Synthesis of Natural and Unnatural Cyclooligomeric Depsipeptides Enabled by Flow Chemistry.
Change log
Authors
Lücke, Daniel
Dalton, Toryn
Ley, Steven V https://orcid.org/0000-0002-7816-0042
Wilson, Zoe E https://orcid.org/0000-0003-4606-9831
Abstract
Flow chemistry has been successfully integrated into the synthesis of a series of cyclooligomeric depsipeptides of three different ring sizes including the natural products beauvericin (1 a), bassianolide (2 b) and enniatin C (1 b). A reliable flow chemistry protocol was established for the coupling and macrocyclisation to form challenging N-methylated amides. This flexible approach has allowed the rapid synthesis of both natural and unnatural depsipeptides in high yields, enabling further exploration of their promising biological activity.
Description
Keywords
cyclooligomeric depsipeptides, flow chemistry, macrocycles, natural products, peptides, Anti-Bacterial Agents, Biological Products, Depsipeptides, Peptides, Cyclic
Journal Title
Chemistry
Conference Name
Journal ISSN
0947-6539
1521-3765
1521-3765
Volume Title
22
Publisher
Wiley
Publisher DOI
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
The authors gratefully acknowledge the EPSRC for financial support (grants EP/K009494/1 and EP/K039520/1).