Lysinyl macrocyclic hexaoxazoles: Synthesis and selective G-quadruplex stabilizing properties

被引：38

作者：

Rzuczek, Suzanne G. ^{[1
]}

Pilch, Daniel S. ^{[2
,3
]}

LaVoie, Edmond J. ^{[1
,3
]}

Rice, Joseph E. ^{[1
]}

机构：

[1] Rutgers State Univ, Ernest Mario Sch Pharm, Dept Pharmaceut Chem, Piscataway, NJ 08854 USA

[2] Univ Med & Dent New Jersey, Robert Wood Johnson Med Sch, Dept Pharmacol, Piscataway, NJ 08854 USA

[3] Canc Inst New Jersey, New Brunswick, NJ 08901 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 03期

关键词：

macrocyclic hexaoxazoles; G-quadruplex stabilizers; synthesis; lysine; selective;

D O I：

10.1016/j.bmcl.2007.12.048

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Macrocyclic hexaoxazoles having one or two lysinyl side chains in which the terminal nitrogen is either a primary amine, N,N-dimethylamine, or an acetamide have been synthesized. Sodium ion has been found to be beneficial to the macrocyclization step by acting as a template around which the linear polyoxazole can organize. Each of the targeted compounds selectivity stabilizes G-quadruplex versus duplex DNA. Compounds with one valine and one lysine residue display the best combination of G-quadruplex stabilizing ability with no detectable stabilization of duplex DNA. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：913 / 917

页数：5

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