6533b862fe1ef96bd12c6504
RESEARCH PRODUCT
Phenguignardic acid and guignardic acid, phytotoxic secondary metabolites from Guignardia bidwellii.
Beate Berkelmann-löhnertzIris BuckelTill OpatzEckhard ThinesJohannes C. LiermannDaniel Molitorsubject
MetabolitePharmaceutical ScienceGuignardiaPhenylalanineFungusSecondary metaboliteAnalytical Chemistrychemistry.chemical_compoundBiosynthesisValineDrug DiscoverymedicineVitisPharmacologybiologyMolecular StructureOrganic Chemistryfood and beveragesDioxolanesPhytotoxinbiology.organism_classificationPlant LeavesComplementary and alternative medicinechemistryBiochemistryMolecular Medicinemedicine.drugdescription
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 compounds were assessed in plant assays using either detached vine leaves or intact plants. Antimicrobial and cytotoxic activities of phenguignardic acid were determined.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-07-10 | Journal of natural products |