Mensacarcin

Mensacarcin

$225.00 - 0.50 mg

$790.00 - 2.50 mg

All prices in Australian dollars

Code
BIA-M1914
CAS #
808750-39-2
Molecular Formula
C21H24O9
Molecular Weight
420.4
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in DMSO or methanol

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Application Notes

Mensarcarcin is an unusual anthracene metabolite of Streptomyces sp. containing nine stereogenic centres and two epoxy functionalities first isolated by Zeeck and co-workers in the late 1990s. Mensacarcin has broad antitumor activity. Mensacarcin activates caspase-​3​/7-​dependent apoptotic pathways and induces cell death in SK-​Mel-​28 and SK-​Mel-​5 melanoma cells with the BRAF(V600E) mutation associated with drug resistance, showing characteristic chromatin condensation as well as poly(ADP-​ribose)​polymerase-​1 cleavage. The epoxy moieties are primarily responsible for the cytotoxic effect of mensocarcin.

References

  • Towards a total synthesis of the new anticancer agent mensacarcin: synthesis of the carbocyclic core. Tietze L. et al. Chemistry 2004, 10, 5233.
  • The natural product mensacarcin induces mitochondrial toxicity and apoptosis in melanoma cells. Plitzko B. et al. J Biol Chem. 2017, 292, 21102.
  • Insights into the bioactivity of mensacarcin and epoxide formation by MsnO8. Maier S. et al. Chem Bio Chem. 2014, 15, 749.

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