USD Conference Systems, International Conference on Sustainable Natural Products in Healthcare 2025

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Synthesis of 3-(4-Chlorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one as a p53 Mutant Reactivator
Jeffry Julianus

Last modified: 2025-05-25

Abstract


The presence of p53 mutants in the nuclei of cancer cells results in gain-of-function effects. These effects lead to poor prognosis in cancer patients with p53 mutations. This study aimed to synthesize 3-(4-chlorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one. The synthesis was carried out using the Knoevenagel condensation method. We reacted 0.025 mmol of 4-chlorobenzaldehyde with 0.025 mmol of ethyl acetoacetate in the presence of 0.025 mmol of diethylamine as a catalyst. The mixture was stirred for 1 hour at room temperature. The synthesized compound was recrystallized using a hot distilled water and ethanol mixture (3:2). This process yielded a yellowish-white crystal with a yield of 26% and a melting point range of 149.5–150.9°C. Structural elucidation using infrared spectrophotometry, mass spectrometry, and 1H and 13C nuclear magnetic resonance confirmed that the synthesized compound was 3-(4-chlorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one.


Keywords


Cancer; 3-(4-chlorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one; Knoevenagel condensation; p53 mutant; p53 mutant reactivator