(ii) (iii) Shown below is a redox activated prodrug 1 for gene-directed enzyme prodrug therapy (GDEPT) where E. coli nitro reductase gene has been introduced to the cancer cells. Show both the mechanism of conversion of the prodrug and the products that will be produced when the prodrug is acted on by E. coli nitro-reductase. [15 marks] NO₂ NO₂ OH Compound 2 below was also prepared as a potential redox activated prodrug for GDEPT. However, the biological activity of 2 was very poor compared to 1. Explain the difference in the observed biological activity between 1 and 2. [10 marks] OH NH 2 NH

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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(ii)
(iii)
Shown below is a redox activated prodrug 1 for gene-directed enzyme
prodrug therapy (GDEPT) where E. coli nitro reductase gene has been
introduced to the cancer cells. Show both the mechanism of conversion
of the prodrug and the products that will be produced when the prodrug
is acted on by E. coli nitro-reductase. [15 marks]
NO₂
NO₂
OH
Compound 2 below was also prepared as a potential redox activated
prodrug for GDEPT. However, the biological activity of 2 was very poor
compared to 1. Explain the difference in the observed biological activity
between 1 and 2. [10 marks]
OH
NH
2
NH
Transcribed Image Text:(ii) (iii) Shown below is a redox activated prodrug 1 for gene-directed enzyme prodrug therapy (GDEPT) where E. coli nitro reductase gene has been introduced to the cancer cells. Show both the mechanism of conversion of the prodrug and the products that will be produced when the prodrug is acted on by E. coli nitro-reductase. [15 marks] NO₂ NO₂ OH Compound 2 below was also prepared as a potential redox activated prodrug for GDEPT. However, the biological activity of 2 was very poor compared to 1. Explain the difference in the observed biological activity between 1 and 2. [10 marks] OH NH 2 NH
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