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RESEARCH PRODUCT

ChemInform Abstract: Lasiolactols A and B Produced by the Grapevine Fungal Pathogen Lasiodiplodia mediterranea

Sara BassoS. BurruanoArtur AlvesSandra Lo PiccoloSelene GiambraAnna AndolfiGaetano Conigliaro

subject

Lasiodiplodia mediterraneabiologyStrain (chemistry)ChemistryToxicityAbsolute configurationGeneral MedicineFungusLiquid mediumFungal pathogenbiology.organism_classificationIn vitroMicrobiology

description

A strain of Lasiodiplodia mediterranea, a fungus associated with grapevine decline in Sicily, produced several metabolites in liquid medium. Two new dimeric γ-lactols, lasiolactols A and B (1 and 2), were characterized as (2S*,3S*,4R*,5R*,2'S*,3'S*,4'R*,5'R*)- and (2R*,3S*,4R*,5R*,2'R*,3'S*,4'R*,5'R*)-(5-(4-hydroxymethyl-3,5-dimethyl-tetrahydro-furan-2-yloxy)-2,4-dimethyl-tetrahydro-furan-3-yl]-methanols by IR, 1D- and 2D-NMR, and HR-ESI-MS. Other four metabolites were identified as botryosphaeriodiplodin, (5R)-5-hydroxylasiodiplodin, (-)-(1R,2R)-jasmonic acid, and (-)-(3S,4R,5R)-4-hydroxymethyl-3,5-dimethyldihydro-2-furanone (3 - 6, resp.). The absolute configuration (R) at hydroxylated secondary C-atom C(7) was also established for compound 3. The compounds 1 - 3, 5, and 6, tested for their phytotoxic activities to grapevine cv. Inzolia leaves at different concentrations (0.125, 0.25, 0.5, and 1 mg/ml) were phytotoxic and compound 5 showed the highest toxicity. All metabolites did not show in vitro antifungal activity against four plant pathogens.

yearjournalcountryeditionlanguage
2016-08-01ChemInform
https://doi.org/10.1002/chin.201636190