Bioactivity of the fungal metabolite (8R,16R)-(-)-pyrenophorin on graminaceous plants
Related Experiment Video
Updated: Aug 16, 2026

Quantification of Fungal Colonization, Sporogenesis, and Production of Mycotoxins Using Kernel Bioassays
Published on: April 23, 2012
Michael A Kastanias1, Maria Chrysayi-Tokousbalides
1Pesticide Science Laboratory, Agricultural University of Athens, 75 Iera Odos, 118 55 Athens, Greece.
Abstract:
A secondary metabolite was isolated from cultures of a Drechslera avenae pathotype with host specificity to Avena sterilis and identified as the macrodiolide (8R,16R)-(-)-pyrenophorin (8,16-dimethyl-1,9-dioxa-cyclohexadeca-3,11-diene-2,5,10,13-tetraone). A considerable yield of the substance was obtained after 8-12 days of incubation at temperatures of 15-20 degrees C. The compound at a concentration of 60 microM inhibited seed germination of wild oats (Avena sterilis, A. fatua), oat (A. sativa), wheat (Triticum aestivum), and barley (Hordeum vulgare). Root growth of pregerminated seeds of the graminaceous plants was stimulated, remained unaffected, or was inhibited by pyrenophorin at 10-30, 31-50, and >51 microM, respectively. The metabolite caused abnormal chlorophyll retention in leaf sections of all five graminaceous plants, but seedling cuttings partially immersed in 1000 microM solutions remained unaffected. The rate of chlorophyll dissipation was decreased by half in leaf sections treated with pyrenophorin at 320 microM compared with the control. These findings are discussed and compared with data on the production and bioactivity of the macrodiolide (5S,8R,13S,16R)-(-)-pyrenophorol, which has a similar stereochemical configuration.
Insights
Pyrenophorin, a secondary metabolite from Drechslera avenae, significantly impacts graminaceous plant growth. This compound inhibits seed germination and affects root development and chlorophyll retention in oats and related species.
Area of Science:
- Agricultural Science
- Mycology
- Plant Physiology
Background:
- Drechslera avenae is a pathogen with host specificity to wild oats (Avena sterilis).
- Secondary metabolites produced by plant pathogens can influence host-pathogen interactions and exhibit allelopathic effects.
Purpose of the Study:
- To isolate and identify a secondary metabolite from a specific Drechslera avenae pathotype.
- To investigate the bioactivity of the isolated compound, pyrenophorin, on the germination, growth, and chlorophyll metabolism of various graminaceous plants.
Main Methods:
- Isolation and identification of the secondary metabolite using standard chemical techniques.
- Bioassays to assess the effects of pyrenophorin on seed germination and root growth of Avena sterilis, A. fatua, A. sativa, Triticum aestivum, and Hordeum vulgare.
- Chlorophyll retention and dissipation assays in leaf sections of treated plants.
Main Results:
- The macrodiolide (8R,16R)-(-)-pyrenophorin was isolated and identified.
- Pyrenophorin inhibited seed germination of wild oats, oats, wheat, and barley at 60 microM.
- Root growth was differentially affected (stimulated, unaffected, or inhibited) by pyrenophorin concentrations from 10 to >51 microM.
- Abnormal chlorophyll retention was observed in leaf sections, and chlorophyll dissipation was reduced by pyrenophorin.
Conclusions:
- Pyrenophorin exhibits significant phytotoxicity, impacting germination and chlorophyll metabolism in graminaceous plants.
- The compound's effects on root growth are concentration-dependent.
- Findings provide insights into the allelopathic potential of fungal secondary metabolites and their ecological roles.
Related Concept Videos
Microbe-Plant Interactions
The Roles of Bacteria and Fungi in Plant Nutrition
Antifungal Agents

