SINTESIS, STUDI MOLECULAR DOCKING DAN UJI AKTIVITAS INHIBISI ENZIM α-GLUKOSIDASE SENYAWA PIRAZOLIN-(E)-(4- KLOROBENZALDEHID)-3-(4-KLOROFENIL)-3,3A,4,5,6,7- HEKSAHIDRO-2-H-PIRAZOLO(4,3-C)-PIRIDI-2-KARBOTIOAMIDA

Abstract

Diabetes mellitus is a disease caused by defects in insulin secretion, insulin action, or both of them. One method of treating diabetes mellitus is to take medication. Pyrazoline is five rings heterocyclic compound which has N atom and it has various bioactivities as antioxidant, antiinflammatory and antimicrobial. The purpose of this research to synthesis pirazolin-(E)–(4- chlorobenzaldehide)-3-(4-chlorophenyl)-3,3a,4,5,6,7-heksahydro-2H-pyrazolo(4,3-c)-pyridin-2- carbotioamide (PR-4Cl-LA) from the reaction between a chloro-subtituted curcumin with thiosemicarbazide in alkaline condition. The purity compound was determined by TLC test, melting point measurement and HPLC. Pure pyrazoline has a yield of 87% and the structure of pyrazoline compounds was confirmed through spectroscopic analysis of UV, FTIR, HRMS, and 1H-NMR. The synthesized compound was analysis for inhibition enzymes α-glucosidase with study molecular docking conducted on the crystal structure of lysosomal acid (PDB-ID 5NN5) and analysis in vitro. The PR-4Cl-LA compound show results in inhibited enzymes α-glucosidase less good was 9,333% and confirmed by molecular docking that only one hydrogen bond interaction in common with acarbose that is Asp518 amino acid and large bond free energy of -14,7308 kcal/mol compared to acarbose which is -16,4969 kcal/mol.