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Synthesis of 4-(5-(2,3-Dimenthoxyphenyl)-3-(4-Methoxyphenyl)-4,5-Dihydro-1H-Pyrazol-1-y1) Benzenesulfonamide as a Promosing Tyrosinase Inhibitor Candidate Rahayu, Rahayu; Herfindo, Noval; Oscifiani, Nelly; Frimayanti, Neni; zamri, Adel
Jurnal Riset Kimia Vol 13, No 1 (2022): March
Publisher : Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.25077/jrk.v13i1.486

Abstract

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.
Synthesis and Molecular Docking Study of 4-(3-(2-Chlorophenyl)-5-(2-Methoxyphenyl)-4,5-Dihydro-1H-Pyrazol-1-yl) Benzenesulfonamide as Antibreast Cancer Agent Putri, Eka Marisa; Herfindo, Noval; Guntur, Guntur; Frimayanti, Neni; Zamri, Adel
ALCHEMY Jurnal Penelitian Kimia Vol 18, No 1 (2022): March
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.18.1.48298.30-36

Abstract

Breast cancer is a disease in which cells in the breast tissue change and divide in an uncontrolled way. Pyrazoline is a promising agent reported against cancer. In this work, we have synthesized pyrazoline 4-(3-(2-chlorophenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamide (EMP-1). The reaction was successfully carried out in one-pot three components from 2-chloroacetophenone, 2-methoxybenzaldehyde, and 4-hydrazinylbenzenesulfonamide as starting materials. The reaction was conducted by assisting the irradiation of Monowave 50 (Anton-Paar) with a high yield of 91%. Its potential anti-breast cancer was investigated by molecular docking and dynamic studies. The molecular docking study showed that EMP-1 had binding energy of -7.17 kcal/mol. The spatial arrangement of EMP-1 was similar to the positive control of doxorubicin. These results indicate that EMP-1 compound potentially developed as anti-breast cancer.