Publication Type:

Journal Article


Bioorganic & medicinal chemistry, Elsevier, Volume 17, Number 16, p.5968–5973 (2009)


Cancer chemoprevention, EBV-EA, Glycoglycerolipids, Sulfo-glycolipids


New sulfoquinovosyldiacylglycerols derived from 2-O-β-d-glucopyranosyl-sn-glycerol, carrying acyl chains of various length on the glycerol moiety, were prepared through a convenient synthetic procedure in which a sulfonate is introduced at the C-6 position of glucose by oxidation of a thioacetate in the presence of the unprotected secondary hydroxyl groups, and tested for their anti-tumor-promoting activity using a short-term in vitro assay for Epstein-Barr virus early antigen (EBV-EA) activation. Our study has allowed to ascertain the role of the 6′-sulfonate group and the need of a free hydroxyl group on the glycerol moiety in inhibiting the EBV activation promoted by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA).

Cite this Research Publication

M. Dangate, Franchini, L., Ronchetti, F., Arai, T., Iida, A., Tokuda, H., and Colombo, D., “2-O-β-D-Glucopyranosyl-sn-glycerol based analogues of sulfoquinovosyldiacylglycerols (SQDG) and their role in inhibiting Epstein-Barr virus early antigen activation”, Bioorganic & medicinal chemistry, vol. 17, pp. 5968–5973, 2009.