0000000000773413

AUTHOR

Iris Buckel

showing 3 related works from this author

Assignment of Configuration in a Series of Dioxolanone-Type Secondary Metabolites fromGuignardia bidwellii- A Comparison of VCD and ECD Spectroscopy

2013

The absolute configurations of a series of phytotoxic dioxolanone-type secondary metabolites isolated from culture filtrates of the grape black rot fungus Guignardia bidwellii were determined by vibrational circular dichroism (VCD) spectroscopy in the mid-IR frequency range. Comparison of the recorded data with DFT calculations showed good agreement between experiment and theory for VCD, whereas electronic circular dichroism (ECD) data for the compounds matched poorly with the predicted spectra obtained by time-dependent DFT (TDDFT) calculations at the same level of theory.

Circular dichroismBlack rotbiologyComputational chemistryChemistryOrganic ChemistryVibrational circular dichroismAnalytical chemistryGuignardiaTime-dependent density functional theoryPhysical and Theoretical Chemistrybiology.organism_classificationSpectroscopyEuropean Journal of Organic Chemistry
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Phytotoxic dioxolanone-type secondary metabolites from Guignardia bidwellii.

2012

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 alani…

PhenylalanineGuignardiaPlant ScienceHorticultureBiologySecondary metaboliteBiochemistrychemistry.chemical_compoundAscomycotaValinemedicineVitisMolecular BiologyAlaninechemistry.chemical_classificationNatural productTemperatureDioxolanesGeneral MedicineHydrogen-Ion Concentrationbiology.organism_classificationAmino acidBiochemistrychemistryFermentationFermentationmedicine.drugPhytochemistry
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Phenguignardic acid and guignardic acid, phytotoxic secondary metabolites from Guignardia bidwellii.

2012

Bioactivity-guided isolation led to the identification of phenguignardic acid (2), a new phytotoxic secondary metabolite from submerged cultures of grape black rot fungus, Guignardia bidwellii. The compound is structurally related to guignardic acid (1), a dioxolanone moiety-containing metabolite isolated previously from Guignardia species. However, in contrast to guignardic acid, which is presumably synthesized from deamination products of valine and phenylalanine, the biochemical precursor for the biosynthesis of the new phytotoxin appears to be exclusively phenylalanine. Guignardic acid was also found in extracts of cultures from Guignardia bidwellii. The phytotoxic activities of both co…

MetabolitePharmaceutical ScienceGuignardiaPhenylalanineFungusSecondary metaboliteAnalytical Chemistrychemistry.chemical_compoundBiosynthesisValineDrug DiscoverymedicineVitisPharmacologybiologyMolecular StructureOrganic Chemistryfood and beveragesDioxolanesPhytotoxinbiology.organism_classificationPlant LeavesComplementary and alternative medicinechemistryBiochemistryMolecular Medicinemedicine.drugJournal of natural products
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