Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 27, Pages 5962-5967Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402664
Keywords
Medicinal chemistry; Antitumor agents; Carbohydrates; Inhibitors; Enzymes; Phospholipids
Categories
Funding
- Fondazione Cariplo [2011-0490]
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New sulfoquinovose analogues of phosphatidylinositol 3-phosphate have been synthesised based on a sulfoquinovose scaffold as potential protein kinase B (PKB) inhibitors. The synthetic strategy involved the introduction into glucose of a thioacetate group at the 6-position and of an azide group at the anomeric position as precursors of the sulfonate and phosphoramidate moieties present in the final compounds. The synthesised compounds were tested in vitro on isolated PKB by means of ELISA assays and for their anti-proliferative activity against the human ovarian carcinoma cell line IGROV-1. Sulfoquinovose derivatives 2b and 2c showed inhibitory activity in the low micromolar range.
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