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dc.contributor.authorEsmurziev, Aslan
dc.contributor.authorReimers, Arne
dc.contributor.authorAndreassen, Trygve
dc.contributor.authorSimic, Nebojsa
dc.contributor.authorSundby, Eirik
dc.contributor.authorHoff, Bård Helge
dc.date.accessioned2015-09-30T12:31:11Z
dc.date.accessioned2015-11-05T15:08:49Z
dc.date.available2015-09-30T12:31:11Z
dc.date.available2015-11-05T15:08:49Z
dc.date.issued2012
dc.identifier.citationMolecules 2012, 17(1):820-835nb_NO
dc.identifier.issn1420-3049
dc.identifier.urihttp://hdl.handle.net/11250/2359503
dc.description.abstractchemoenzymatic approach towards benzoylated uronic acid building blocks has been investigated starting with benzoylated hexapyranosides using regioselective C-6 enzymatic hydrolysis as the key step. Two of the building blocks were reacted with the antiepileptic drug lamotrigine. Glucuronidation of lamotrigine using methyl (2,3,4-tri-O-benzoyl-α-D-glycopyranosyl bromide)uronate proceeded to give the N2-conjugate. However, lamotrigine-N2-glucuronide was most efficiently synthesised from methyl (2,3,4-tri-O-acetyl-α-D-glucopyranosyl bromide)uronate. Employing nitromethane as solvent with CdCO3 as a base lamotrigine-N2 glucuronide was prepared in a high yield (41%). Also methyl (2,3-di-O-benzoyl-4-deoxy-4-fluoro-α-D-glucosyl bromide)uronate underwent N-glucuronidation, but the product was unstable, eliminating hydrogen fluoride to give the corresponding enoate conjugate.nb_NO
dc.language.isoengnb_NO
dc.publisherMDPInb_NO
dc.titleBenzoylated uronic Acid building blocks and synthesis of N-uronate conjugates of lamotriginenb_NO
dc.typeJournal articlenb_NO
dc.typePeer revieweden_GB
dc.date.updated2015-09-30T12:31:11Z
dc.source.volume17nb_NO
dc.source.journalMoleculesnb_NO
dc.source.issue1nb_NO
dc.identifier.doi10.3390/molecules17010820
dc.identifier.cristin905911
dc.description.localcodeThis is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.nb_NO


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