title: A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof.
abstract: Symmetrical glycosyl disulfides can be prepared within a few hours from per-O-acetylated precursors via a sequential approach entailing short reactions and no purification of any intermediate. The final thiolate-to-disulfide oxidation step is noticeably accelerated by low amounts of phenyl diselenide under air. Applicability of the strategy to non-saccharidic symmetrical alkyl disulfides has also been examined. A preliminary assay of the cytotoxic activity of symmetrical 1,1'- disulfides was performed on two human tumor cell lines, and a noteworthy activity was recorded for a range of these synthetic compounds.
authors.affiliation: Dipartimento di Chimica Organica e Biochimica, Università Federico II di Napoli, Naples, Italy.
authors.forename: Matteo
authors.initials: M
authors.lastname: Adinolfi
authors.forename: Domenica
authors.initials: D
authors.lastname: Capasso
authors.forename: Sonia
authors.initials: S
authors.lastname: Di Gaetano
authors.forename: Alfonso
authors.initials: A
authors.lastname: Iadonisi
authors.forename: Loredana
authors.initials: L
authors.lastname: Leone
authors.forename: Antonello
authors.initials: A
authors.lastname: Pastore
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D010084:Oxidation-Reduction
chemical_list: D000970:Antineoplastic Agents; D004220:Disulfides