Biosystems Chemistry, Department of Chemistry and, Center for Integrated Protein Science Munich (CIPSM), Technical University of Munich, Lichtenbergstrasse 4, 85748, Garching, Germany.
Chair of Technical Biochemistry, Technical University of Dresden, Bergstrasse 66, 01069, Dresden, Germany.
Chembiochem. 2020 Feb 17;21(4):492-495. doi: 10.1002/cbic.201900472. Epub 2019 Nov 19.
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.
索比醇类是具有高度复杂和多样化分子结构的真菌聚酮化合物，具有相当程度的立体化学复杂性和高度的氧化程度。许多索比醇类化合物具有有前途的生物活性。该天然产物家族中的一个有趣成员是索比醇 A，据报道它具有抗病毒活性，特别是针对甲型流感病毒 (H1N1)。通过最近开发的氧化还原酶 SorbC 的简单一锅化学生酶方法，索比醇的特征双环[2.2.2]辛烷核心通过其天然 2-甲氧基苯酚取代基的变化进行结构多样化。这有利于制备具有取代芳香系统、烷烃、杂环和醚的结构类似物的聚焦文库。快速获得这种结构多样性为探索索比醇类的抗病毒潜力提供了机会。
