A prodrug system for hydroxylamines based on esterase catalysis.
The synthesis and reactivity of hydroxy hydroxamates as models for a prodrug form of hydroxylamine are described. Gamma-hydroxy hydroxamates were found to enable hydroxylamine release via lactonisation. Hydroxamates were found to undergo esterase catalysed hydrolysis.
Conejo-Garcia
Ana
A
Department of Chemistry and Oxford Centre for Molecular Sciences, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Schofield
Christopher J
CJ
D002384:Catalysis; D004950:Esterases / Q000378:metabolism*; D006868:Hydrolysis; D006898:Hydroxylamines / Q000737:chemistry* / Q000378:metabolism*; D006900:Hydroxylation; D007783:Lactones / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
D006898:Hydroxylamines; D007783:Lactones; D011355:Prodrugs; D004950:Esterases