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

来源：

DYES AND PIGMENTS | 2013年 / 99卷 / 01期

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

页码：82 / 89

页数：8

共 45 条

[41] Synthesis of a novel fluorescent probe based on acridine skeleton used for sensitive determination of DNA [J].

Wu, Menghui ;

Wu, Wenqiang ;

Gao, Xi ;

Lin, Xucong ;

Xie, Zenghong .

TALANTA, 2008, 75 (04) :995-1001

[42] A Novel DNA Topoisomerase I Inhibitor with Different Mechanism from Camptothecin Induces G2/M Phase Cell Cycle Arrest to K562 Cells [J].

Wu, Ning ;

Wu, Xi-Wei ;

Agama, Keli ;

Pommier, Yves ;

Du, Jun ;

Li, Ding ;

Gu, Lian-Quan ;

Huang, Zhi-Shu ;

An, Lin-Kun .

BIOCHEMISTRY, 2010, 49 (47) :10131-10136

[43] Dopamine D1/D5 receptor antagonists with improved pharmacokinetics:: Design, synthesis, and biological evaluation of phenol bioisosteric analogues of benzazepine D1/D5 antagonists [J].

Wu, WL ;

Burnett, DA ;

Spring, R ;

Greenlee, WJ ;

Smith, M ;

Favreau, L ;

Fawzi, A ;

Zhang, HT ;

Lachowicz, JE .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (03) :680-693

[44] Synthesis of novel bispyrene diamines and their application as ratiometric fluorescent probes for detection of DNA [J].

Yang, Yubin ;

Ji, Shaomin ;

Zhou, Fuke ;

Zhao, Jianzhang .

BIOSENSORS & BIOELECTRONICS, 2009, 24 (12) :3442-3447

[45] Spectroscopic Studies of Interaction of Chlorobenzylidine with DNA [J].

Zhong, WY ;

Yu, JS ;

Huang, WL ;

Ni, KY ;

Liang, YQ .

BIOPOLYMERS, 2001, 62 (06) :315-323

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