Abstract
Nine oxylipin mimics were designed and synthesized starting from d-mannose. Their antifungal activity against three citrus postharvest pathogens was evaluated by spore germination assay. The results indicated that all the compounds significantly inhibited the growth of Penicillium digitatum, Penicillium italicum and Aspergillus niger. The compound (3Z,6Z,8S,9R,10R)-octadeca-3,6-diene-8,9,10-triol (3) exhibited excellent inhibitory effect on both Penicillium digitatum (IC50 = 34 ppm) and Penicillium italicum (IC50 = 94 ppm). Their in vivo antifungal activities against citrus postharvest blue mold were tested with fruit inoculated with the pathogen Penicillium italicum. The compound (3R,4S)-methyl 3,4-dihydroxy-5-octyltetrahydrofuran-2-carboxylate (9) demonstrated significant efficacy by reducing the disease severity to 60%. The antifungal mechanism of these oxylipin mimics was postulated in which both inhibition of pathogenic mycelium and stimuli of the host oxylipin-mediated defense response played important roles.
Highlights
The biologically active compounds oxidized from polyunsaturated fatty acids in aerobic organisms are collectively termed oxylipins, which play an important role in a variety of functions including growth, aging, development, and defense responses to environmental stimuli [1,2,3,4]
We designed a few oxylipin mimics which were mainly unsaturated alkane with a mimics with a tetrahydrofuran ring were synthesized to investigate the influence of different structures on antifungal activities [2,20]
To further explore the antifungal activities of these oxylipin mimics, the test to control citrus postharvest blue mold on fruit inoculated with the pathogens was conducted
Summary
The biologically active compounds oxidized from polyunsaturated fatty acids in aerobic organisms are collectively termed oxylipins, which play an important role in a variety of functions including growth, aging, development, and defense responses to environmental stimuli [1,2,3,4]. Paper, a series of oxylipin mimics were designed and synthesized (Scheme 1) A series of oxylipin mimics were designed and synthesized (Scheme 1) Their on P. digitatum, P. italicum and Aspergillus niger in Petri dishes were investigated. Antifungal effects on P. digitatum, P. italicum and Aspergillus niger in Petri dishes were investigated. Their antifungal effects on P. digitatum, P. italicum and Aspergillus niger in Petri dishes were investigated.
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