Synthesis,cytotoxicity assay,and molecular docking study of hydroxychalcone derivatives as potential tyrosinase inhibitors
Synthesis, cytotoxicity assay, and molecular docking study of hydroxychalcone derivatives as potential tyrosinase inhibitors作者机构:Department of ChemistryFaculty of Mathematics and Natural SciencesLJniversitas Gadjah MadaSekip UtaraYogyakarta 55281Indonesia Department of Pharmacology and TherapyFaculty of MedicinePublic Health and NursingUniversitas Gadjah MadaSekip UtaraYogyakarta 55281Indonesia Ma Chung Research Center for Photosynthetic PigmentsUniversitas Ma ChungVilla Puncak TidarN-01Malang 65151Indonesia
出 版 物:《Journal of Chinese Pharmaceutical Sciences》 (中国药学(英文版))
年 卷 期:2021年第30卷第8期
页 面:634-644页
核心收录:
学科分类:1007[医学-药学(可授医学、理学学位)] 10[医学]
基 金:KEMRISTEKDIKTI Public Health and Nursing, Universitas Gadjah Mada
主 题:Hydroxychalcone Cytotoxicity In vitro Molecular docking Tyrosinase inhibitors
摘 要:In this work,we studied the synthesis,cytotoxicity assay,and molecular docking of hydroxychalcone derivatives as tyrosinase *** of chalcone derivatives was carried out through a Claisen-Schmidt condensation reaction between acetophenone and benzaldehyde derivatives under alkaline conditions for 48 *** synthesized products were characterized by using Fourier transform infrared(FTIR),gas chromatography-mass spectrometry(GC-MS),proton and carbon nuclear magnetic resonance(1H and 13C NMR)*** in vitro inhibitory activity was evaluated against tyrosinase enzyme by employing L-3,4-dihydroxyphenylalanine(L-DOPA)as the *** successfully synthesized 4-hydroxychalcone(HC)and 4-hydroxy-3-methoxychalcone(HMC)with a yield of 60%and 76%,*** the tyrosinase inhibitory test of HC and HMC gave the IC50 value of 64.35 and 21.56μg/mL,respectively,demonstrating that their inhibitory activities against tyrosinase enzyme were better compared with kojic acid and hydroquinone as the positive *** also found that HC gave 2025μg/m L as the IC50 value against Vero cells,confirming that it was not toxic to the normal cell *** molecular docking study gave the root-mean-square deviation value of less than 2?.Furthermore,the binding energies of hydroxychalcone derivatives were found as-30.13 and-31.38 kJ/mol,showing that those compounds could be potentially used as the alternative tyrosinase inhibitors in medical application.