title: Macrocyclic polyoxazoles as G-quadruplex ligands.
abstract: This review deals with recent progress in the synthesis and evaluation of our telomestatin-inspired macrocyclic polyoxazoles as G-quadruplex (G4) ligands. The hexaoxazole derivatives (6OTDs) interact with and stabilize G4-forming oligonucleotides, depending upon the character of the side chain functional groups. Cationic functional groups are particularly effective due to their secondary interaction with phosphate in the DNA backbone. On the other hand, heptaoxazole derivatives (7OTDs) showed potent G4-binding and stabilization activity regardless of the functional groups on the side chain. A caged G4 ligand, Y2Nv2-6OTD (7), and a fluorescent G4 ligand, L1BOD-7OTD (13), have been synthesized.
authors.affiliation: Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei, Tokyo, 184-8588, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Iida
authors.forename: Kazuo
authors.initials: K
authors.lastname: Nagasawa
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002942:Circular Dichroism; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D054856:G-Quadruplexes; D006801:Humans; D020128:Inhibitory Concentration 50; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D019098:Telomerase / Q000037:antagonists & inhibitors / Q000378:metabolism
chemical_list: D000970:Antineoplastic Agents; D004791:Enzyme Inhibitors; D047028:Macrocyclic Compounds; D010080:Oxazoles; D019098:Telomerase
keywords: DNA structures; G-quadruplexes; fluorescent probes; polyoxazoles; telomestatin