Synthesis of alnustone-like diarylpentanoids via a 4 + 1 strategy and assessment of their potential anticancer activity

Authors: NESLİHAN ÇELEBİOĞLU, ÖZLEM ÖZDEMİR TOZLU, HASAN TÜRKEZ, HASAN SEÇEN

Abstract: Twelve compounds with a 1,5-diaryl-1-penten-3-one structure were synthesized and their cytotoxic activities were evaluated. The 1,5-diaryl-1-penten-3-one compounds were obtained via in situ enaminations of 4-phenyl-2-butanone and 4-(4-hydroxyphenyl)-2- butanone in the presence of pyrrolidine-AcOH, followed by condensation with six different benzaldehydes. The synthesized compounds were tested for their cytotoxic activity against human glioblastoma (U87-MG), breast (MCF-7), and prostate (PC-3) cancer cell lines. Some of the novel compounds exhibited remarkable cytotoxic action, especially against MCF-7 cancer cells.

Keywords: 1,5-Diarylpentanoid, cytotoxic activity, breast cancer, prostate cancer, glioblastoma, anticancer effect

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