Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 18, Pages 6278-6283Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05619k
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Funding
- Italian Ministry of University
- Naples University
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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.
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