Open AccessSynthesis of 4-(5-(2,3-Dimenthoxyphenyl)-3-(4-Methoxyphenyl)-4,5-Dihydro-1H-Pyrazol-1-y1) Benzenesulfonamide as a Promosing Tyrosinase Inhibitor Candidate
Author(s) -
Rahayu Rahayu,
Noval Herfindo,
Nelly Oscifiani,
Neni Frimayanti,
Adel Zamri
Publication year - 2022
Publication title -
jurnal riset kimia
Language(s) - English
Resource type - Journals
eISSN - 2476-8960
pISSN - 1978-628X
DOI - 10.25077/jrk.v13i1.486
Subject(s) - kojic acid , pyrazoline , tyrosinase , chemistry , chalcone , ic50 , stereochemistry , agaricus bisporus , enzyme , in vitro , medicinal chemistry , biochemistry , mushroom , food science
In this study, titled compound 5 has been successfully synthesized with 93% yield. The pyrazoline compound was obtained from the cyclocondensation reaction of 4-hydrazinylbenzenesulfonamide 3 with chalcone (E)-3-(2,3-dimethoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one 4 under basic conditions. The molecular structure was confirmed through analysis of FTIR, NMR and HRMS spectroscopic data. Furthermore, its tyrosinase enzyme inhibitory activity was determined through in vitro assay against tyrosinase of Agaricus bisporus. However, the pyrazoline compound 5 showed lower inhibitory activity than the positive control, kojic acid, whereas the IC50 value of the compound 5 is higher than that of kojic acid. The compound 5 IC50 value was 262.15 µM, while kojic acid IC50 value was 88.52 µM.