Syntheses and biological effects of natural Morinda lactone and derivatives

Org Biomol Chem. 2022 Jun 15;20(23):4794-4802. doi: 10.1039/d2ob00511e.

Abstract

2-Caffeoyl-3-ketohexulofuranosonic acid γ-lactone (morinda lactone; 1a), a natural constituent of Morinda citrifolia L. (Rubiaceae), and eight derivatives with variance in the aryl residue were synthesised by Tsuji-Trost allylation of vitamin C acetonide with the respective aryl allyl alcohol. They were screened for antibiotic activities and for effects on the growth and persistence of microbial biofilms. Some derivatives were active against biofilms of S. aureus or C. albicans at concentrations not toxic to these microorganisms or mammalian cells.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / pharmacology
  • Candida albicans
  • Lactones / pharmacology
  • Mammals
  • Morinda* / chemistry
  • Plant Extracts / chemistry
  • Staphylococcus aureus

Substances

  • Anti-Bacterial Agents
  • Lactones
  • Plant Extracts