Synthesis of Novel Flavone Acyl Esters and Correlation of log P Value with Antioxidant and Antimicrobial Activity

Abstract

Three series of flavones namely 6-hydroxy flavone, 6-chloro-3-hydroxy flavone, 3,6-dihydroxy flavone were synthesized. They were further benzoylated with different aromatic acid chlorides in the presence of pyridine gave three of acyl esters series (SCF 1 to 8, SHF 1 to 8 and SDF 1 to 8). The yields of all the substituted flavones were found satisfactory. These compounds were purified, characterized by their spectral data. log P and pKa value. They were screened for in vitro radical (DPPHˆ) scavenging activity, showed appreciable activity. 7 compounds showed antimicrobial activity against Gram-positive bacteria. Further, the MIC values of these 7 compounds were also determined. All the compounds showing antioxidant activity also showed antibacterial activity. The relationship between log P, antioxidant and antibacterial activity was established.