Question 1: In the early 1960s, retroviruses were determined to cause many avian cancers. As a result, nucleic acid analogs as potential antiviral compounds were tested against various human cancer cells. Since this retrovirus theory did not pan out in human cancers, many potential drugs were shelved. However, in the 1980s, a new retrovirus, HIV, became a major focus of drug discovery, or re-discovery in this case. Zidovudine, or 5-azidothymidine (AZT), was found to be a very potent inhibitor of HIV, and quickly became an indispensable part of HIV treatment, and remains so to this day. AZT works by being incorporated into a new viral DNA chain. However, the N3 group (an azide group) prevents the next connection, effectively stopping the DNA synthesis. Assign all stereocenters as R or S. C HO to product dist Huon NH N= .... AZT 5-azidothymidine oxyge tee as can

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter22: Organic And Biological Molecules
Section: Chapter Questions
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Question 1: In the early 1960s, retroviruses were determined to cause many avian cancers. As a
result, nucleic acid analogs as potential antiviral compounds were tested against various human
cancer cells. Since this retrovirus theory did not pan out in human cancers, many potential drugs
were shelved. However, in the 1980s, a new retrovirus, HIV, became a major focus of drug
discovery, or re-discovery in this case. Zidovudine, or 5-azidothymidine (AZT), was found to be
a very potent inhibitor of HIV, and quickly became an indispensable part of HIV treatment, and
remains so to this day. AZT works by being incorporated into a new viral DNA chain.
However, the N3 group (an azide group) prevents the next connection, effectively stopping the
DNA synthesis. Assign all stereocenters as R or S.
6410 Euch
ZO
HO-
N=N=
+
NH
rucht distrution
AZT= 5-azidothymidine
Wh₂
ved in to oxygen
teras CRAC
our exam mitom
Transcribed Image Text:Question 1: In the early 1960s, retroviruses were determined to cause many avian cancers. As a result, nucleic acid analogs as potential antiviral compounds were tested against various human cancer cells. Since this retrovirus theory did not pan out in human cancers, many potential drugs were shelved. However, in the 1980s, a new retrovirus, HIV, became a major focus of drug discovery, or re-discovery in this case. Zidovudine, or 5-azidothymidine (AZT), was found to be a very potent inhibitor of HIV, and quickly became an indispensable part of HIV treatment, and remains so to this day. AZT works by being incorporated into a new viral DNA chain. However, the N3 group (an azide group) prevents the next connection, effectively stopping the DNA synthesis. Assign all stereocenters as R or S. 6410 Euch ZO HO- N=N= + NH rucht distrution AZT= 5-azidothymidine Wh₂ ved in to oxygen teras CRAC our exam mitom
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