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
Publications
Wang Y
(2022)
Synthesis of the C50 diastereomers of the C33-C51 fragment of stambomycin D
in Organic Chemistry Frontiers
| Description | Since the last update, we have prepared the full length Strambomycin chain and are working on the final steps of deprotection and purification to allow correlation with natual material. |
| 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 |