Synthesi̇s of dihydrobenzofuranone deri̇vati̇ves wi̇th bi̇otechnologi̇cal methods

Pharmaceutically important benzofuranone derivatives have high bioactivity as antibacterial, antifungal antibiotics and anticancer effects. Biotransformation studies performed on these molecules are very important in the development of new drugs in pharmaceutical industry. In this study, using biotechnological and chemical methods, potential high bioactivity benzofuranone derivatives were synthesized by enzymatic biotransformation method. This study consists of two steps. In first stage of our study, 6,7-dihidro-6-fenilbenzofuran-4(5H)-on compound was synthesized as starting material. Then, rasemic 4,5,6,7-tetrahidro-6-fenil-4-oksobenzofuran-5-il asetat compound was synthesized by regioselective acetoxylation reaction of 6,7-dihidro-6-fenilbenzofuran-4(5H)-on compound. In the second stage, 4,5,6,7-tetrahidro-6-fenil-4-oksobenzofuran-5-il asetate molecule, various type of lipases are tested by kinetics resolution reactions in available pH value and different solvent systems. Result of kinetics resolution reactions, 4,5,6,7-tetrahidro-6-fenil-4-oksobenzofuran-5-il asetate and 4,5,6,7-tetrahidro-6-fenil-4-oksobenzofuran-5-il hydroxy derivatives was obtained by chemoenzymatic method with enantiomeric purity and high enantiomeric excesses in first time in literature.