title: Synthesis, crystal structure, and biological evaluation of a series of phloretin derivatives.
abstract: 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.
authors.affiliation: Department of Scientific Research, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China. piaolanger7828@163.com.
authors.forename: Li
authors.initials: L
authors.lastname: Wang
authors.affiliation: Department of Anesthesia, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China.
authors.forename: Zheng-Wei
authors.initials: ZW
authors.lastname: Li
authors.affiliation: Department of Neurology, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.affiliation: Department of Scientific Research, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China.
authors.forename: Rui
authors.initials: R
authors.lastname: Xu
authors.affiliation: Department of Neurology, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China.
authors.forename: Fei
authors.initials: F
authors.lastname: Gao
authors.affiliation: Department of Neurology, The People's Liberation Army No. 451 Hospital, Xi'an 710032, China.
authors.forename: Yang-Feng
authors.initials: YF
authors.lastname: Liu
authors.affiliation: Department of Neurology, The Affiliated Hospital of Xi'an Medical University, Xi'an 710077, China. liyajun9@hotmail.com.
authors.forename: Ya-Jun
authors.initials: YJ
authors.lastname: Li
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D000077143:Docetaxel; D006801:Humans; D061986:MCF-7 Cells; D008958:Models, Molecular; D010693:Phloretin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D010695:Phlorhizin / Q000737:chemistry / Q000494:pharmacology*; D066244:Proton Magnetic Resonance Spectroscopy; D043823:Taxoids / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D043823:Taxoids; D000077143:Docetaxel; D010695:Phlorhizin; D010693:Phloretin