Synthesis and evaluation of 10-(3,5-dimethoxy)benzyl-9(10H)-acridone derivatives as selective telomeric G-quadruplex DNA ligands

被引：23
作者：
Gao, Chunmei [1 ,2 ]
Li, Shangfu [1 ,3 ]
Lang, Xuliang [2 ,4 ]
Liu, Hongxia [1 ,3 ]
Liu, Feng [1 ,2 ]
Tan, Chunyan [1 ,2 ]
Jiang, Yuyang [1 ,4 ,5 ]
机构：
[1] Tsinghua Univ, Grad Sch Shenzhen, Minist Prov Jointly Constructed Base, State Key Lab,Shenzhen Key Lab Chem Biol, Shenzhen 51855, Peoples R China
[2] Tsinghua Univ, Grad Sch Shenzhen, Shenzhen Antitumor Drug Dev Engn Lab, Shenzhen 518055, Peoples R China
[3] Key Lab Tumor Metabol Shenzhen City, Shenzhen 518055, Peoples R China
[4] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
[5] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Beijing 100084, Peoples R China
来源：
TETRAHEDRON | 2012年 / 68卷 / 38期
关键词：
Acridone derivatives; G-quadruplex; Mass spectrometry; Circular dichroism; ANTITUMOR POLYCYCLIC ACRIDINES; IONIZATION MASS-SPECTROMETRY; BINDING; RECOGNITION; INHIBITORS; DESIGN; AGENTS; CONVERSION; MOLECULE; AFFINITY;
D O I：
10.1016/j.tet.2012.07.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A class of 9(10H)-acridone derivatives with terminal ammonium substituents at C2 (and C7) position(s) on the acridone ring were successfully synthesized. The relative affinities of the acridone compounds to G-quadruplex DNA have been investigated and the results showed that these compounds had a binding specificity for G-quadruplex over duplex sequences. The acridones with two terminal ammonium substituents had much more effects on the human telomeric G-quadruplex DNA than the corresponding acridone derivatives with one terminal ammonium substituent, and more positive charges introduced to the side chains can improve the formation and stabilization of the G-quadruplex. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7920 / 7925
页数：6
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