SYNTHESIS OF N-ASETILPIRAZOLINA VERATRALDEHIDA AND 4-HIDROKSIASETOFENON cytotoxicity TESTS AND TO SOME OF CANCER CELLS
ABSTRACT: Synthesis of N-acetylpyrazoline and its cytotoxicity test against some cancer cells have been carried out. The chalcone [1-(4-hydroxyphenyl)-3-(3,4-dimetoxyphenyl) propanol] has been synthesized from veratraldehyde and 4-hydroxyacetophenone under alkaline condition via Claisen-Schmidt condensation. After that, refluxing the mixture of chalcone, hydrazine monohydrate and glacial acetic acid yielded N-acetylpyrazoline [1-Acetyl-3-(4-hydroxyphenyl)-5-(3,4-dimetoxyphenyl) pyrazoline]. All of the products were analyzed using FT-IR, GC-MS, 1H- and 13C-NMR spectrometers and the testing anticancer cytotoxicity toward Vero cell, HeLa, MCF-7 and T47D cancer cells were performed by MTT assay. The Claisen-Schmidt condensation between veratraldehyde and 4-hydroxyacetophenone in the presence of NaOH 40%(w/v) under stirring for 48 hours, yielded chalcone in 84.51%. The cyclization reaction between chalcone, hydrazine monohydrate and glacial acetic acid under reflux for 6 hours produced N-acetylpyrazoline in 88.28% yield. The result of cytotoxicity test againts cancer cells showed that the IC50 of N-acetylpyrazoline againts Vero cell, HeLa, MCF-7 and T47D cancer cells were 43958; 7642; 680 and 2702 µg/mL, respectively. The N-acetylpyrazoline was not toxic againts cancer cells and did could not extinguish the Vero normal cells. key words: veratraldehyde, chalcone, N-acetylpyrazoline, anticancer test.
