Add time:09/02/2019 Source:sciencedirect.com
The simple reaction approach has been designed and utilized for the synthesis of quinazolinone benzamides 4a-4h using isatoic anhydride, m-Anisic hydrazide and various aldehyde. The formation of target compounds was confirmed by spectral characterization techniques such as IR, NMR, Mass and elemental analysis. The spectrophotometric investigations based on absorption and fluorescence outputs denote distinctive properties such as molar extinction coefficient, fluorescence emission, fluorescence lifetime, quantum yield and Stokes shift for compounds 4a-4h in three different solvents. Along with spectroscopic studies, synthesized compounds 4a-4h were tested for bioevaluation against tyrosinase inhibitory activity. Pleasingly, all compounds displayed lower IC50 values (0.006 ± 0.074 to 1.609 ± 0.324 μM) than standard kojic acid (16.832 ± 1.162 μM) against tyrosinase inhibition. The comparative spectrophotometric properties, in vitro and in silico analysis suggest that compounds 4d and 4f have significant absorption and fluorescence properties in addition to extremely low IC50 values as potent tyrosinase inhibitors.
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