A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof(352 views) Adinolfi M, Capasso D, Di Gaetano S, Iadonisi A, Leone L, Pastore A
Dipartimento di Chimica Organica e Biochimica, Università Federico II di Napoli, via Cinthia 4, I-80126 Naples, Italy
Facoltà di Scienze Biotecnologiche, Università di Napoli Federico II, via Mezzocannone 16, 80134 Naples, Italy
Istituto di Biostrutture e Bioimmagini, CNR, via Mezzocannone 16, 80134 Naples, Italy
Facolt di Scienze Biotecnologiche, Universit di Napoli Federico II, via Mezzocannone 16, 80134 Naples, Italy
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A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof
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.
A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof