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Communication | Special issue | Vol 90, No. 2, 2015, pp.866-873
Published online, 13th August, 2014
DOI: 10.3987/COM-14-S(K)90
Synthesis of Macrocyclic Penta- and Tetraoxazoles as G-Quadruplex Ligands

Shadi Sedghi Masoud, Yamato Tsushima, Keisuke Iida, and Kazuo Nagasawa*

*Biotechnology and Life Science, Graduate School of Engineering, Tokyo University of Agriculture and Technology, 2-24-16, Naka-cho, Koganei, Tokyo 184-8588, Japan

Abstract

The penta- and tetraoxazole telomestatin analogs L2H2-5OTD (4) and L2H2-4OTD (5) were synthesized as new G-quadruplex ligands in order to evaluate the influence of the size of the planar macrocycle on the G-quadruplex-stabilizing efficacy. These ligands were less potent stabilizers of various G-quadruplex-forming oligonucleotides than L2H2-6OTD (2a), which has a hexaoxazole-type macrocycle.