Abstract
Design and synthesis of two series of novel double Schiff-base substituted 4-piperidone/cyclohexanone derivatives, like curcumin analogues, series 1 (1a–d) and 2 (2a–e) were generated and characterized by 1H NMR, 13C NMR, IR, and elemental analysis. The anticancer activities against human carcinoma cell lines HePG2, HeLa, K562, THP-1, and their cytotoxicities for LO2 cell lines were subsequently evaluated by the MTT method. The results show that series 2 (2a–e) have the better anticancer activity than series 1 (1a–d) in spite of the bigger cytotoxicity of series 2. Structure analysis shows that the N-methyl-4-piperidinone group and the introduction of hydroxy is helpful for improving their anticancer activity, especially 2a, 2d and 2e, and their IC50 values against THP-1 cells can reach 0.69–0.96 μM.
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Acknowledgments
We are grateful for financial support from the National Natural Science Foundation of China (No. 21402010), the Foundation of Shandong province (Nos. ZR2013BM022, ZR2014HP006, ZR2014BL008, 2014CGZH1316, 2015GGX102013), and the Foundation of Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals (No. ZDSYS-KF201505).
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Qin Chen and Yun Hou have contributed equally to this work.
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Chen, Q., Hou, Y., Hou, GG. et al. Design, synthesis, anticancer activity and cytotoxicity of novel 4-piperidone/cyclohexanone derivatives. Res Chem Intermed 42, 8119–8130 (2016). https://doi.org/10.1007/s11164-016-2583-y
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DOI: https://doi.org/10.1007/s11164-016-2583-y