Document Detail


The chemoenzymatic synthesis of usnic acid.
MedLine Citation:
PMID:  19349177     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Usnic acid, a highly functionalized dibenzofuran, is a polyketide secondary metabolite produced by several species of lichens. Synthesis of usnic acid from commercially available starting material was accomplished in two steps. The synthesis involves the methylation of phloracetophenone followed by oxidation with horseradish peroxidase. This work will lay the foundation for further biosynthetic studies on usnic acid.
Authors:
Drew J Hawranik; Kurtis S Anderson; Reesa Simmonds; John L Sorensen
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-03-26
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  19     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2009 May 
Date Detail:
Created Date:  2009-04-17     Completed Date:  2009-08-21     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  2383-5     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Manitoba, Winnipeg, MB, Canada.
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MeSH Terms
Descriptor/Qualifier:
Anti-Infective Agents / chemical synthesis,  chemistry
Benzofurans / chemical synthesis*,  chemistry
Chemistry, Organic / methods
Horseradish Peroxidase / chemistry
Lichens
Models, Chemical
Oxygen / chemistry
Chemical
Reg. No./Substance:
0/Anti-Infective Agents; 0/Benzofurans; 125-46-2/usnic acid; 132-64-9/dibenzofuran; 7782-44-7/Oxygen; EC 1.11.1.-/Horseradish Peroxidase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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