CD Skripsi
Sintesis, Uji Aktivitas Dan Studi Molecular Docking Senyawa 4-(5-(4-Hidroksi-3-Metoksifenil)-3-(4-Hidroksifenil)-4,5-Dihidro-1h-Pirazol-1-Il) Benzensulfonamida Sebagai Inhibitor Enzim Tirosinase
Hyperpigmentation is a skin problem caused by excessive melanin production by
melanocytes. The aim of products containing tyrosinase enzyme inhibitor
compound is to prevent and overcome skin hyperpigmentation. One of the
compounds with tyrosinase inhibitory activity is pyrazoline which is a five-ring
heterocyclic compound with two nitrogen atoms in its ring. The pyrazoline
compound 4-(5-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-
1H-pyrazole-1-yl)benzensulfonamide (19) was synthesized through a cyclization
reaction between chalcone compounds (16) and 4-hydrazinylbenzensulfonamide
(18) using reflux method. The structure of pyrazoline was confirmed by UV, FTIR,
HRMS and 1H-NMR spectroscopy data analysis. The activity of synthesized
pyrazoline as tyrosinase inhibitor was evaluated by in silico and in vitro assay.
Molecular docking simulation carried out on the tyrosinase crystal structure
(PDB ID: 2Y9X) with kojic acid as positive control. Molecular docking simulation
showed that the synthesized pyrazoline compound had bond free energy
(ΔGbind) = -11.5867 kcal/mol while the free bond energy for kojic acid was
-8.9122 kcal/mol. Furthermore, in vitro assay result showed that pyrazoline
compound had good activity as an inhibitor of the tyrosinase enzyme with value of
IC50 16.331 μg/mL.
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