Date published: 2025-10-1

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Deoxyfusapyrone (CAS 156856-32-5)

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Application:
Deoxyfusapyrone is a broad spectrum antifungal metabolite
CAS Number:
156856-32-5
Molecular Weight:
590.79
Molecular Formula:
C34H54O8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Deoxyfusapyrone is a naturally occurring chemical compound closely related to fusapyrone, primarily isolated from the fungus Fusarium semitectum. It is classified as a non-enzymatic secondary metabolite within the broader group of alpha-pyrones, noted for their distinct lactone rings which are crucial for their biological activities. Structurally, deoxyfusapyrone lacks the oxygen atom typically found in the related fusapyrone, which subtly modifies its chemical properties and biological activities. The primary mechanism of action of deoxyfusapyrone involves the disruption of cellular processes in other microbes, acting as a competitive tool in microbial ecosystems. This compound interferes with the cell signaling pathways and regulatory mechanisms essential for microbial survival and adaptation. In the realm of research, deoxyfusapyrone has been utilized to study microbial interactions and the natural chemical defenses employed by fungi against bacterial and fungal competitors. Insights gained from such studies are invaluable for understanding the ecological impacts of fungal metabolites and exploring their potential in controlling undesirable microbial growth in various environments. Additionally, research on deoxyfusapyrone contributes to the field of natural product chemistry, particularly in synthesizing and modifying alpha-pyrones to explore their full potential as bioactive compounds.


Deoxyfusapyrone (CAS 156856-32-5) References

  1. High performance liquid chromatography for the analysis of fusapyrone and deoxyfusapyrone, two antifungal alpha-pyrones from Fusarium semitectum.  |  Evidente, A., et al. 1999. Nat Toxins. 7: 133-7. PMID: 10797640
  2. Biological characterization of fusapyrone and deoxyfusapyrone, two bioactive secondary metabolites of Fusarium semitectum.  |  Altomare, C., et al. 2000. J Nat Prod. 63: 1131-5. PMID: 10978211
  3. Isolation and characterization of bioactive metabolites from marine-derived filamentous fungi collected from tropical and sub-tropical coral reefs.  |  Namikoshi, M., et al. 2000. Chem Pharm Bull (Tokyo). 48: 1452-7. PMID: 11045449
  4. The synthesis of deoxyfusapyrone. 1. An approach to the pyrone moiety.  |  Organ, MG. and Wang, J. 2002. J Org Chem. 67: 7847-51. PMID: 12398512
  5. The synthesis of deoxyfusapyrone. 2. Preparation of the bis-trisubstituted olefin fragment and its attachment to the pyrone moiety.  |  Organ, MG. and Wang, J. 2003. J Org Chem. 68: 5568-74. PMID: 12839448
  6. Structure-activity relationships of derivatives of fusapyrone, an antifungal metabolite of Fusarium semitectum.  |  Altomare, C., et al. 2004. J Agric Food Chem. 52: 2997-3001. PMID: 15137845
  7. Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone.  |  Hiramatsu, F., et al. 2006. J Antibiot (Tokyo). 59: 704-9. PMID: 17256469
  8. Novel neofusapyrones isolated from Verticillium dahliae as potent antifungal substances.  |  Honma, M., et al. 2010. Bioorg Med Chem Lett. 20: 709-12. PMID: 19962895
  9. Biosynthesis of Fusapyrone Depends on the H3K9 Methyltransferase, FmKmt1, in Fusarium mangiferae.  |  Atanasoff-Kardjalieff, AK., et al. 2021. Front Fungal Biol. 2: 671796. PMID: 37744112
  10. Fusapyrone and deoxyfusapyrone, two antifungal alpha-pyrones from Fusarium semitectum.  |  Evidente, A., et al. 1994. Nat Toxins. 2: 4-13. PMID: 8032694

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Deoxyfusapyrone, 1 mg

sc-391517
1 mg
$315.00