, Volume 57, Issue 3, pp 463–469 | Cite as

Metabolites from Pseudomonas brassicacearum with activity against the pink snow mould causing pathogen Microdochium nivale

  • Pierre F. Andersson
  • Jolanta Levenfors
  • Anders Broberg


Bioassay-guided fractionation of cell-free culture supernatants of the bacterium Pseudomonas brassicacearum MA250 yielded three bioactive compounds (1–3). Compound 1 was identified as the unsaturated fatty acid γ-lactone piliferolide A, compound 2 as the not previously described open acid form of 1, and 3 as the compound SB-253514, which is an imide of a 3-O-rhamnosyl fatty acid and a bicyclic carbamate. All three compounds displayed moderate activity towards the pink snow mould causing pathogen Microdochium nivale, and may thus contribute to the previously observed biological control of this strain on M. nivale on wheat. Compound 1 further exhibited activity towards the human pathogen Aspergillus fumigatus, while compound 3 showed antifungal as well as antibacterial activity.


Antibiosis Antifungal Biocontrol Microbial antagonism Microdochium nivale 


  1. Arima K, Imanaka H, Kousaka M, Fukuta A, Tamura G (1964) Pyrrolnitrin, a new antibiotic substance produced by Pseudomonas. Agric Biol Chem Tokyo 28:575–576CrossRefGoogle Scholar
  2. Ayer WA, Khan AQ (1994) Unsaturated fatty-acid lactones from the fungus Ophiostoma piliferum. Heterocycles 39:561–569CrossRefGoogle Scholar
  3. Borowicz JJ, Omer ZS (2000) Influence of rhizobacterial culture media on plant growth and on inhibition of fungal pathogens. BioControl 45:355–371CrossRefGoogle Scholar
  4. Busby DJ, Copley RCB, Hueso JA, Readshaw SA, Rivera A (2000) SB-253514 and analogues: novel inhibitors of lipoprotein associated phospholipase A2 produced by Pseudomonas fluorescens DSM 11579–II. Physico–chemical properties and structure elucidation. J Antibiot 53:670–676PubMedCrossRefGoogle Scholar
  5. Compant S, Duffy B, Nowak J, Clément C, Barka EA (2005) Use of plant growth-promoting bacteria for biocontrol of plant diseases: principles, mechanisms of action, and future prospects. Appl Environ Microbiol 71:4951–4959PubMedCrossRefGoogle Scholar
  6. Dowling DN, O’Gara F (1994) Metabolites of Pseudomonas involved in the biocontrol of plant disease. Trends Biotechnol 12:133–141CrossRefGoogle Scholar
  7. Gerhardson B (2002) Biological substitutes for pesticides. Trends Biotechnol 20:338–343PubMedCrossRefGoogle Scholar
  8. Haas D, Défago G (2005) Biological control of soil-borne pathogens by fluorescent pseudomonads. Nature Rev Microbiol 3:307–319CrossRefGoogle Scholar
  9. Leisinger T, Margraff R (1979) Secondary metabolites of the fluorescent Pseudomonads. Microbiol Rev 43:422–442PubMedGoogle Scholar
  10. Levenfors JJ, Hedman R, Thaning C, Gerhardson B, Welch CJ (2004) Broad-spectrum antifungal metabolites produced by the soil bacterium Serratia plymuthica A 153. Soil Biol Biochem 36:677–685CrossRefGoogle Scholar
  11. Levenfors JP, Eberhard TH, Levenfors JJ, Gerhardson B, Hökeberg M (2008) Biological control of snow mould (Microdochium nivale) in winter cereals by Pseudomonas brassicacearum, MA250. BioControl 53:651–665CrossRefGoogle Scholar
  12. Ligon JM, Hill DS, Hammer PE, Torkewitz NR, Hofmann D, Kempf HJ, van Pee KH (2000) Natural products with antifungal activity from Pseudomonas biocontrol bacteria. Pest Manag Sci 56:688–695CrossRefGoogle Scholar
  13. Mathre DE, Cook RJ, Callan NW (1999) From discovery to use. Traversing the world of commercializing biocontrol agents for plant disease control. Plant Dis 83:972–983CrossRefGoogle Scholar
  14. Parry DW, Jenkinson P, McLeod L (1995) Fusarium ear blight (scab) in small grain cereals—a review. Plant Pathol 44:207–238CrossRefGoogle Scholar
  15. Pohanka A, Menkis A, Levenfors J, Broberg A (2006) Low-abundance Kutznerides from Kutzneria sp. 744. J Nat Prod 69:1776–1781PubMedCrossRefGoogle Scholar
  16. Spadaro D, Gullino ML (2005) Improving the efficacy of biocontrol agents against soilborne pathogens. Crop Prot 24:601–613CrossRefGoogle Scholar
  17. Stanier RY, Palleron NJ, Doudorof M (1966) Aerobic Pseudomonads: a taxonomic study. J Gen Microbiol 43:159–271PubMedGoogle Scholar
  18. Thaning C, Welch CJ, Borowicz JJ, Hedman R, Gerhardson B (2001) Suppression of Sclerotinia sclerotiorum apothecial formation by the soil bacterium Serratia plymuthica: identification of a chlorinated macrolide as one of the causal agents. Soil Biol Biochem 33:1817–1826CrossRefGoogle Scholar
  19. Thirkettle J, Alvarez E, Boyd H, Brown M, Diez E, Hueso J, Elson S, Fulston M, Gershater C, Morata ML, Perez P, Ready S, Sanchez-Puelles JM, Sheridan R, Stefanska A, Warr S (2000) SB-253514 and analogues; novel inhibitors of lipoprotein-associated phospholipase A2 produced by Pseudomonas fluorescens DSM 11579–I. Fermentation of producing strain, isolation and biological activity. J Antibiot 53:664–669PubMedCrossRefGoogle Scholar

Copyright information

© International Organization for Biological Control (IOBC) 2011

Authors and Affiliations

  • Pierre F. Andersson
    • 1
  • Jolanta Levenfors
    • 2
  • Anders Broberg
    • 1
  1. 1.Department of Chemistry, Uppsala BioCenterSwedish University of Agricultural SciencesUppsalaSweden
  2. 2.MASE Laboratories ABUppsalaSweden

Personalised recommendations