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20.201 Drug Metabolism Problem Set 1

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20.201 Drug Metabolism Problem Set 1

O Hydrolysis

1.

O

2.

O Oxidation

NH2

O

3.

GST/GSH

NH2

NH2

4.

N N Reduction

NH2 S O H2N

Oxidation

5.

N

Oxidation

6.

O

Oxidation

7.

N N O

Oxidation O

8.

N H

1

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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

the electrophiles. Then identify the Phase 2 enzmes for each detoxication reaction, and draw the final detoxified products.

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MIT OpenCourseWare http://ocw.mit.edu

20.201 Mechanisms of Drug Actions

Fall 2013

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