SINTESIS DAN MOLECULAR DOCKING SENYAWA PIRAZOLIN (E)-7-(3- BROMOBENZILIDEN)-3(3-BROMOFENIL)-3,3a,4,5,6,7-HEKSAHIDRO-2HPIRAZOLO[ 4,3-c]PIRIDIN-2-KARBOTIOAMIDA SEBAGAI KANDIDAT ANTIDIABETES

Abstract

Pyrazolin is a dihydropyrazole derivative which is an azole group compound with a 5-heterocyclic structure containing 2 nitrogen atoms. Pyrazoline is known to have several bioactivities, one of which is antidiabetic. Pyrazoline (E)-7-(3-bromobenzyliden)-3-(3-bromophenyl)-3,3a,4,5,6,7- hexahydro-2H-pyrazolo[4,3-c]pyridine-2- Carbotioamides are synthesized from bromosubstituted curcumin and thiosemicarbazide through the Claisent-Schmidt condensation reaction. The structure of the synthesized compound was confirmed by characterization using UV, FTIR, 1H-NMR and HRMS spectroscopy. Pyrazoline 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 activity of the pyrazoline PL-3Br-PN is classified as weak in inhibiting the α-glucosidase enzyme, which is 10.876% and confirmed by molecular docking studies that it only has one hydrogen bond interaction in common with acarbose, namely the amino acid His674 and a large bond free energy of -15,5423 kcal/mol compared to acarbose which is -21,3876 kcal/mol.