Metabolite Profiling and Bioassay-Guided Fractionation of Zataria multiflora Boiss. Hydroethanolic Leaf Extracts for Identification of Broad-Spectrum Pre and Postharvest Antifungal Agents

Hydroethanolic leaf extracts of 14 Iranian Boiss. populations were screened for their antifungal activity against five plant pathogenic fungi and metabolically profiled using a non-targeted workflow based on UHPLC/ESI-QTOFMS. Detailed tandem mass-spectrometric analyses of one of the most active hydr...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-12, Vol.27 (24), p.8903
Main Authors: Karimi, Ali, Meiners, Torsten, Böttcher, Christoph
Format: Article
Language:English
Subjects:
Acids
Annotations
Antifungal activity
Antifungal agents
Antifungal Agents - pharmacology
bioassay-guided fractionation
Bioassays
Chromatography
Diterpenes
Flavones
Flavonoids
Fractionation
Fungi
Fungicides
Glycoconjugates
Hydroxycinnamic acid
hydroxycinnamic acid derivatives
Ions
Iran
Lamiaceae
Lamiaceae - chemistry
Leaves
metabolite profiling
Metabolites
Pathogens
Pesticides
Phenolic compounds
Phenols
phytopathogenic fungi
Plant extracts
Plant Extracts - pharmacology
Plant protection
Secondary metabolites
Spectrometry
Workflow
Zataria multiflora
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Summary:Hydroethanolic leaf extracts of 14 Iranian Boiss. populations were screened for their antifungal activity against five plant pathogenic fungi and metabolically profiled using a non-targeted workflow based on UHPLC/ESI-QTOFMS. Detailed tandem mass-spectrometric analyses of one of the most active hydroethanolic leaf extracts led to the annotation of 68 non-volatile semi-polar secondary metabolites, including 33 flavonoids, 9 hydroxycinnamic acid derivatives, 14 terpenoids, and 12 other metabolites. Rank correlation analyses using the abundances of the annotated metabolites in crude leaf extracts and their antifungal activity revealed four -methylated flavones, two flavanones, two dihydroflavonols, five thymohydroquinone glycoconjugates, and five putative phenolic diterpenoids as putative antifungal metabolites. After bioassay-guided fractionation, a number of mono-, di- and tri- -methylated flavones, as well as three of unidentified phenolic diterpenoids, were found in the most active subfractions. These metabolites are promising candidates for the development of new natural fungicides for the protection of agro-food crops.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27248903