Novel 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives: Synthesis, characterization and anticancer activity
Novel 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives: Synthesis, characterization and anticancer activity
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DOI：
10.1016/j.ejmech.2017.05.017
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发表时间：
2017-08-18
影响因子：
6.7
通讯作者：
Ari, Ferda
中科院分区：
文献类型：
--
作者：
Coskun, Demet;Erkisa, Merve;Ari, Ferda
癌症治疗仍然需要发现新的化合物。查耳酮及其衍生物在不同的癌细胞中表现出抗癌潜力。以1-（7-乙氧基-1-苯并呋喃-2-基）乙酮为原料，通过碱催化Claisen-Schmidt反应，合成了一系列新的苯并呋喃取代查耳酮衍生物3a-j，并通过元素分析、红外光谱、核磁共振氢谱和核磁共振碳谱等技术对产物进行了表征。通过SRB和ATP细胞活力测定在乳腺癌（MCF-7）、非小细胞肺癌（A549）和前列腺癌（PC-3）细胞系中测试查耳酮化合物的抗生长作用。线粒体膜电位、Annexin V染色和caspase 3/7活性检测细胞凋亡。活性氧簇的形成由DCFDA测定。结果表明，查耳酮衍生物具有抗癌活性，特别是查耳酮衍生物3a显示出对癌细胞的细胞毒性作用。此外，查耳酮衍生物3a通过胱天蛋白酶依赖性途径在前列腺癌、肺癌和乳腺癌细胞中诱导凋亡。(C)2017年Elsevier Masson SAS。All rights reserved.
Cancer treatment still requires new compounds to be discovered. Chalcone and its derivatives exhibit anticancer potential in different cancer cells. A new series of benzofuran substituted chalcone derivatives was synthesized by the base-catalyzed Claisen-Schmidt reaction of the 1-(7-ethoxy-1-benzofuran-2-yl) ethanone with different aromatic aldehydes to yield 1-(7-ethoxy-1-benzofuran-2-yl) substituted chalcone derivatives 3a-j. The derivatives were characterized by elemental analysis, FT-IR, H-1 NMR and C-13 NMR spectroscopy techniques. The anti-growth effect of chalcone compounds was tested in breast cancer (MCF-7), non-small cell lung cancer (A549) and prostate cancer (PC-3) cell lines by the SRB and ATP cell viability assays. Apoptosis was detected by mitochondrial membrane potential, Annexin V staining and caspase 3/7 activity. Formation of reactive oxygen species was determined by DCFDA. The results revealed that chalcone derivatives have anticancer activity with especially chalcone derivative 3a showing cytotoxic effects on cancer cells. In addition, chalcone derivative 3a induced apoptosis through caspase dependent pathways in prostate, lung and breast cancer cells. (C) 2017 Elsevier Masson SAS. All rights reserved.