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.
| Molecular Formula | C13H18O2 |
| References |
Abraham WR and Arfmann H-A (1992) Rearranged tetrahydrofurans from Chaetomium cochlioides. Phytochem. 31:2405 Jervis PJ and Cox LRJ (2008) Total synthesis and proof of relative stereochemistry of (−)-aureonitol. J. Org. Chem. 73:7616 Nakazawa T et al (2013) Targeted disruption of transcriptional regulators in Chaetomium globosum activates biosynthetic pathways and reveals transcriptional regulator-like behavior of aureonitol. J Am Chem Soc 135:13446 |