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环保型合成及一些氧代二芳基酮的抗增殖活性评价。

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

机构信息

Facultad de Ciencias de la Salud, Universidad Arturo Prat, Casilla 121, Iquique 1100000, Chile.

出版信息

Molecules. 2013 Aug 16;18(8):9818-32. doi: 10.3390/molecules18089818.

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 μM, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).

摘要

通过太阳能诱导的 1,4-苯醌和 1,4-萘醌与苯甲醛的 Friedel Crafts 酰化反应,合成了广泛的氧取代二芳基酮。对光产物在前列腺(DU-145)、膀胱(T24)和乳腺(MCF7)人源性肿瘤细胞系中的体外增殖特性进行了评估,并与非肿瘤小鼠成纤维细胞(Balb/3T3)进行了比较。在测试的化合物中,发现那些含有 3,4,5-三甲氧基苯基 A 环的化合物,如 12 和 22,对 DU-145 的活性更高,EC50 值分别为 1.2 和 5.9 μM。通过比较它们对三种癌细胞系的影响,类似物 22 具有最佳的平均选择性指数(2.4)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f080/6270201/7058d41dc8a9/molecules-18-09818-g001.jpg

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