Aureonitol is a tetrahydrofuran isolated from Chaetomium sp. that acts like a transcriptional regulator for the biosynthesis of other secondary metabolites. The absolute configuration was confirmed in 2008. Aureonitol inhibits influenza A and B virus replication, being more effective against influenza A (H3N2) with EC50 of 100 nM. Aureonitol acts via inhibition of hemagglutination significantly impairing virus adsoption. Aureonitol has low cytoxicity with a IC50 value of 1426 μM.
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- Total synthesis and proof of relative stereochemistry of (−)-aureonitol. Jervis P.J. & Cox L.R. J. Org. Chem. 2008, 73, 7616.
- Targeted disruption of transcriptional regulators in Chaetomium globosum activates biosynthetic pathways and reveals transcriptional regulator-like behavior of aureonitol. Nakazawa T et al. J Am Chem Soc. 2013, 135, 13446.