| Siderophores (microbial iron chelators) are interesting molecules because of their important roles in iron metabolism and their synthetic challenge. The utilization of siderophore components and siderophore-drug conjugates may prove to be a key factor in developing new ways to treat multi-drug resistant strains of pathogenic microbes.;A method to prepare the naturally produced siderophore Danoxamine was developed and is described in Chapter 2. This siderophore is vital to the preparation of the naturally occurring siderophore-drug conjugates, Salmycins A--D as it was one of the siderophore components found in these systems.;A small library of siderophore-Kanamycin A conjugates was prepared and tested as described in Chapter 3. The syntheses and biological studies of these conjugates further broadened our understanding of the activity and viability of siderophore-drug conjugates.;Significant progress was made on the preparation of the natural product Salmycin B. Danoxamine provided the siderophore portion of this drug with the remaining portion being a novel disaccharide. Chapter 4 covers the preparation of the hexapyranose portion of the disaccharide, and methodology needed to form the proper glycosidic linkage. Chapter 5 covers three synthetic routes pursued towards, and the eventual preparation of, the heptopyranose portion of the disaccharide, as well as, the preparation of the disaccharide and further protecting group and oxidation state manipulations. Chapter 6 covers the early investigation into formation of the conjugate and the possible future direction of this project. |
