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Eco-friendly synthesis and antiproliferative evaluation of some oxygen substituted diaryl ketones.


ABSTRACT: A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC50 values of 1.2 and 5.9 ?M, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).

SUBMITTER: Arenas P 

PROVIDER: S-EPMC6270201 | biostudies-literature | 2013 Aug

REPOSITORIES: biostudies-literature

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Eco-friendly synthesis and antiproliferative evaluation of some oxygen substituted diaryl ketones.

Arenas Paola P   Peña Andrés A   Ríos David D   Benites Julio J   Muccioli Giulio G GG   Calderon Pedro Buc PB   Valderrama Jaime A JA  

Molecules (Basel, Switzerland) 20130816 8


A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such  ...[more]

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