Transacylation and hydrolysis of the acyl glucuronides of ibuprofen and its α-methyl-substituted analogues investigated by 1H NMR spectroscopy and computational chemistry: Implications for drug design
Richards S, Bradshaw P, Johnson C, Stachulski A, Athersuch T, Nicholson J, Lindon J, Wilson I. Transacylation and hydrolysis of the acyl glucuronides of ibuprofen and its α-methyl-substituted analogues investigated by 1H NMR spectroscopy and computational chemistry: Implications for drug design. Journal Of Pharmaceutical And Biomedical Analysis 2024, 246: 116238. PMID: 38805849, DOI: 10.1016/j.jpba.2024.116238.Peer-Reviewed Original ResearchAcyl migrationDensity functional theoryAcyl glucuronideBuffered aqueous solutionIndividual rate constantsNMR spectroscopyTransition stateComputational chemistryFunctional theoryPositional isomersHPLC-MS studiesDimethyl analoguesRate constantsDrug metabolitesHydrolysis reactionAqueous solutionDrug designActivation energySpontaneous acyl migrationAnomerisationHuman plasmaHPLC-MSTransacylation reactionAcylTransacylation