A pioneer in designing and synthesizing antimetabolites that could destroy cancer cells was George Hitchings at the Burroughs Wellcome Company. In 1942, he initiated a pro- gram to discover DNA antimetabolites, and in 1948, he and Gertrude Elion synthesized 6-mercaptopurine, a successful drug for treating acute leukemia. Another DNA antime- tabolite synthesized by Hutchings and Elion was 6-thioguanine. Hitchings and Elion along with Sir James W. Black won the 1988 Nobel Prize in Physiology or Medicine for their discoveries of "important principles of drug treatment." In each drug, the oxygen at carbon 6 of the parent molecule is replaced by divalent sulfur. Draw structural formulas for the enethiol (the sulfur equivalent of an enol) forms of 6-mercaptopurine and 6-thioguanine. HN HN H,N H 6-Mercaptopurine 6-Thioguanine

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
A pioneer in designing and synthesizing antimetabolites that could destroy cancer cells
was George Hitchings at the Burroughs Wellcome Company. In 1942, he initiated a pro-
gram to discover DNA antimetabolites, and in 1948, he and Gertrude Elion synthesized
6-mercaptopurine, a successful drug for treating acute leukemia. Another DNA antime-
tabolite synthesized by Hutchings and Elion was 6-thioguanine. Hitchings and Elion along
with Sir James W. Black won the 1988 Nobel Prize in Physiology or Medicine for their
discoveries of "important principles of drug treatment." In each drug, the oxygen at carbon
6 of the parent molecule is replaced by divalent sulfur. Draw structural formulas for the
enethiol (the sulfur equivalent of an enol) forms of 6-mercaptopurine and 6-thioguanine.
HN
HN
H,N
H
6-Mercaptopurine
6-Thioguanine
Transcribed Image Text:A pioneer in designing and synthesizing antimetabolites that could destroy cancer cells was George Hitchings at the Burroughs Wellcome Company. In 1942, he initiated a pro- gram to discover DNA antimetabolites, and in 1948, he and Gertrude Elion synthesized 6-mercaptopurine, a successful drug for treating acute leukemia. Another DNA antime- tabolite synthesized by Hutchings and Elion was 6-thioguanine. Hitchings and Elion along with Sir James W. Black won the 1988 Nobel Prize in Physiology or Medicine for their discoveries of "important principles of drug treatment." In each drug, the oxygen at carbon 6 of the parent molecule is replaced by divalent sulfur. Draw structural formulas for the enethiol (the sulfur equivalent of an enol) forms of 6-mercaptopurine and 6-thioguanine. HN HN H,N H 6-Mercaptopurine 6-Thioguanine
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY