Drug metabolism reaction
1) Because of your background in drug metabolism, you have been asked to join a select committee that is investigating an environmental spill of a potentially toxic mixture of solvents. A storage tank containing a mixture of 4-methylcyclohexanemethanol (80%) and propylene glycol phenylether (20%) has leaked >10,000 gallons into an adjoining river and contaminated the drinking water supply for a nearby city of 300,000 people. The committee asks you how these compounds are metabolized by humans and whether these compounds can be metabolized into toxic products. There is no published metabolic or toxicity data for these compounds. What would your answer be. Draw all the reaction pathways showing how these solvents are metabolized . Would these compounds have a high or low extraction ratio? Would the metabolites be slowly cleared or rapidly cleared from the body? (your answer is a prediction only and beginning of a more thorough data study.)
4-methylcyclohexanemethanol
propylene glycol phenylether
2) You are participating in a study at the University of Paris funded by the French Government to investigate the metabolism of a-thujone, a neurologic substance found in a French alcoholic drink called Absinthe. a-Thujone is extracted from the wormwood plant into ethanol and reportedly is responsible for absinthe’s alleged psychedelic effects. Thujone is reported to be toxic to brain, kidney and liver cells and could cause convulsions if used in too high a dose, which confirms the CNS effects of thujone. Side-effects include anxiety and sleeplessness. Your participation is to study the metabolism of a-thujone and have been asked to predict its metabolites and its hepatic clearance from the body. Would you predict a-thujone to have a high or low extraction ratio, based on your metabolite prediction? Draw the reaction pathway(s) showing how a-thujone is metabolized.
3) You are participating in a study at the Department of Public Health to investigate the metabolism and toxicology of 5-methoxy-diisopropyltryptamine (5-MeO-DiPT, also called Foxy Methoxy or just Foxy) is a hallucinogenic substance. The drug is orally active and overdoses have caused clinical intoxication, characterized by nausea, vomiting, agitation, and hallucinations in young adults. Your participation is to study the metabolism of this substance and have been asked to predict its metabolites and its hepatic clearance from the body. Would you predict 5-MeO-DiPT to have a high or low extraction ratio, based on your metabolite prediction? Draw the reaction pathways showing this drug’s metabolism.
5-methoxy-diisopropyltryptamine
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