tetano
Editor, Senior Moderator
Chembiochem. 2019 Aug 25. doi: 10.1002/cbic.201900472. [Epub ahead of print]
[h=1]Chemo-Enzymatic Total Synthesis of Sorbicatechol Structural Analogs and Evaluation of Their Anti-Viral Potential.[/h] Sib A[SUP]1[/SUP], Milzarek TM[SUP]1[/SUP], Herrmann A[SUP]1[/SUP], Oubraham L[SUP]1[/SUP], M?ller JI[SUP]1[/SUP], Pichlmair A[SUP]1[/SUP], Brack-Werner R[SUP]1[/SUP], Gulder TAM[SUP]2[/SUP].
[h=3]Author information[/h] 1 GERMANY. 2 TU M?nchen, Chemistry, Lichtenbergstra?e 4, 85748, Garching, GERMANY.
[h=3]Abstract[/h] The sorbicillinoids are fungal polyketides that are 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 (7a), reported to have anti-viral activity, particularly against influenza A virus (H1N1). Utilizing a straightforward, one-pot chemo-enzymatic approach with the oxidoreductase SorbC that was recently developed in our group, we set out to structurally diversify the characteristic bicyclo[2.2.2]octane core of sorbicatechol by variation of its natural 2-methoxyphenol substituent. This facilitated the preparation of a focused library of structural analogs bearing substituted aromatic systems, alkanes, heterocycles and ethers. The fast access to this structural diversity provided an opportunity to explore the anti-viral potential of the sorbicatechol family.
? 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
[h=4]KEYWORDS:[/h] biocatalysis * IAV * HIV * sorbicillinoids * anti-viral bioactivity
PMID: 31448469 DOI: 10.1002/cbic.201900472
[h=1]Chemo-Enzymatic Total Synthesis of Sorbicatechol Structural Analogs and Evaluation of Their Anti-Viral Potential.[/h] Sib A[SUP]1[/SUP], Milzarek TM[SUP]1[/SUP], Herrmann A[SUP]1[/SUP], Oubraham L[SUP]1[/SUP], M?ller JI[SUP]1[/SUP], Pichlmair A[SUP]1[/SUP], Brack-Werner R[SUP]1[/SUP], Gulder TAM[SUP]2[/SUP].
[h=3]Author information[/h] 1 GERMANY. 2 TU M?nchen, Chemistry, Lichtenbergstra?e 4, 85748, Garching, GERMANY.
[h=3]Abstract[/h] The sorbicillinoids are fungal polyketides that are 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 (7a), reported to have anti-viral activity, particularly against influenza A virus (H1N1). Utilizing a straightforward, one-pot chemo-enzymatic approach with the oxidoreductase SorbC that was recently developed in our group, we set out to structurally diversify the characteristic bicyclo[2.2.2]octane core of sorbicatechol by variation of its natural 2-methoxyphenol substituent. This facilitated the preparation of a focused library of structural analogs bearing substituted aromatic systems, alkanes, heterocycles and ethers. The fast access to this structural diversity provided an opportunity to explore the anti-viral potential of the sorbicatechol family.
? 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
[h=4]KEYWORDS:[/h] biocatalysis * IAV * HIV * sorbicillinoids * anti-viral bioactivity
PMID: 31448469 DOI: 10.1002/cbic.201900472