Synthesis, Characterization and Antibacterial Screening of Novel Heterocyclic Derivatives of Oxazine as 3-(Substituted-phenyl)-4-(3-(Substituted-phenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl)-3,4-dihydro-2H-naphtho[2,3-e][1,3]oxazine
摘要
Innovative oxazine derivatives have been produced through one-pot, multicomponent condensation. The starting material oxazine-6-carbaldehyde was synthesized by the reaction of 1° amine and p-hydroxy benzaldehyde in toluene. 1a-c further the condensation of carbaldehyde, substituted-1oamine and β-naphthol gives oxazin-6-yl)methyl)naphthalen-2-ol (2a-l) The obtained yields has been allowed to react with in acetonitrile to get target cyclized derivatives as 3-(4-bromophenyl)-4-(3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl)-3,4-dihydro-2H-naphtho[2,3-e][1,3]oxazine The structure of all the synthesized derivatives were elucidated by using FT-infrared(−ν max -cm −1 -KBr), H NMR-CDCl3–300 MHz, mass spectral studies and antimicrobial activity in vitro studied by serial dilution method. The synthesized oxazin-derivatives exhibited significant antimicrobial properties against the tested microbes. Compound 3c, exhibited notable activity against Pseudomonas aeruginosa and Escherichia coli with MIC values of 6.25 and 25 μg/ml respectively. Compound 3d exhibited promising activity against B. subtills with MIC value of 12.5 μg/ml. Compound 3 f was effective against S. aureus with MIC 12.5 μg/ml. Compound 3 g, effectively reduced the growth of Pseudomonas aeruginosa with MIC value of 12.5 μg/ml. Compound 3i showed notable antimicrobial activity against B. subtills MIC 12.5 μg/ml while compound 3j showed its promising activity against Klebsiella pneumoniae with MIC value of 12.5 μg/ml.