Aureonitol

Aureonitol

$166.00 - 0.10 mg

$581.00 - 0.50 mg

All prices in Australian dollars

Code
BIA-A2348
Synonyms
(-)-Aureonitol, (2S,3R,4S)-Aureonitol
CAS #
71774-51-1
Molecular Formula
C13H18O2
Molecular Weight
206.28
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO
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Application Notes

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.

References

  • Rearranged tetrahydrofurans from Chaetomium cochlioides. Abraham W.R. & Arfmann H-A. Phytochem. 1992, 31, 2405.
  • 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.

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