title: 2-Aminobenzoxazole ligands of the hepatitis C virus internal ribosome entry site.
abstract: 2-Aminobenzoxazoles have been synthesized as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The compounds were designed to explore the less basic benzoxazole system as a replacement for the core scaffold in previously discovered benzimidazole viral translation inhibitors. Structure-activity relationships in the target binding of substituted benzoxazole ligands were investigated.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Kevin D
authors.initials: KD
authors.lastname: Rynearson
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Brian
authors.initials: B
authors.lastname: Charrette
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Christopher
authors.initials: C
authors.lastname: Gabriel
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Jesus
authors.initials: J
authors.lastname: Moreno
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Mark A
authors.initials: MA
authors.lastname: Boerneke
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States.
authors.forename: Sergey M
authors.initials: SM
authors.lastname: Dibrov
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, United States. Electronic address: tch@ucsd.edu.
authors.forename: Thomas
authors.initials: T
authors.lastname: Hermann
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001583:Benzoxazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D016174:Hepacivirus / Q000737:chemistry / Q000187:drug effects*; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D012367:RNA, Viral / Q000037:antagonists & inhibitors* / Q000378:metabolism; D012270:Ribosomes / Q000187:drug effects* / Q000378:metabolism
chemical_list: D000998:Antiviral Agents; D001583:Benzoxazoles; D008024:Ligands; D012367:RNA, Viral
keywords: Antivirals; HCV; RNA target; Translation inhibitor