Correlation Engine 2.0
Clear Search sequence regions

  • 5 fluorouracil (1)
  • dog (2)
  • glycosides (3)
  • investigates (1)
  • losartan (2)
  • monosaccharides (1)
  • parent (1)
  • prodrugs (6)
  • propofol (1)
  • rapid (1)
  • Sizes of these terms reflect their relevance to your search.

    This work investigates the addition of monosaccharides to marketed drugs to improve their pharmacokinetic properties for oral absorption. To this end, a set of chloromethyl glycoside synthons were developed to prepare a variety of glycosyloxymethyl-prodrugs derived from 5-fluorouracil, thioguanine, propofol and losartan. Drug release was studied in vitro using β-glucosidase confirming rapid conversion of the monosaccharide prodrugs to release the parent drug, formaldehyde and the monosaccharide. To showcase this prodrug approach, a glucosyloxymethyl conjugate of the tetrazole-containing drug losartan was used for in vivo experiments and showed complete release of the drug in a dog-model. © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.


    Hidde Elferink, Willem H C Titulaer, Maik G N Derks, Gerrit H Veeneman, Floris P J T Rutjes, Thomas J Boltje. Chloromethyl Glycosides as Versatile Synthons to Prepare Glycosyloxymethyl-Prodrugs. Chemistry (Weinheim an der Bergstrasse, Germany). 2022 Feb 16;28(9):e202103910

    Expand section icon Mesh Tags

    Expand section icon Substances

    PMID: 35045197

    View Full Text