Synthesis of a potent G-quadruplex-binding macrocyclic heptaoxazole

Masayuki Tera; Keisuke Iida; Hiromichi Ishizuka; Motoki Takagi; Masami Suganuma; Takayuki Doi; Kazuo Shin-ya; Kazuo Nagasawa

doi:10.1002/cbic.200800563

Synthesis of a potent G-quadruplex-binding macrocyclic heptaoxazole

Chembiochem. 2009 Feb 13;10(3):431-5. doi: 10.1002/cbic.200800563.

Authors

Masayuki Tera¹, Keisuke Iida, Hiromichi Ishizuka, Motoki Takagi, Masami Suganuma, Takayuki Doi, Kazuo Shin-ya, Kazuo Nagasawa

Affiliation

¹ Department of Biotechnology and Life Science, Faculty of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan.

PMID: 19140143
DOI: 10.1002/cbic.200800563

Abstract

A novel G-quadruplex binder, L1H1-7OTD (shown in color by atom type), was developed. This macrocyclic heptaoxazole potently and selectively stabilizes telomeric DNA in an intramolecular antiparallel G-quadruplex conformation. L1H1-7OTD shows selective cytotoxicity toward HeLa cells, a telomerase-positive cell line.

MeSH terms

Animals
Cell Line
G-Quadruplexes*
Humans
Macrocyclic Compounds / chemical synthesis*
Macrocyclic Compounds / chemistry
Models, Molecular
Molecular Structure
Nucleic Acid Conformation
Oxazoles / chemical synthesis*
Oxazoles / chemistry
Telomere / chemistry
Telomere / genetics

Substances

Macrocyclic Compounds
Oxazoles