title: Synthesis of a neamine dimer targeting the dimerization initiation site of HIV-1 RNA.
abstract: A neamine dimer designed to bind to a specific sequence of HIV-1 RNA has been synthesized. Starting from neomycin B (1), a five-step synthesis efficiently provided a key protected neamine monomer 6 (28%). From the latter, coupling reactions with activated diacids gave dimers. After deprotection, a neamine dimer was obtained as the hexachlorohydrate salt 15 with 13% overall yield over nine steps.
authors.affiliation: Laboratoire de synthèse et réactivité organique, Institut de Chimie, Université Louis Pasteur, 4 rue Blaise Pascal, 67070 Strasbourg, France.
authors.forename: Anne
authors.initials: A
authors.lastname: Bodlenner
authors.forename: Aurélien
authors.initials: A
authors.lastname: Alix
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Weibel
authors.forename: Patrick
authors.initials: P
authors.lastname: Pale
authors.forename: Eric
authors.initials: E
authors.lastname: Ennifar
authors.forename: Jean-Christophe
authors.initials: JC
authors.lastname: Paillart
authors.forename: Philippe
authors.initials: P
authors.lastname: Walter
authors.forename: Roland
authors.initials: R
authors.lastname: Marquet
authors.forename: Philippe
authors.initials: P
authors.lastname: Dumas
mesh_terms: D000617:Aminoglycosides / Q000737:chemistry* / Q000494:pharmacology; D019380:Anti-HIV Agents / Q000138:chemical synthesis*; D019281:Dimerization; D005601:Framycetin / Q000737:chemistry* / Q000494:pharmacology; D015497:HIV-1 / Q000235:genetics*; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D012367:RNA, Viral / Q000737:chemistry* / Q000235:genetics*; D024363:Transcription Initiation Site
chemical_list: D000617:Aminoglycosides; D019380:Anti-HIV Agents; D012367:RNA, Viral; D005601:Framycetin; C488396:neamine