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Sib, A.* ; Milzarek, T.M.* ; Herrmann, A. ; Oubraham, L.* ; Müller, J.I.* ; Pichlmair, A.* ; Brack-Werner, R. ; Gulder, T.A.M.*

Chemoenzymatic total synthesis of sorbicatechol structural analogues and evaluation of their antiviral potential.

ChemBioChem 21, 492-495 (2019)
Verlagsversion Postprint Forschungsdaten DOI
Open Access Gold (Paid Option)
Creative Commons Lizenzvertrag
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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Publikationstyp Artikel: Journalartikel
Dokumenttyp Wissenschaftlicher Artikel
Schlagwörter Antiviral Agents ; Biocatalysis ; Natural Products ; Sorbicillinoids ; Total Synthesis; Bisorbicillinol; Trichodimerol; Metabolites
ISSN (print) / ISBN 1439-4227
e-ISSN 1439-7633
Zeitschrift ChemBioChem
Quellenangaben Band: 21, Heft: 4, Seiten: 492-495 Artikelnummer: , Supplement: ,
Verlag Wiley
Verlagsort Postfach 101161, 69451 Weinheim, Germany
Begutachtungsstatus Peer reviewed