title: Synthesis and G-quadruplex stabilizing properties of a series of oxazole-containing macrocycles.
abstract: The synthesis of 24-membered macrocycles containing four, six, and seven oxazole moieties is described. Selected compounds were evaluated for their ability to specifically bind and stabilize G-quadruplex DNA and for cytotoxic activity. An unexpected oxidative cleavage reaction afforded a macrocyclic imide that was also evaluated for G-quadruplex stabilizing and cytotoxic activity.
authors.affiliation: Department of Pharmaceutical Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854-8020, USA.
authors.forename: Gurpreet Singh
authors.initials: GS
authors.lastname: Minhas
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Pilch
authors.forename: John E
authors.initials: JE
authors.lastname: Kerrigan
authors.forename: Edmond J
authors.initials: EJ
authors.lastname: LaVoie
authors.forename: Joseph E
authors.initials: JE
authors.lastname: Rice
mesh_terms: D004247:DNA / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
chemical_list: D047028:Macrocyclic Compounds; D010080:Oxazoles; D004247:DNA