Synthesis of N-acetyl-2,4-Based pirazolina Dihidroksiasetofenon and p-anisaldehyde and cytotoxicity against some cancer cells
ABSTRACT: Synthesis of N-acetyl pyrazoline derivative and it�s citotoxicity toward cancer cells have been carried out. The first aim of this research was to study the effect of double catalyst KOH-montmorillonite in the synthesis of chalcone from 2,4-dihidroxyacetophenone and p-anisaldehyde by conventional (stirring) and sonochemistry methods. The second was to study the cyclocondensation reaction to yield N-acetyl pyrazoline by conventional (reflux) and sonochemistry methods. The structure of chalcone and N-acetyl pyrazoline were elucidated by FT-IR, GC-MS, 1H- dan 13C-NMR spectrometers. In addition, the toxicity of N-acetyl pyrazoline againts HeLa, MCF-7, T47D, and Vero cells were tested via in vitro by determination of their IC50 values. Synthesis of chalcone by sonochemistry method without montmorillonit gave the optimum product in 7 hours with 48.12% yield. Cyclocondensation reaction of chalcone with hydrazine monohydrate and glacial acetic acid in methanol also produced in high yield by sonochemistry method. The product of N-acetyl pirazoline was yielded in 82.84% as pale white solid with m.p 243-245 °C. The IC50 value againts Hela, MCF-7, T47D, and Vero cells were 346, 288, 630, and 191 μg/mL, respectively. It was concluded that the N-acetyl pyrazoline showed no-significant anticancer activity.