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Chemoenzymatic total synthesis of sorbicatechol structural analogues and evaluation of their antiviral potential.
ChemBioChem 21, 492-495 (2019)
Publ. Version/Full Text
Postprint
Research data
DOI
Sorbicillinoids are fungal polyketides characterized by highly complex and diverse molecular structures, with considerable stereochemical intricacy combined with a high degree of oxygenation. Many sorbicillinoids possess promising biological activities. An interesting member of this natural product family is sorbicatecholA, which is reported to have antiviral activity, particularly against influenzaA virus (H1N1). Through a straightforward, one-pot chemoenzymatic approach with recently developed oxidoreductase SorbC, the characteristic bicyclo[2.2.2]octane core of sorbicatechol is structurally diversified by variation of its natural 2-methoxyphenol substituent. This facilitates the preparation of a focused library of structural analogues bearing substituted aromatic systems, alkanes, heterocycles, and ethers. Fast access to this structural diversity provides an opportunity to explore the antiviral potential of the sorbicatechol family.
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Publication type
Article: Journal article
Document type
Scientific Article
Keywords
Antiviral Agents ; Biocatalysis ; Natural Products ; Sorbicillinoids ; Total Synthesis; Bisorbicillinol; Trichodimerol; Metabolites
ISSN (print) / ISBN
1439-4227
e-ISSN
1439-7633
Journal
ChemBioChem
Quellenangaben
Volume: 21,
Issue: 4,
Pages: 492-495
Publisher
Wiley
Publishing Place
Postfach 101161, 69451 Weinheim, Germany
Non-patent literature
Publications
Reviewing status
Peer reviewed
Institute(s)
Institute of Virology (VIRO)