6533b859fe1ef96bd12b6f35
RESEARCH PRODUCT
Phytotoxic dioxolanone-type secondary metabolites from Guignardia bidwellii.
Beate Berkelmann-löhnertzTill OpatzEckhard ThinesIris BuckelLouis P. SandjoJohannes C. LiermannDaniel Molitorsubject
PhenylalanineGuignardiaPlant ScienceHorticultureBiologySecondary metaboliteBiochemistrychemistry.chemical_compoundAscomycotaValinemedicineVitisMolecular BiologyAlaninechemistry.chemical_classificationNatural productTemperatureDioxolanesGeneral MedicineHydrogen-Ion Concentrationbiology.organism_classificationAmino acidBiochemistrychemistryFermentationFermentationmedicine.drugdescription
Phenguignardic acid was recently described as a phytotoxic secondary metabolite from submerged cultures of the grape black rot fungus Guignardia bidwellii. Since the production rate of this natural product in submerged culture is very low, fermentation optimisation was carried out. The optimisation of cultivation conditions led to the identification of seven secondary metabolites, structurally related to guignardic acid, a known secondary metabolite from Guignardia species containing a dioxolanone moiety. All metabolites presented here have not been described to date and are presumably biosynthesised via deamination products of amino acids, such as phenylalanine, valine, tyrosine, and alanine. Four of the seven compounds showed phytotoxic activity. Based on the structures determined by NMR spectroscopy a preliminary structure activity relationship indicated a free carboxyl group as presumably required for the phytotoxic activity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-09-21 | Phytochemistry |