Asterisulphoxide and asterisulphone: two new antibacterial and antifungal metabolites from the Tunisian Asteriscus maritimus (L.) Less

Nat Prod Res. 2014;28(18):1418-26. doi: 10.1080/14786419.2014.903481. Epub 2014 May 13.

Abstract

Two new sulphur-containing metabolites, asterisulphoxide 1 and asterisulphone 2, together with six known compounds, coniferaldehyde 4, 4-hydroxy-2-methoxybenzaldehyde 3, methylcaffeate 5, isobutyrate 10-isobutyryloxy-8,9-epoxythymyle 6, 8,9-dihydroxy-10-isobutyryloxythymol 7 and 8-hydroxy-9,14-diisobutyryloxythymol 8, were isolated from Asteriscus maritimus roots. Their structures were elucidated on the basis of spectroscopic evidence and comparison with authentic samples. Compounds 1-8 were assessed for their in vitro antibacterial activity against Pseudomonas aureofasciens, Burkholderia glathei, Bacillus pumilus and their antifungal effects against Aspergillus flavus, Aspergillus niger, Penicillium digitatum, Botrytis cinerea and Fusarium oxysporum f. sp. lycopersici, using the disc diffusion method (20 μL/disc). A remarkable inhibition zone 10-15 mm of the growth of the bacterial and fungal agents was observed. The obtained results suggest that the isolated compounds could be promising abiotic antimicrobial agents.

Keywords: Asteriscus maritimus; antibacterial activity; antifungal activity; asterisulphone; asterisulphoxide.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Aspergillus / drug effects
  • Aspergillus niger
  • Asteraceae / chemistry*
  • Bacillus / drug effects
  • Botrytis / drug effects
  • Fusarium / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Penicillium / drug effects
  • Pseudomonas / drug effects
  • Sulfones / chemistry
  • Sulfones / isolation & purification*
  • Sulfones / pharmacology*
  • Sulfoxides / chemistry
  • Sulfoxides / isolation & purification*
  • Sulfoxides / pharmacology*
  • Tunisia

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Sulfones
  • Sulfoxides
  • asterisulfone.
  • asterisulfoxide