A general solid phase synthesis of 4-substituted quinolinones via Pd-catalyzed cross coupling

Anticancer and antifungal activity of copper(II) complexes of quinolin-2(1H)-one-derived Schiff bases

“…All of the quinolin-2(1H)-one-derived Schiff base ligands (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) were synthesised by an equimolar condensation reaction between substituted aromatic aldehydes and 7-amino-4-methylquinolin-2(1H)-one (1) in hot ethanol. A stirred suspension of 1 (2 mmol, 0.348 g) and the appropriate aromatic aldehyde (2 mmol) in hot ethanol (40 mL) was refluxed for 4 h. On cooling to room temperature, coloured precipitates (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) formed in good yields (>70%), were filtered off and dried in a vacuum oven for two weeks.…”

“…A stirred suspension of 1 (2 mmol, 0.348 g) and the appropriate aromatic aldehyde (2 mmol) in hot ethanol (40 mL) was refluxed for 4 h. On cooling to room temperature, coloured precipitates (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) formed in good yields (>70%), were filtered off and dried in a vacuum oven for two weeks. The general structure of the ligands with the numbering system used in this work is shown in Fig.…”

“…General structure of a quinolin-2(1H)-one derived Schiff base with numbering system used in this report. Table 1 Ligand names, their relative substituents and positions of R groups for compounds (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14).…”

“…The metal-free ligands (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) and their Cu(II) complexes (2a-14a) were tested for their antifungal activity against a clinical isolate of the fungal strain C. albicans (ATCC 10231) and a commercially available antifungal drug, Amphotericin B. The screening was ) and further diluted (1:100) with minimal media (MM).…”

“…Quinolinone heterocycles have emerged as potential therapeutic agents and are the basis of many medicinal drugs used in the treatment of heart failure, cancer and inflammatory diseases [4]. They are also used as antibacterial, antifungal, anti-inflammatory, antitubercular, anticancer, antineoplastic, anti-ischemic, anti-allergic, antihypertensive and antiulcerative agents [5][6][7][8][9]. Recently, a novel series of quinolinones have shown potent inhibitory activity against human immunodeficiency virus type-1 (HIV-1) virus and also exhibited promising activity against several non-nucleoside reverse transcriptase inhibitors (NNRTIs) [10].…”