CD Skripsi
Sintesis, Uji Aktivitas Dan Studi Molecular Docking Senyawa Pirazolin 2-(5-(3-Bromofenil)- 1-Fenil-4,5-Dihidro-1h-Pirazol-3-Il)Fenol Sebagai Inhibitor Enzim Tirosinase
Hyperpigmentation is a skin pigment intrusion caused by an overproduction of
melanin and unequal distribution of melanin, induce the darkening of the skin and
emerge the black spots in certain areas of the skin. One of the way to prevent
hyperpigmentation is to inhibit the production of melanin by inhibiting the
tyrosinase activity. Tyrosinase activity inhibition is conducted by using an
inhibitor of enzymatic reactions in the form of ions or molecules called tyrosinase
inhibitors. One of the compounds that has the activity as an inhibitor of the
tyrosinase enzyme is pyrazolin. Pyrazoline is a heterocyclic compound with two
adjacent nitrogen atoms in a five rings. The pyrazoline compound 2-(5-(3-
bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-3-yl) phenol (PF-2OH-3Br)
was synthesized by reacting 2-hydroxyacetophenone, 3-bromobenzaldehyde, and
phenylhydrazine through one reaction step in one container (one pot) using the
method sealed vessel reactor at 80ºC with a stirring speed of 1000 rpm for 2 hours
with the help of a monowave. The structure of the synthesized compound was
confirmed through spectroscopic analysis of UV, FTIR, 1H-NMR, 13C-NMR and
HRMS. The yield obtained from the synthesis of pyrazoline compounds was
12,21%. The pure synthesized compound was tested for activity as a tyrosinase
inhibitor with molecular docking (in silico) and in vitro studies. Studies were
molecular docking carried out on the crystal structure of tyrosinase (PDB ID:
2Y9X) with natural ligands tropolone and kojic acid as positive controls. The
results of docking show that the pyrazoline compound has a bond free energy
(S score) = -9,6368 kcal/mol, while the free bond energy for kojic acid is -8,0543
kcal/mol. Results of in vitro studies testify the compound PF-2OH-3BR relatively
weak in the inhibition of tyrosinase enzyme with value of IC50 519,67 μg/mL.
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