CD Skripsi
Sintesis Dan Studi Molecular Docking Senyawa 4-(3-(4-Fluorofenil)-5-(4-Metoksifenil)-4,5-Dihidro-1h-Pirazol-1-Il)Benzensulfonamida Sebagai Inhibitor Enzim Tirosinase
Hyperpigmentation is a condition when melanin is produced in excess, causing
dark patches to appear on the skin. Treatment of hyperpigmentation can be done
through tyrosinase inhibition. Tyrosinase itself is a key enzyme in the process of
melanin synthesis so that if this enzyme is inhibited, melanin production will be
inhibited as well. One of the compounds that has activity as an inhibitor of the
tyrosinase enzyme is pyrazolin compounds. Pyrazolin contains a five-membered
ring with two nitrogen atoms and a double bond has a special structural class and
has various activities such as antibacterial, antitumor, anticancer, antidiabetic,
antiinflammatory, and antiamoebic. The pyrazolin compound 4-(3-(4-
fluorophenyl)-5-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-yl)benzalfuldonamid
(19) was synthesized by reacting 4-fluoroacetophenone and 4-methoxy
benzaldehyde to form chalcone through the Clasen-schmidt reaction, then reacted
with 4-hydrazinebenzensulfonamide which was also synthesized through
diazotization and reduction reactions and continued the final reaction by reacting
chalcone and hydrazine through a cyclization reaction to form pyrazolin. The
structure of the synthesized compound was confirmed by UV spectroscopic
analysis, FTIR, 1H-NMR, and HRMS. The yield obtained from the synthesis of
pyrazoline was 78.11%. The synthesized pure compound was tested for activity as
a tyrosinase inhibitor with a molecular docking study. Molecular docking tests
were carried out on the crystal structure of tyrosinase (PDB:2Y9X) with natural
ligands tropolone and kojic acid as positive controls. The docking results showed
that the pyrazoline compound (19) had a free bond energy (S score) = -10.5244
kcal/mol, while kojic acid had a free bond energy (S score) = -8.7673 kcal/mol.
The data that has been obtained indicate that the Pyrazoline compound (19) is
predicted to be a potential inhibitor of the tyrosinase enzyme.
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