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CREATION
Title : Novel aminoalkylated chalcone: Synthesis, biological evaluation, and docking simulation as potent antimalarial agents
Author :

JUFRIZAL SYAHRI (1) Prof. Drs. Bambang Purwono, M.Sc., Ph.D. (4)
Date : 6 2020
Keyword : Antimalarial, chalcone, docking, mannich reaction, 3D7 Antimalarial, chalcone, docking, mannich reaction, 3D7
Abstract : Three chalcone derivatives with amine groups (4a–c) were synthesized and evaluated for their antimalarial activity. Three aminoalkylated chalcone derivatives (4a–c) have been prepared through Claisen–Schmidt condensation reaction from vanillin and chloroacetophenone, followed by the Mannich reaction to add amine group. The structure of the compounds was confirmed by the spectrophotometric analysis using mass spectrometers (MS) and proton and carbon nuclear magnetic resonance (1H- and 13C-NMR) spectroscopy. Antimalarial activity of 4a–c was evaluated against Plasmodium falciparum (3D7) strain, and the molecular docking of 4b was performed to understand the interaction against Pf DHFR-TS protein (1J3I.pdb). The prepared aminoalkylated chalcone (4a–c) was obtained in a yield of 80%, 75%, and 70%. The addition of morpholine (4a), piperidine (4b), and diethylamine (4c) as amine groups significantly could improve the antimalarial activity with IC50 of 0.62, 0.54, and 1.12 µM, respectively (strong activity), compared with the chalcone without amine group (3) with IC50 of 25.84 µM (moderate activity). The molecular docking of compound 4b exhibited strong hydrogen bond interaction with ILE112, ILE64, SER111, SER108, ASP54, TYR170, and PRO113 residues with CDOCKER interaction energy of ?48.84 kcal/mol. Thus, aminoalkylated chalcone could be proposed for further studies and developed into antimalarial drug candidates.
Group of Knowledge : Kimia
Original Language : English
Level : Internasional
Status :
Published
Document
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1 2020-Jufrizal-JAPS.pdf
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