| The phytotoxic lichen metabolite, usnic acid, is a potent inhibitor of plant p-hydroxyphenylpyruvate dioxygenase. | |
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MedLine Citation:
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PMID: 11034349 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The lichen secondary metabolite usnic acid exists as a (-) and a (+) enantiomer, indicating a alpha or beta projection of the methyl group at position 9b, respectively. (-)-Usnic caused a dose-dependent bleaching of the cotyledonary tissues associated with a decrease of both chlorophylls and carotenoids in treated plants whereas no bleaching was observed with the (+) enantiomer. (-)-Usnic acid inhibited protophorphyrinogen oxidase activity (I50 = 3 microM), but did not lead to protoporphyrin IX accumulation. Bleaching appears to be caused by irreversible inhibition of the enzyme 4-hydroxyphenylpyruvate dioxygenase by (-)-usnic acid (apparent IC50 = 50 nM). |
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Authors:
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J G Romagni; G Meazza; N P Nanayakkara; F E Dayan |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: FEBS letters Volume: 480 ISSN: 0014-5793 ISO Abbreviation: FEBS Lett. Publication Date: 2000 Sep |
Date Detail:
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Created Date: 2000-11-07 Completed Date: 2000-11-07 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0155157 Medline TA: FEBS Lett Country: NETHERLANDS |
Other Details:
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Languages: eng Pagination: 301-5 Citation Subset: IM |
Affiliation:
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USDA/ARS, Natural Products Utilization Research Unit, University of Mississippi, Lafayette Co 38677, USA. romagnj@stthom.edu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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4-Hydroxyphenylpyruvate Dioxygenase
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antagonists & inhibitors* Benzofurans / chemistry, pharmacology* Carotenoids / biosynthesis Chlorophyll / metabolism Cotyledon / drug effects Enzyme Inhibitors / chemistry, pharmacology* Lichens Molecular Structure |
| Chemical | |
Reg. No./Substance:
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0/Benzofurans; 0/Enzyme Inhibitors; 125-46-2/usnic acid; 1406-65-1/Chlorophyll; 36-88-4/Carotenoids; EC 1.13.11.27/4-Hydroxyphenylpyruvate Dioxygenase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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