title: Hydrolysis-Sensitive Dithiolethione Prodrug Micelles.
abstract: Prodrug micelles carrying 5-(4-hydroxyphenyl)-3H-1,2-dithiole-3-thione (ADT-OH), a compound possessing chemopreventive properties, are prepared from amphiphilic block copolymers linking ADT-OH via an ester bond using glycine (PAM-PGlyADT) and isoleucine linkers (PAM-PIleADT). The release of ADT-OH from the PAM-PIleADT micelles is much slower than the PAM-PGlyADT micelles. The PAM-PGlyADT micelles show comparable toxicity with ADT-OH in different cancer cell lines, whereas the PAM-PIleADT micelles are not toxic up to 400 µM. This ADT-ester prodrug micelle approach enables to modulate the release rate of ADT-OH and thus might find application in cancer therapy and prevention.
authors.affiliation: Frontier Research Base for Young Researchers and Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan. urara.hasegawa@chem.eng.osaka-u.ac.jp.
authors.forename: Urara
authors.initials: U
authors.lastname: Hasegawa
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Naoya
authors.initials: N
authors.lastname: Tateishi
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Uyama
authors.affiliation: Frontier Research Center and Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: André J
authors.initials: AJ
authors.lastname: van der Vlies
mesh_terms: D000781:Anethole Trithione / Q000737:chemistry* / Q000627:therapeutic use; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000627:therapeutic use; D006801:Humans; D006868:Hydrolysis; D008823:Micelles; D009369:Neoplasms / Q000188:drug therapy; D011355:Prodrugs / Q000737:chemistry* / Q000627:therapeutic use
chemical_list: D000970:Antineoplastic Agents; D008823:Micelles; D011355:Prodrugs; D000781:Anethole Trithione
keywords: block copolymer; cytotoxicity; dithiolehthiones; micelle; prodrug