Synthetic approaches to anthracycline antibiotics
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The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).
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The Department of Chemistry was founded in 1880.
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1880-present
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- College of Liberal Arts and Sciences (parent college)
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Abstract
Nogalamycin is an anthracycline antibiotic that exhibits inhibitory activity against both gram-positive microorganisms and several types of cancer. Several analogs have been tested and were found to be more active than the parent compound. 7-Con-O-methylnogarol was one of the most active analogs;Research was undertaken to develop an enantiospecific synthesis of 7-con-O-methylnogarol and other analogs. The investigation involved: (1) preparation of a ketosugar with three contiguous stereogenic centers from D-arabinose; (2) synthesis of a tetracyclic moiety which could be transformed into ABCD ring system of the synthetic target; and (3) a stereoselective coupling reaction between the ketosugar and the tetracyclic moiety.