Syntheses, spectroscopic characterization and application to DNA determination of novel fluorescent pyridophenazine derivatives

被引:5
作者
Zhang, Wei [1 ]
Chen, Qiu-Mao [2 ]
Cheng, Xi [1 ]
Wu, Ning [1 ]
Yi, Guo-Bin [2 ]
Li, Ding [1 ]
Tan, Jia-Heng [1 ]
Huang, Zhi-Shu [1 ]
Gu, Lian-Quan [1 ]
An, Lin-Kun [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
[2] Guangdong Univ Technol, Fac Light Ind & Chem Engn, Guangzhou 510006, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Pyridophenazine derivative; Fluorescent molecule; DNA probe; DNA intercalator; DNA determination; Relative quantum yield; PALLADIUM-CATALYZED AMINATION; DEOXYRIBONUCLEIC-ACID; TOPOISOMERASE-I; NUCLEIC-ACIDS; BINDING; PROBES; DYES; 33258-HOECHST; CTMAB; RED;
D O I
10.1016/j.dyepig.2013.04.025
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of pyridophenazine derivatives were synthesized and characterized as DNA intercalating fluorophores. These pyridophenazines showed absorption maxima at ca. 450 nm, and some compounds exhibited strong fluorescence at ca. 530 nm with excellent quantum yields in ethyl acetate solution. DNA binding properties of these pyridophenazines to calf thymus DNA (CT DNA) were studied in phosphate buffered saline at pH 7.4 by means of fluorescence titration. All compounds showed high binding affinity toward CT DNA with binding constant values in the range of 10(6) M-1, with fluorescence enhancement upon their binding to CT DNA. The fluorescent aminoethylpiperidine substituted pyridophenazine was employed as a sensitive agent for DNA determination with a limit of detection of 65 nM over a linear range of 100-1000 nM. The fluorescence titration and Top1 mediated DNA unwinding assay showed that this derivative exhibited DNA intercalation. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:82 / 89
页数:8
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