Synthesis, Cytotoxicity, DNA Binding and Apoptosis of Rhein-Phosphonate Derivatives as Antitumor Agents

International Journal of Molecular Sciences

Man-Yi Ye¹  Gui-Yang Yao¹  Jing-Chen Wei²  Ying-Ming Pan¹  Zhi-Xin Liao³ 

[1] State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry & Chemical Engineering of Guangxi Normal University, Guilin 541004, China; E-Mails:;College of Pharmacy, Guilin Medical University, Guilin 541004, China; E-Mail:;Department of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China; E-Mail:

关键词: rhein;    phosphonate;    synthesis;    cytotoxicity;    apoptosis;    DNA binding;   

DOI  :  10.3390/ijms14059424

来源: mdpi

【 摘 要 】

Several rhein-phosphonate derivatives (5a–c) were synthesized and evaluated for in vitro cytotoxicity against HepG-2, CNE, Spca-2, Hela and Hct-116 cell lines. Some compounds showed relatively high cytotoxicity. Especially compounds 5b exhibited the strongest cytotoxicity against HepG-2 and Spca-2 cells (IC₅₀ was 8.82 and 9.01 μM), respectively. All the synthesized compounds exhibited low cytotoxicity against HUVEC cells. Further experiments proved that 5b could disturb the cell cycle in HepG-2 cells and induce apoptosis. In addition, the binding properties of a model conjugate 5b to DNA were investigated by methods (UV-Vis, fluorescence, CD spectroscopy). Results indicated that 5b showed moderate ability to interact ct-DNA.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland