20.201 Drug Metabolism Problem Set 1 Hydrolysis O 1. O O 2. Oxidation NH2 O 3. GST/GSH NH2 NH2 N N 4. H2N Reduction S O NH2 Oxidation 5. N Oxidation 6. O N 7. O Oxidation N O Oxidation 8. N H 1 Hypoperamericillin O F HO F N HO N S H N OH O There are 3 sites in this molecule that can be activated to electrophilic intemediates. Each electrophile in turncanbedeactivatedbymorethanonePhase2enzyme.Identifythesitesanddrawthestructuresof theelectrophiles.ThenidentifythePhase2enzmesforeachdetoxicationreaction,anddrawthefinal detoxified products. 2 MIT OpenCourseWare http://ocw.mit.edu 20.201 Mechanisms of Drug Actions Fall 2013 For information about citing these materials or our Terms of Use, visit: http://ocw.mit.edu/terms.