Interactions of 4,4-diaminoazobenzene derivatives with telomeric G-quadruplex DNA

被引:3
|
作者
McCallum, Jeremy E. B. [1 ]
Coyle, Christopher W. [2 ]
Elson, Ryan R. [1 ]
Titterington, Blake A. [3 ]
机构
[1] Loyola Marymount Univ, Dept Chem & Biochem, 1 LMU Dr, Los Angeles, CA 90045 USA
[2] Emory Univ, Mol & Syst Pharmacol, Atlanta, GA 30322 USA
[3] Creighton Univ, Sch Med, Omaha, NE USA
来源
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2018年 / 37卷 / 03期
关键词
G-quadruplexes; 4; 4-diaminoazobenzene; photoisomerization; circular dichroism; CIRCULAR-DICHROISM; BINDING;
D O I
10.1080/15257770.2018.1442578
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The development of small molecules to stabilize the G-quadruplex structure has garnered significant attention for anticancer drug discovery. Herein, we report the synthesis of several 4,4-diaminoazobenzene derivatives containing different substituent groups and their ability to bind and stabilize telomeric G-quadruplex DNA. Circular dichroism (CD) spectroscopy was performed to characterize the quadruplex topologies, measure stabilization effects, and evaluate their capabilities for conformational photoregulation. 4,4-Diaminoazobenzene derivatives were found to moderately stabilize quadruplex structures but not affect conformational photoregulation. This work further develops the design and general understanding of the stabilization effects of small molecules with telomeric G-quadruplex DNA.
引用
收藏
页码:169 / 178
页数:10
相关论文
共 50 条
  • [21] Interactions Between Spermine-Derivatized Tentacle Porphyrins and The Human Telomeric DNA G-Quadruplex
    Sabharwal, Navin C.
    Chen, Jessica
    Lee, Joo Hyun
    Gangemi, Chiara M. A.
    D'Urso, Alessandro
    Yatsunyk, Liliya A.
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2018, 19 (11)
  • [22] Design, synthesis of 4,5-diazafluorene derivatives and their anticancer activity via targeting telomeric DNA G-quadruplex
    Zhou, Kang
    Liu, Jiachun
    Xiong, Xuqiong
    Cheng, Mei
    Hu, Xiaolin
    Narva, Suresh
    Zhao, Xiaoyin
    Wu, Yanling
    Zhang, Wen
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 178 : 484 - 499
  • [23] Targeting human telomeric G-quadruplex with perfluoroalkyl metal phthalocyanine derivatives
    Liu, Linan
    Wu, Yanling
    Jiang, Shikun
    Qiu, Tao
    Zhang, Hongfei
    Zhang, Wen
    FUTURE MATERIALS ENGINEERING AND INDUSTRY APPLICATION, 2012, 365 : 382 - +
  • [24] NOVEL ANTHRATHIOPHENE DERIVATIVES BIND TELOMERIC G-QUADRUPLEX AND INHIBIT TELOMERASE
    Shchekotikhin, A. E.
    Dezhenkova, L. G.
    Glazunova, V. A.
    Kaluzhny, D. N.
    Ilyinsky, N. S.
    Shtil, A. A.
    Preobrazhenskaya, M. N.
    Lin, J. J.
    Huang, H. S.
    ANNALS OF ONCOLOGY, 2010, 21 : 32 - 33
  • [25] Specific interactions of distamycin with G-quadruplex DNA
    Cocco, MJ
    Hanakahi, LA
    Huber, MD
    Maizels, N
    NUCLEIC ACIDS RESEARCH, 2003, 31 (11) : 2944 - 2951
  • [26] Human telomeric G-quadruplex: thermodynamic and kinetic studies of telomeric quadruplex stability
    Chaires, Jonathan B.
    FEBS JOURNAL, 2010, 277 (05) : 1098 - 1106
  • [27] EFFECT OF TWEEN 80 ON THE STABILITY AND CONFORMATION OF TELOMERIC G-QUADRUPLEX DNA
    Elhaty, Ismail A.
    CHEMISTRY & CHEMICAL TECHNOLOGY, 2023, 17 (03): : 567 - 573
  • [28] Thermodynamics of DNA ligands binding at specific sites of telomeric G-quadruplex
    Kaluzhny, D.
    Mamaeva, O.
    Beniaminov, A.
    Shchyolkina, A.
    Livshits, M.
    FEBS JOURNAL, 2016, 283 : 171 - 171
  • [29] Effect of G-Quadruplex Polymorphism on the Recognition of Telomeric DNA by a Metal Complex
    Musetti, Caterina
    Krapcho, A. Paul
    Palumbo, Manlio
    Sissi, Claudia
    PLOS ONE, 2013, 8 (03):
  • [30] Computational Probing of the Folding Mechanism of Human Telomeric G-Quadruplex DNA
    Kim, Hyeonjun
    Kim, Eunae
    Pak, Youngshang
    JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2023, 63 (20) : 6366 - 6375