Synthesis, antimicrobial activity and molecular docking study of monocarbonyl curcumin analogue D125, D144, D156
Arief Kusuma Wardani, Ritmaleni, Erna Prawita Setyowati, Sardjiman
A novel curcumin analogue D125, D144 and D156 were developed to be potent antimicrobial against Gram positif and negative. Our work coupled both the tetrahydro-4H-thiopyran-4-one and new benzaldehyde derivatives by using Aldol condensation protocol under acidic condition. Three series of the curcumin analogue were synthesized and characterized by IR, 1HNMR, 13CNMR and Mass spectrometer analysis then evaluated for in vitro antimicrobial activities. All the compounds were subjected to molecular docking studies for the inhibition of the cell wall bacteria, inside the active site of peptidyl transferase center of E. coli ribosome (PDB ID: 2EX8). Antimicrobial activities were tested using the serial difusion method. It was observed the most exhibited activity against the cell wall division is D156 with docking score (S) -11.7859. The test compound D144 exhibited moderate activities compared to the derivates compound whereas showed weak activities than HGV-6, D154 not exhibited activities compared to the derivates compound and HGV-6, D156 were more active than to the derivates compound and HGV-6. The trisubstituted D156 showed strongest antibacterial effects than the parent compounds HGV-6 and their derivates in Gram positive and negative but no activities against tested fungal strains.
Keywords: Synthesis, Antimicrobial Activity, Molecular Docking, Monocarbonyl Curcumin.