Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates

Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gen tisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-c ysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synt hesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glyc osyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3 ,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the co rresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.