Rzeszow
Introduction and aim. The synthesis of heterocyclic compounds containing oxygen and nitrogen is profoundly intriguing due to their mechanistic implications in both research and development within organic chemistry and drug discovery. The primary aim of this study is to fabricate a range of pharmacologically active drugs containing the isoxazole moiety. Material and methods. The synthesis of new derivatives of isoxazole was achieved through a one-pot condensation reaction of 2-[(Substituted phenyl)hydrazono]malononitrile (1) and 3-[(Substituted phenyl)azo]-2,4-Pentanedione (2) with sodium acetate and hydroxylamine hydrochloride (1:1) in ethanol. All the compounds were screened for their in vitro antibacterial activity, in vitro antioxidant and anticancer activity. The synthesized compounds underwent characterization through FTIR, 1 H NMR, and 13C NMR analyses, supported by mass spectral data and elemental analysis. Results. A set of novel isoxazole derivatives was synthesized with a favorable yield. Among compounds 1d, 1e, 2c, 2d, and 2e exhibited notable antioxidant activities. Compounds 1a, 1b, and 1c demonstrated significant anticancer potential against prostate cancer [PC3] cell lines compared to normal HEK cell lines, while 2a displayed the highest inhibitory zone against Escherichia coli. Conclusion. Novel compounds with multifaceted biological activities have been successfully designed, and a synthetic route to create isoxazole derivatives has been devised and verified.
Słowa kluczowe
antibacterial , antioxidant activity and anticancer potential , isoxazole , pathogenic bacterial
European Journal of Clinical and Experimental Medicine T. 22, z. 2 (2024), s. 376-387