Chemoenzymatic Total Synthesis of Sorbicatechol Structural Analogues and Evaluation of Their Antiviral Potential

Abstract: 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 sorbicatechol A, which is reported to have antiviral activity, particularly against influenza A 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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Chemoenzymatic Total Synthesis of Sorbicatechol Structural Analogues and Evaluation of Their Antiviral Potential ; volume:21 ; number:4 ; year:2020 ; pages:492-495 ; extent:4
ChemBioChem ; 21, Heft 4 (2020), 492-495 (gesamt 4)

Urheber
Sib, Anna
Milzarek, Tobias M.
Herrmann, Alexander
Oubraham, Lila
Müller, Jonas I.
Pichlmair, Andreas
Brack‐Werner, Ruth
Gulder, Tobias A. M.

DOI
10.1002/cbic.201900472
URN
urn:nbn:de:101:1-2022062006192264010618
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:36 MESZ

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Beteiligte

  • Sib, Anna
  • Milzarek, Tobias M.
  • Herrmann, Alexander
  • Oubraham, Lila
  • Müller, Jonas I.
  • Pichlmair, Andreas
  • Brack‐Werner, Ruth
  • Gulder, Tobias A. M.

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