title: Macrocyclic hexaoxazoles: Influence of aminoalkyl substituents on RNA and DNA G-quadruplex stabilization and cytotoxicity.
abstract: A series of 24-membered macrocyclic hexaoxazoles containing one or two aminoalkyl substituents was synthesized and evaluated for cytotoxicity and for their ability to selectively stabilize G-quadruplex DNA and RNA. The most cytotoxic analog 4a, with IC(50) values of 25 and 130 nM using KB3-1 and RPMI 8402 cells, is efficacious in vivo in athymic nude mice with a human tumor xenograft from the breast cancer cell line MDA-MB-435.
authors.affiliation: Department of Medicinal Chemistry, Rutgers, The State University of New Jersey, Piscataway, NJ 08854-8020, USA.
authors.forename: Mavurapu
authors.initials: M
authors.lastname: Satyanarayana
authors.forename: Young-Ah
authors.initials: YA
authors.lastname: Kim
authors.forename: Suzanne G
authors.initials: SG
authors.lastname: Rzuczek
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Pilch
authors.forename: Angela A
authors.initials: AA
authors.lastname: Liu
authors.forename: Leroy F
authors.initials: LF
authors.lastname: Liu
authors.forename: Joseph E
authors.initials: JE
authors.lastname: Rice
authors.forename: Edmond J
authors.initials: EJ
authors.lastname: LaVoie
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D054856:G-Quadruplexes; D006801:Humans; D051379:Mice; D008819:Mice, Nude; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D012313:RNA / Q000737:chemistry*; D023041:Xenograft Model Antitumor Assays
chemical_list: D010080:Oxazoles; D012313:RNA