European Journal of Medicinal Chemistry p. 562 - 569 (2014)
Update date:2022-08-17
Topics:
Rahmani-Nezhad, Samira
Safavi, Maliheh
Pordeli, Mahboobeh
Ardestani, Sussan Kabudanian
Khosravani, Leila
Pourshojaei, Yaghoub
Mahdavi, Mohammad
Emami, Saeed
Foroumadi, Alireza
Shafiee, Abbas
A series of 2-aryl-3-nitro-2H-chromenes 4a-u were designed as hybrid analogs of flavanone, β-nitrostyrene and nitrovinylstilbene scaffolds. They were synthesized from the reaction of appropriate β-nitrostyrenes and salicylaldehydes in good yields. In vitro cytotoxic activities of compounds 4a-u were tested against breast cancer cell lines including MCF-7, T-47D and MDA-MB-231. Most compounds exhibited good cytotoxic activity against selected cell lines, being more potent than standard drug etoposide. Representatively, 8-methoxy-3-nitro-2-(4-chlorophenyl)-2H-chromene (4l) with IC50 Combining double low line 0.2 μ4M against MCF-7 cells, was 36-times more potent than etoposide. Apoptosis as a mechanism of cell death for selected compounds 4h and 4l was confirmed morphologically by acridine orange/ethidium bromide double staining and TUNEL analysis, as well as caspase-3 activation assay.
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