Citation: OU Zhi-Ze, JU Bao-Long, GAO Yun-Yan, WANG Zi-Chao, HUANG Gan, QIAN Yi-Meng. Alkynylplatinum(Ⅱ) 2,6-Bis(N-ethylbenzimidazol-2'-yl)pyridine Complexes: Effect of Alkynyl Ligand on G-quadruplex Binding Properties and Anticancer Activity[J]. Acta Physico-Chimica Sinica, ;2015, 31(12): 2386-2394. doi: 10.3866/PKU.WHXB201510137 shu

Alkynylplatinum(Ⅱ) 2,6-Bis(N-ethylbenzimidazol-2'-yl)pyridine Complexes: Effect of Alkynyl Ligand on G-quadruplex Binding Properties and Anticancer Activity

1.
The Key Laboratory of Space Applied Physics and Chemistry, Ministry of Education, School of Science, Northwestern Polytechnical University, Xi'an 710072, P. R. China

Corresponding author: OU Zhi-Ze, GAO Yun-Yan,
Received Date: 20 July 2015
Available Online: 9 October 2015
Fund Project: 国家自然科学基金(21073143) (21073143) 教育部“春晖计划”基金(Z2009-1-71002, Z2009-1-71006) (Z2009-1-71002, Z2009-1-71006) 西北工业大学研究生创新种子基金(Z2015152) (Z2015152)

Three alkynylplatinum(Ⅱ)-2,6-bis(N-ethylbenzimidazol-2'-yl)pyridine complexes 2-4 were synthesized and characterized. The alkynyl ligand in complex 2 is the anticancer drug erlotinib. The interactions between the Pt(Ⅱ) complexes and G-quadruplexes, including human telomeric (Hetelo) and cmyc oncogene (c-myc) quadruplexes, were investigated using UV-Vis spectroscopy, circular dichroism (CD), and fluorescence resonance energy transfer (FRET) melting assays. These studies show that the Pt(Ⅱ) complexes 2-4 have high affinities for G-quadruplexes (K_a > 10⁶ L·mol^-1), and can promote the formation of G-quadruplexes even in the absence of alkali cations. The Pt(Ⅱ) complexes 2 and 3, containing a phenylacetylene moiety, induce a high degree of stabilization of the c-myc G-quadruplex, with a melting temperature increase (ΔT_m) of more than 24 ℃, but complex 4, containing a propyne moiety, only induces ΔT_m of 9.0 ℃. These results indicate that the structure of the alkynyl ligand is important in the interactions between Pt(Ⅱ) complexes and G-quadruplexes. The cytotoxicity of complex 2 to the human adenocarcinoma A549 cell line is higher than those of complexes 3, 4, and erlotinib.
- G-quadruplex,
- Platinum(Ⅱ) complex,
- Anticancer activity,
- DNA interaction,
- Alkynyl ligand
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