Towards the total synthesis of novenamine and its analogues with modifications at C-4 and C-5
| Autor: | Wilson, Seanette Ann |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2004 |
| Předmět: | |
| Druh dokumentu: | Doctoral Thesis |
| Popis: | Includes bibliographical references. Novenamine, a known antibacterial agent, is composed of 3-0-carbamoyl noviose (novobiose) glycosidically linked to a 4-hydroxy-3-amino-coumarin unit. Its activity as a DNA-gyrase inhibitor and the absence of analogues containing 4-epi-noviose provided the rationale for developing new synthetic routes to these analogues. This thesis describes the total synthesis of the methyl glycosides of noviose and C-4-epi-noviose, methodology for the introduction of the C-3 carbamoyl group to both isomers, an alternative synthesis of the coumarin component, progress towards a C-5 analogue of 4-epi-noviose and a model study of methodology for the glycosidic coupling of the coumarin unit to suitably activated sugars. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
| Externí odkaz: |
|