Abstract

Four chalcones, (E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one (A), (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one (B), (E)-3-(4-hydroxyphenyl)-1-(4-methoxyphenyl)prop‑2-en-1-one (C) and (E)-3-(4-bromophenyl)-1-(4-methoxyphenyl)prop‑2-en-1-one (D), were synthesized and characterized by 1H and 13C solution-state NMR, 13C solid-state NMR and single-crystal X-ray diffraction. The different interactions (hydrogen bonding and π- interactions) observed in the crystal structures of these four molecules were confirmed in the solid-state data as well as in the Hirshfeld surface analysis. The in vitro cytotoxicity of these molecules was also evaluated against human acute lymphoblastic leukemia (CEM), human breast adenocarcinoma (MCF7), human cervical carcinoma (HeLa), human malignant melanoma cell lines (G-361), and normal human skin fibroblasts (BJ). A, B, C and D displayed cytotoxicity in at least two cell lines. A, B, and C were strongly cytotoxic against CEM cells while B and C showed selectivity by not affecting the growth of the normal human skin fibroblasts.

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