Antimicrobial lavandulylated flavonoids from a sponge-derived actinomycete

Nat Prod Res. 2020 Feb;34(3):413-420. doi: 10.1080/14786419.2018.1538219. Epub 2018 Dec 23.

Abstract

Analysis of an antimicrobial culture broth extract of the sponge-derived actinomycete Streptomyces sp. (strain G246) led to the isolation of two new lavandulylated flavonoids, 6-lavandulyl-7-methoxy-5,2',4'-trihydroxylflavanone (1) and 5'-lavandulyl-4'-methoxy-2,4,2',6'-tetrahydroxylchalcone (2), along with eight known compounds 3-10. Their structures were established by spectral data analysis, including MS, 1D, 2D-NMR and CD. The absolute configurations of 1 and 2 were suggested by comparison of their experimental and calculated electronic circular dichroism spectra. All the isolated compounds were evaluated for their antimicrobial activity against a panel of clinically significant microorganisms. Compounds 1 and 2 had a broad-spectrum of antimicrobial activity. Additionally, except the strain Escherichia coli, compound 2 exhibited remarkable inhibitory activity against Pseudomonas aeruginosa, Salmonella enterica, Enterococcus faecalis, Staphylococcus aureus, Bacillus cereus, and Candida albicans strains.

Keywords: Streptomyces sp. G246; actinomycete; antibacterial; flavonoid.

MeSH terms

  • Actinomycetales / chemistry
  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Bacillus cereus / drug effects
  • Candida albicans / drug effects
  • Enterococcus faecalis / drug effects
  • Escherichia coli / drug effects
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Microbial Sensitivity Tests
  • Porifera / microbiology*
  • Pseudomonas aeruginosa / drug effects
  • Staphylococcus aureus / drug effects
  • Streptomyces / chemistry*

Substances

  • Anti-Infective Agents
  • Flavonoids