Total Synthesis of Dragmacidins G and H

Org Lett. 2024 Jan 26;26(3):670-675. doi: 10.1021/acs.orglett.3c04039. Epub 2024 Jan 11.

Abstract

The total synthesis of dragmacidins G and H was achieved for the first time by employing nucleophilic aromatic substitution and site-selective cross-coupling reactions using appropriately functionalized pyrazines as substrates. The evaluation of antibacterial activities of dragmacidin G, dragmacidin H, and synthetic analogues against Staphylococcus aureus and the efflux pump-deficient Salmonella Typhimurium revealed that the presence of a Br group on the indole ring adjacent to the sulfide unit was important for increasing antibacterial activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents* / pharmacology
  • Indole Alkaloids* / chemistry
  • Microbial Sensitivity Tests
  • Staphylococcus aureus*

Substances

  • Anti-Bacterial Agents
  • dragmacidin G
  • dragmacidin H
  • Indole Alkaloids