Synthesis, Crystal Structure, and Biological Evaluation of a Series of Phloretin Derivatives

Molecules

Li Wang²  Zheng-Wei Li⁴  Wei Zhang¹  Rui Xu²  Fei Gao¹  Yang-Feng Liu³  Ya-Jun Li¹ 

[1] Department of Neurology, The Affiliated Hospital of Xi’an Medical University, Xi’an 710077, China;Department of Scientific Research, The Affiliated Hospital of Xi’an Medical University, Xi’an 710077, China;Department of Neurology, The People’s Liberation Army No. 451 Hospital, Xi’an 710032, China;Department of Anesthesia, The Affiliated Hospital of Xi’an Medical University, Xi’an 710077, China

关键词: phloretin derivatives;    X-ray diffraction analysis;    mechanism;    anticancer activity;   

DOI  :  10.3390/molecules191016447

来源: mdpi

【 摘 要 】

A one-step synthesis of phloretin derivatives 2–11 from phloretin in good to excellent yields is reported. Their structures were characterized by ¹H-NMR, ¹³C-NMR and MS, and the structures of 8 and 11 were determined by X-ray diffraction analysis. A mechanism for the formation of 9–11 is proposed. Compared with the anticancer drug docetaxel, phloretin, phloretin derivatives and phlorizin exhibited moderate cytotoxicity toward the MDA-MB-231, SPC-A1, A549, MCF-7 and EC109 cell lines. Among all of the tested compounds, 7 exhibited the strongest cytotoxicity toward the five cell lines and was more active than docetaxel in MDA-MB-231 cells. Our findings suggest that these derivatives hold great promise for further development as anticancer agents.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.