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

• Authors: Ketan Vashisht , Pooja Sethi , Anshul Bansal , Tejveer Singh , Raman Kumar , Hardeep Singh Tuli , Shallu Saini

Abstracts

EN

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, 1H 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.

Keywords

EN

antibacterial; antioxidant activity and anticancer potential; isoxazole; pathogenic bacterial

• Publisher: Uniwersytet Rzeszowski. Wydawnictwo Uniwersytetu Rzeszowskiego
• Journal: European Journal of Clinical and Experimental Medicine
• Year: 2024
• Volume: 22
• Issue: 2
• Pages: 376-387

Dates

published

2024

Contributors

author

Ketan Vashisht

• Department of Chemistry, M.M. Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Haryana, India

author

Pooja Sethi

• Department of Chemistry, M.M. Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Haryana, India

author

Anshul Bansal

• Department of Chemistry, S.A. Jain College, Ambala, Haryana, India

author

Tejveer Singh

• Translational Oncology Laboratory, Department of Zoology, Hansraj College, University of Delhi, India

author

Raman Kumar

• Department of Bio-Sciences and Technology, M.M. Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Haryana, India

author

Hardeep Singh Tuli

• Department of Bio-Sciences and Technology, M.M. Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Haryana, India

author

Shallu Saini

• Department of Bio-Sciences and Technology, M.M. Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Haryana, India

Identifiers

DOI

10.15584/ejcem.2024.2.25

Biblioteka Nauki

40570865