SYNTHESIS OF N-acetyl PIRAZOLINA BASED 4-HIDROKSIASETOFENON BASIC AND TEST toxicity to vanillin AND SOME CANCER CELLS
ABSTRACT: N-acetyl pyrazoline synthesis based from vanillin and 4-hydroxyacetophenone and its in vitro test as an anticancer agent have been conducted. The purposes of this research were to study the formation of N-acetyl pyrazoline from chalcone, which was yielded from reaction between vanillin and 4-hydroxyasetophenone, and also to test the cytotoxicity by determining the IC50 values of N-acetyl pyrazoline against HeLa, MCF-7, T47D cancer cells and Vero normal cell. The first synthesis was carried out by stirring a mixture of vanillin and 4- hydroxyacetophenone in methanol in the presence of KOH 40% (w/v) and montmorillonite KSF for 48 h. The second step was cyclization reaction of chalcone, hydrazine monohydrate and glacial acetic acid under reflux for 24 hours. The structure elucidation was done by TLC method, FT-IR, GC-MS, 1H- and 13C-NMR spectrometers. Anticancer test was performed towards some cancer cells and also normal cell with MTT method. The product of chalcone was yielded as yellow solid with m.p 228.7 to 229.6 °C in 34.57%. Chalcone was reacted with hydrazine monohydrate and glacial acetic acid in methanol to give greyish white solid with m.p 179.6 to 180.6 °C in 86.43%. The IC50 values of N-acetyl pyrazoline against Vero cells, HeLa, MCF-7 and T47D were 101.25; 78.73; 86.40; and 1318.25 μg/mL, respectively. It was concluded that N-acetyl pyrazoline has potential as an anticancer agent towards HeLa cervix cancer and MCF-7 breast cancer.
