Nuclear magnetic resonance studies reveal stabilization of parallel G-quadruplex DNA [d(T2G4T)]4 upon binding to protoberberine alkaloid coralyne

被引:10
作者
Padmapriya, Kumar [1 ]
Barthwal, Ritu [1 ]
机构
[1] Indian Inst Technol Roorkee, Dept Biotechnol, Roorkee 247667, Uttar Pradesh, India
关键词
G-quadruplex DNA; Coralyne; Alkaloid; Circular Dichroism; Nuclear magnetic resonance; Thermal stabilization; STRANDED G-QUADRUPLEX; TELOMERIC SEQUENCE; ACTINOMYCIN-D; P-31; NMR; INTERCALATION; DUPLEX; ACID; RECOGNITION; DERIVATIVES; DISTAMYCIN;
D O I
10.1016/j.bmcl.2016.09.016
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Stabilization of G-quadruplex DNA structures in human telomeric and proto-oncogenic promoter regions upon ligand binding has evolved as a viable anti-cancer strategy. We have studied interaction of coralyne, a human telomerase inhibiting protoberberine alkaloid, with parallel stranded tetrameric G-quadruplex DNA [d(T(2)G(4)T)](4) using Circular Dichroism (CD) and nuclear magnetic resonance (NMR) spectroscopy. Appearance of induced CD band and the Diffusion Ordered NMR Spectroscopy (DOSY) experiments confirm the formation of well defined coralyne-DNA complex. H-1 and P-31 NMR studies reveal that coralyne specifically recognizes T2pG3 and G6pT7 steps in DNA. Guanine imino protons indicate that coralyne binding induces thermal stabilization of the G-quadruplex DNA by >20 degrees C. The observed specific changes and thermal stabilization of DNA upon binding may be attributed to inhibition of telomerase by coralyne. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4915 / 4918
页数:4
相关论文
共 49 条
[11]   A dual-site simultaneous binding mode in the interaction between parallel-stranded G-quadruplex [d(TGGGGT)]4 and cyanine dye 2,2′-diethyl-9-methyl-selenacarbocyanine bromide [J].
Gai, Wei ;
Yang, Qianfan ;
Xiang, Junfeng ;
Jiang, Wei ;
Li, Qian ;
Sun, Hongxia ;
Guan, Aijiao ;
Shang, Qian ;
Zhang, Hong ;
Tang, Yalin .
NUCLEIC ACIDS RESEARCH, 2013, 41 (04) :2709-2722
[12]   Boolean-logic-based nano-platform for competitive detection of biomacromolecules, surfactants, and explosives [J].
Gao, Zhong Feng ;
Huang, Wei Tao ;
Ren, Wang ;
Ling, Yu ;
Luo, Hong Qun ;
Li, Nian Bing .
SENSORS AND ACTUATORS B-CHEMICAL, 2015, 210 :225-231
[13]   Solvent Effects on the Thermodynamics and Kinetics of Coralyne Self-Aggregation [J].
Garcia, Begona ;
Ibeas, Saturnino ;
Ruiz, Rebeca ;
Leal, Jose M. ;
Biver, Tarita ;
Boggioni, Alessia ;
Secco, Fernando ;
Venturini, Marcella .
JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (01) :188-196
[14]   Two-Dimensional, pH-Responsive Oligoglycine-Based Nanocarriers [J].
Garriga, Rosa ;
Jurewicz, Izabela ;
Romero, Elena ;
Jarne, Carmen ;
Cebolla, Vicente L. ;
Dalton, Alan B. ;
Munoz, Edgar .
ACS APPLIED MATERIALS & INTERFACES, 2016, 8 (03) :1913-1921
[15]  
Gatto B, 1996, CANCER RES, V56, P2795
[16]   Drug recognition and stabilisation of the parallel-stranded DNA quadruplex d(TTAGGGT)4 containing the human telomeric repeat [J].
Gavathiotis, E ;
Heald, RA ;
Stevens, MFG ;
Searle, MS .
JOURNAL OF MOLECULAR BIOLOGY, 2003, 334 (01) :25-36
[17]   HELIX FORMATION BY GUANYLIC ACID [J].
GELLERT, M ;
LIPSETT, MN ;
DAVIES, DR .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1962, 48 (12) :2013-&
[18]   A TELOMERIC SEQUENCE IN THE RNA OF TETRAHYMENA TELOMERASE REQUIRED FOR TELOMERE REPEAT SYNTHESIS [J].
GREIDER, CW ;
BLACKBURN, EH .
NATURE, 1989, 337 (6205) :331-337
[19]   Studies on α-, β-, and γ-cyclodextrin inclusion complexes of isoquinoline alkaloids berberine, palmatine and coralyne [J].
Hazra, Soumitra ;
Hossain, Maidul ;
Kumar, Gopinatha Suresh .
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2014, 78 (1-4) :311-323
[20]   Interactions of Actinomycin D with Human Telomeric G-Quadruplex DNA [J].
Hudson, Jason S. ;
Brooks, Sonja C. ;
Graves, David E. .
BIOCHEMISTRY, 2009, 48 (21) :4440-4447