Synthesis of Nitrogen Containing Benzopyrones and their medicinal aspects

Abstract

7-Hydroxy-4-methyl-2H-chromen-2-one (3) is brominated to yield 3-Bromo-7-hydroxy-4methyl-2H-chromen-2-one (4). Then further synthesized by condensation of 3-Bromo-7hydroxy-4-methyl-2H-chromen-2-one (4) with different amines to form 3-Amino analogs of newline7-hydroxy-4-methyl-chromen-2-ones (6a - 6d). The FTIR, 1 H NMR, Mass spectrum analyses newlineand C, H, N Elemental analyses to characterized their structure. The synthesized compounds give positive outcomes when tested for microbiological activity against the bacteria Escherichia coli (gm newline-ve), Staphylococcus aureus (gm newline+ve) and antifungal activity against the newlinefungus Candida sp. Using a Mannich-type condensation-cyclization reaction between formaldehyde and primary amines in toluene at 80 oC for reflux, derivatives of benzopyrone[8,7-e][1,3]oxazine (3a 3f) newlinewere synthesized and characterized by using spectrum analyses like FTIR, 1H NMR, Mass and newlineC, H, N Elemental analyses. Promising outcomes were seen in antimicrobial screening against a range of bacterial species (Staphylococcus aureus, Escherichia coli, Bacillus subtilis and Pseudomonas aeruginosa). ADME (Adsorption Distribution Metabolism Excretion) evaluation of these compounds were carried out. Title compounds (3a 3f) shows excellent drug absorption in cells and passed the ADME test. Different derivatives of 3-methyl-1-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetyl-4,5dihydro-1H-pyrazol-5-one (5a 5f) were synthesized newlineand their structures were characterized newlineby FTIR, 1H NMR, mass spectrometry and C, H, N Elemental analyses. To assess the potential newlineantibacterial action of a conventional medicine, a biological screening was done on newlineStaphylococcus aureus, Escherichia coli, Bacillus subtilis and Pseudomonas aeruginosa. newlineFurthermore, these medicines underwent in silico ADME evaluation.