Aurones and Analogues: Promising Heterocyclic Scaffolds for Development of Antioxidant and Antimicrobial Agents

• Published in: Russian journal of general chemistry Vol. 89; no. 7; pp. 1519 - 1527
• Main Authors: Irshad, M., Ali, Q., Iram, F., Ahamad, S. A., Saleem, M., Saadia, M., Batool, M., Kanwal, A., Tabassum, S.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.07.2019; Springer Nature; Springer; Springer Nature B.V
• Subjects: Acetates; Acetophenone; Antibacterial agents; Antimicrobial agents; Antioxidants; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Chemistry/Food Science; Derivatives; Functionals; Heterocyclic compounds; Hydrazines; Hydroxides; Physical Sciences; Pyrazole; Science & Technology; chalcones; antimicrobial; antioxidant; 2′-hydroxyacetophenone; aurones; pyrazolic; isoxazolic; 2 '-hydroxyacetophenone
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363219070235

Synthesis of some new multi-functional analogues of 2′-hydroxy chalcone containing isoxazole and pyrazole functions were synthesized, and their pharmacological activity was tested. Chalcone derivatives were synthesized by the reaction of 2′-hydroxy acetophenone with various substituted benzaldehydes in a basic medium. Aurones were isolated upon treatment with mercuric acetate. Synthesized chalcones and aurones were converted into the corresponding isoxazole and pyrazole derivatives upon their reaction with hydroxylamine hydrochloride or hydrazine hydrate, respectively. Structures of the compounds were confirmed by spectroscopic methods. All synthesized compounds were tested for antioxidant and antibacterial potential. Some of those demonstrated excellent antioxidant activity, and one product was identified as a promising antimicrobial candidate.