All submissions of the EM system will be redirected to Online Manuscript Submission System. Authors are requested to submit articles directly to Online Manuscript Submission System of respective journal.

Abstract

Synthesis of novel furobenzopyrone derivatives and evaluation of their antimicrobial and antiinflammatory activity

Author(s): KK Srinivasan1, Y Neelima1, J Alex1, G Sreejith2, AM Ciraj2, J Venkata Rao3
1 Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal - 576 104, India 2 Department of Microbiology, M. M. M. C., Manipal - 576 104, India 3 Department of Pharmaceutical Biotechnology, Manipal College of Pharmaceutical Sciences, Manipal - 576 104, India

Correspondence Address:
K K Srinivasan Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal - 576 104 India E-mail: [email protected]


Certain 4'-(4''-substituted phenyl)-4-methylfurobenzopyrones were synthesized and evaluated for antibacterial activity. Six of the synthesized compounds were also screened for their antiinflammatory activity. Substituted resorcinols were condensed with ethyl acetoacetate to afford different coumarins (2a-c). Various substituted phenacyl bromides (4a-g) were prepared by the bromination of para-substituted acetophenones. The coumarins (2a-c) and phenacyl bromides (4a-g) were condensed to give oxoethers (5a-s). These were cyclised by using 1 M sodium hydroxide to afford the desired furobenzopyrone derivatives (FCa-s). All the compounds have been evaluated for their antibacterial activity against different strains of gram positive and gram negative bacteria. All the compounds have shown good activity against Pseudomonas aeruginosa . Compounds, 3-(4-chlorophenyl)-5-methylfuro-[3,2-g][1]benzopyran-7-one, 3-(4-chlorophenyl)-5,9-dimethylfuro[3,2-g][1]benzopyran-7-one and 4,5-dimethyl-3-phenylfuro[3,2-g][1]benzopyran-7-one (FCe, FCi, FCn) were active against E. coli . A few compounds showed moderate activity against Bacillus subtilis also. Antiinflammatory activity of six selected compounds was also tested using the carrageenan-induced rat paw oedema method. Among them, 5-methyl-3-p-tolylfuro[3,2-g][1]benzopyran-7-one (FCg) showed excellent activity. 5-Methyl-3-phenylfuro[3,2-g][1]benzopyran-7-one (FCa) and 4,5-dimethyl-3-(4-nitrophenyl)-furo[3,2-g][1]benzopyran-7-one (FCc) showed activity comparable to that of the standard drug ibuprofen.

Full-Text | PDF

 
 
List of Supporting Conferences