Abstract:
Pyrazoline is a five-ring heterocyclic compound containing two nitrogen atoms close to each
other and has various biological activities, one of which is antidiabetic. This study aims to
synthesize pyrazoline and determine their activity as antidiabetic. Pyrazoline was synthesized
from curcumin through a Claisen-Schmidt condensation reaction between 1-benzyl-4-piperidone
and 4-chlorobenzaldehyde then a cyclization reaction occurs with hydrazine hydrate and
produces a pyrazoline compound. The pyrazoline compound that have been successfully
synthesized were structurally confirmed by characterization by spectroscopy UV spectroscopy,
FTIR, 1H-NMR and HRMS. The yield obtained from the synthesis of pyrazoline compounds was
15,40%. Pyrazoline compounds were tested for their antidiabetic activity through molecular
docking and in vitro studies. Molecular docking studies were carried out on the crystal structure
of human lysosomal α-glucosidase (PDB ID: 5NN5) and compared it with acarbose as a positive
control. The docking results show that the pyrazoline compound has a bond free energy of (S
score) -15,7132 kcal/mol while the free bond energy of (S score) -16,4969 kcal/mol. The target
compound showed inhibition of α-glucosidase enzyme with IC50 > 250 g/mL, while acarbose
showed inhibition of α-glucosidase enzyme with IC50 of 68.4 g/mL. Pyrazoline compounds
conformed by molecular docking have the same amino acids as acarbose, namely Asp518,
Asp616, Asp282, Phe649. This shows that the target compound of pyrazolin has less good
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activity than acarbose which is the positive control, so it has not been able to inhibit the activity
of the α -glucosidase enzyme.
Keywords: antidiabetic, docking, pyrazoline
