Abstract:
Pyrazolines is a five-ring heterocyclices containing two nitrogen atoms in the ring.
Pyrazoline had a wide variety of biological activities, such as an inhibitor of tyrosinase
enzyme. Pyrazolines 4-(3-(4-hydroxyphenyl)-5-(3-methoxyphenyl)-4-5-dihydro-1Hpyrazole-
1-yl)benzenesulfonamide has been successfully synthesized with several
phases of reaction. The first step was the formation of chalcones by reacting
4-hydroxyacetophenone and 3-methoxybenzaldehyde through the Claisen-Schmidt
using NaOH 6N catalysts via microwave irradiation at 180 W. The next step was
reacted chalcone and 4-hydrazinylbenzenesulfonamide with HCl 3N as catalysts via
reflux at 80°C. The structure of the compound was confirmed by characterization using
ultraviolet (UV) spectroscopy, fourier transform infra red (FTIR) and high-resolution
mass spectroscopy (HRMS). The yield obtained from this pyrazoline synthesis was
27,23%. Pyrazoline was tested for their inhibitor of the tyrosinase enzyme activity
through molecular docking and in vitro studies. Molecular docking studies were carried
out on the crystal structure of tyrosinase (PDB ID: 2Y9X) with natural ligand tropolone
and kojic acid as the positive control. The docking results showed that the synthetic
pyrazoline compound had bond free energy (S score) = -10,79 kcal/mol, while for kojic
acid it was -8,91 kcal/mol. The in vitro using tyrosinase enzyme results showed that the
pyrazoline compound was synthesized quite well as an inhibitor of the tyrosinase
enzyme at 76,31% with an IC50 value of 21,96 g/mL.
