title: A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from amikacin.
abstract: Vinylpolymers carrying a kanamycin cluster at the side chain were prepared via regioselective N-acylation of amikacin with N-succinimidyl p-vinylbenzoate, followed by radical homo- and co-polymerization with acrylamide. Two independent biological assays disclosed that the polyvalent kanamycin models showed neither antibacterial activity nor inhibitory activity against rRNA-based protein synthesis, suggesting that the multivalency-binding approach is not valid for integrating the potential of aminoglyoside anitibiotics.
authors.affiliation: Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan.
authors.forename: Hidehiko
authors.initials: H
authors.lastname: Tanaka
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Nishida
authors.forename: Yousuke
authors.initials: Y
authors.lastname: Furuta
authors.forename: Kazukiyo
authors.initials: K
authors.lastname: Kobayashi
mesh_terms: D000583:Amikacin / Q000031:analogs & derivatives / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D001665:Binding Sites; D002473:Cell Wall / Q000187:drug effects; D007612:Kanamycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008024:Ligands; D008826:Microbial Sensitivity Tests; D012335:RNA, Ribosomal / Q000737:chemistry; D012269:Ribosomal Proteins / Q000037:antagonists & inhibitors / Q000737:chemistry; D020058:Styrene / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D008024:Ligands; D012335:RNA, Ribosomal; D012269:Ribosomal Proteins; C056045:1-N-(3-amino-2-hydroxybutanoyl)-2',3'-dideoxykanamycin A; D020058:Styrene; D007612:Kanamycin; D000583:Amikacin