Synthesis of the Natural Product Marthiapeptide A

Org Lett. 2015 Nov 6;17(21):5149-51. doi: 10.1021/acs.orglett.5b02574. Epub 2015 Oct 15.

Abstract

The first total synthesis of marthiapeptide A is reported. Two synthetic procedures are described: the first, which was unsuccessful, attempts to close the ring at position I, and the second, which was successful, closes the ring at position II. It appears that the first route was unsuccessful because it required cyclization next to the rigid thiazole moiety, whereas the second route closed next to the more flexible thiazoline ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Cyclization
  • Molecular Structure
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry

Substances

  • Biological Products
  • Peptides, Cyclic
  • Thiazoles
  • marthiapeptide A