Synthesis, antimicrobial, photochemotherapeutic evaluation and molecular docking of novel furobenzopyrones, tetrahydrobenzo- and benzofurobenzopyrones

New series of tricyclic compounds (linear furobenzopyrones 3a-d and angular furobenzopyrones 11a-h) and tetracyclic compounds (tetrahydrobenzofurobenzopyrone 5a,b and benzofurobenzopyrone 6a,b) derivatives were synthesized to ensure mono functional photoreaction with DNA in order to decrease toxicity. All prepared compounds were evaluated for antimicrobial and photochemotherapeutic activities. Compounds 2d, 3d, 5a, 10c and 11d were found to have good antimicrobial activity while only compound 11e exhibited good photosensitizing activity. In addition, molecular docking study was applied to elucidate a molecular target for the antimicrobial activity and gain insight into the possible binding mode of these compounds with the active site of the DNA gyrase.