The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues

Molecules. 2022 Feb 10;27(4):1191. doi: 10.3390/molecules27041191.


The burkholdines are a family of cyclic lipopeptides reported to exhibit antifungal activity. We synthesized a series of 18 burkholdine analogues in good yield by conventional Fmoc-SPPS followed by cyclization with DIPCI/HOBt in the solution phase. Although none of the synthesized peptides exhibited antifungal activity, several did potentiate the antibiotic effect of the antibiotic G418, including the Thr-bearing Bk analogue (4b) and the tartaramide-bearing Bk analogue (5b). This work exemplifies the potential of burkholdine analogues as potentiating agents.

Keywords: antifungal activity; burkholdine; cyclic octalipopeptide; potentiation effect.

MeSH terms

  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Hydrophobic and Hydrophilic Interactions
  • Lipopeptides / chemistry*
  • Lipopeptides / pharmacology


  • Antifungal Agents
  • Lipopeptides
  • burkholdine