Evaluation of coumarin derivatives as anti-fungal agents against soil-borne fungal pathogens.
Development of new and safer pesticides that are target-specific is backed by a strong Federal, public and commercial mandate. In order to generate a new generation of pesticides that are more ecologically friendly and safe, natural products are being evaluated for pesticidal activities. Many plant-derived chemicals have proven pesticidal properties, including compounds like sesamol (3,4-Methylenedioxyphenol), a lipid from sesame oil and coumarins (1,2-Benzopyrone) found in a variety of plants such as clover, sweet woodruff and grasses. Both of these plant-derived compounds have been shown to inhibit a range of fungi and bacteria and it is believed that these cyclic compounds behave as natural pesticidal defense molecules for plants. These compounds represent a starting point for the exploration of new derivative compounds possessing a range of antifungal activity and for use as seed protectants. Within this study, six derivatives of coumarin that resembled sesamol's structure were screened for their antifungal activity against a range of soil-bome plant pathogenic fungi. Fungi in this in vitro screen included Macrophomina phaseolina (causal agent of charcoal rot) and Pythium spp. (causal agent of seedling blight), two phylogenetically diverse and economically important plant pathogens. Preliminary studies indicate that many of these novel coumarin derivatives work very effectively in vitro to inhibit fungal growth and several coumarin derivatives have higher antifungal activity and stability as compared to either the original coumarin or sesamol compounds alone. Interestingly, several of these highly active coumarin derivatives are halogenated compounds with solubility in water, and they are relatively easy and inexpensive to synthesize. These halogenated coumarin derivatives remained active for extended periods of time displaying 100% inhibition of fungal growth for greater than 3 weeks in vitro. In addition to the in vitro fungal inhibition assays, preliminary phytotoxicity assays of these halogenated coumarin compounds show no obvious plant toxicity issues or interference in plant development. These results support additional research in this area of natural pesticide development.
Brooker
N L
NL
Department of Biology, Heckert-Wells Hall, Pittsburg State University, 1701 South Broadway, Pittsburg, Kansas 66762, USA.
Kuzimichev
Y
Y
Laas
J
J
Pavlis
R
R
D052117:Benzodioxoles / Q000494:pharmacology; D015169:Colony Count, Microbial; D003374:Coumarins / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects* / Q000254:growth & development; D005659:Fungicides, Industrial / Q000494:pharmacology*; D006219:Halogens; D008826:Microbial Sensitivity Tests; D010572:Pest Control, Biological / Q000379:methods*; D010636:Phenols / Q000494:pharmacology; D010936:Plant Extracts / Q000494:pharmacology*; D012988:Soil Microbiology
D052117:Benzodioxoles; D003374:Coumarins; D005659:Fungicides, Industrial; D006219:Halogens; D010636:Phenols; D010936:Plant Extracts; C025583:sesamol; C030123:coumarin