Total Synthesis of Dynobactin A

J Am Chem Soc. 2024 Mar 13;146(10):6444-6448. doi: 10.1021/jacs.3c11560. Epub 2024 Mar 1.

Abstract

The first total synthesis of the potent antimicrobial agent dynobactin A is disclosed. This synthesis enlists a singular aziridine ring opening strategy to access the two disparate β-aryl-branched amino acids present within this complex decapeptide. Featuring a number of unique maneuvers to navigate inherently sensitive and epimerizable functional groups, this convergent approach proceeds in only 16 steps (LLS) from commercial materials and should facilitate the synthesis of numerous analogues for medicinal chemistry studies.

MeSH terms

  • Amino Acids*
  • Anti-Infective Agents* / chemical synthesis

Substances

  • Amino Acids
  • Anti-Infective Agents