Total synthesis of Stambomycin D Validated Modular Polyketide Synthase-Based Stereochemical Assignment
Lead Research Organisation:
UNIVERSITY OF OXFORD
Department Name: Oxford Chemistry
Abstract
Stambomycins A-D are macrolide antibiotics with promising antitumor activity, identified as metabolites of Streptomyces ambofaciens. Aside from two stereocenters installed through cytochrome P450 oxidations, their stereochemistry has been predicted by sequence analysis of the polyketide synthase. We proposed the first total synthesis of Stambomycin D to elucidate the unknown two stereocenter and validate the predicted assignment, which will be a significant development in the structural determination of natural products.
Organisations
| Description | This project is ongoing. We are closing in on the objective of validating the stereochemical assignment of the stambomycins, having now prepared a number of truncated fragments (which match closely). |
| Exploitation Route | Others would be able to use the stereochemical validation to assign antibiotic structures with confidence via the genome mining approach. |
| Sectors | Chemicals Healthcare Manufacturing including Industrial Biotechology Pharmaceuticals and Medical Biotechnology |