SINTESIS DAN STUDI MOLECULAR DOCKING SENYAWA KALKON (E)-3-FENIL-1-(3-(4-(PIROLIDIN-1-IL)BUTOKSI)FENIL)PROP-2-EN-1- ON SEBAGAI INHIBITOR ENZIM TIROSINASE

Abstract

Chalcones are composed of two benzene rings connected by a carbon α,β-unsaturated carbonyl structure and has various bioactivity, such as antibacterial, anticancer, antioxidant and inhibitor tyrosinase. For the further development of chalcone compounds, this research has carried out the synthesis of chalcone derivatives and the determination of their activity as a tyrosinase inhibitor through the in silico (molecular docking) approach. This chalcone derivative was synthesized by Claisen-Schmidt condensation between benzaldehyde and 3- hydroxy acetophenone. The chalcone compound was reacted with 1,4-dibromobutane and followed by a substitution reaction of the bromo with the pyrolidine. The structure of synthesized compounds were confirmed by spectroscopy analysis of UV and FTIR. Molecular docking studies were carried out on the crystal structure of tyrosinase (PDB ID: 2Y9X) and kojic acid as positive control. This target compound shows the free energy binding of -13.6379 kcal / mol, while kojic acid -8.3470 kcal/mol. The lower free energy binding value, the better compound were used in inhibiting of tyrosinase enzyme. Thus, it can be seen that the target compound is thought to be potential candidates for tyrosinase inhibitors.