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Molecules 2018, 23(8), 1972;

Design, Synthesis, and Antiproliferative Evaluation of Novel Coumarin/2-Cyanoacryloyl Hybrids as Apoptosis Inducing Agents by Activation of Caspase-Dependent Pathway

School of Biological Science and Technology, University of Jinan, Jinan 250022, China
The Key Laboratory of Animal Resistant Biology of Shandong College of Life Sciences, Shandong Normal University, Jinan 250014, China
These authors contributed equally to this work.
Authors to whom correspondence should be addressed.
Academic Editor: Pawel Kafarski
Received: 18 July 2018 / Revised: 29 July 2018 / Accepted: 31 July 2018 / Published: 7 August 2018
(This article belongs to the Special Issue Design and Synthesis of Bioactive Compounds)
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A series of novel coumarin/2-cyanoacryloyl hybrids were prepared and evaluated for their in vitro anticancer activity. Among them, two analogs 5p and 5q showed promising antiproliferative activity against a panel of cancer cell lines, including A549, H157, HepG2, MCF7, MG63, and U2OS. Particularly, 5q showed the most potent activity towards MG63 cells with an IC50 value of 5.06 ± 0.25 μM. Morphological observation and 4,6-diamidino-2-phenylindole (DAPI) staining assay showed that 5q-treated MG63 cells displayed significant apoptosis characteristics. Moreover, flow cytometric detection of phosphatidylserine externalization revealed that 5q induced MG63 apoptosis in a dose-dependent manner. Real-time PCR and western blot assay further confirmed that 5q had strong effects to induce MG63 cell apoptosis, suggesting that the action was associated with down-regulation of the anti-apoptotic protein Bcl-2, upregulation of pro-apoptotic protein Bax, and induced activation of caspase-3, 8, and 9. The present results provide a new chemotype for anticancer drug development and continuing investigation into candidates with coumarin/2-cyanoacryloyl scaffold is warranted. View Full-Text
Keywords: coumarin; 2-cyanoacryloyl; antiproliferative activity; apoptosis; caspase coumarin; 2-cyanoacryloyl; antiproliferative activity; apoptosis; caspase

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Zhang, Y.-Y.; Zhang, Q.-Q.; Song, J.-L.; Zhang, L.; Jiang, C.-S.; Zhang, H. Design, Synthesis, and Antiproliferative Evaluation of Novel Coumarin/2-Cyanoacryloyl Hybrids as Apoptosis Inducing Agents by Activation of Caspase-Dependent Pathway. Molecules 2018, 23, 1972.

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