Date of Award
Doctor of Philosophy
George A. Kraus
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.
Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/
Tim On Man
Man, Tim On, "Synthetic approaches to anthracycline antibiotics " (1988). Retrospective Theses and Dissertations. 9696.