AdipoGen Life Sciences

Phomoxanthone A

CHF 160.00
In stock
AG-CN2-0017-M0011 mgCHF 160.00
More Information
Product Details
Product Type Chemical
Properties
Formula

C38H38O16

MW 750.7
CAS 359844-69-2
Source/Host Chemicals Isolated from fungus Phoma sp.
Purity Chemicals ≥97% (HPLC)
Appearance Off-white to yellow solid.
Solubility Soluble in DMSO. Slightly soluble in ethanol.
Other Product Data

Note: P. Boehler (2018) describe that Phomoxanthone A becomes unstable if dissolved in DMSO, and readily isomerizes into the essentially non-toxic compound dicerandrol C. We advise therefore to dissolve the compound in DMSO immediately before usage.

InChi Key OHHXJWHRQGZQJM-CMDKCIDSSA-N
Smiles C[C@@H]1CC(O)=C2C(=O)C3=C(O[C@]2(COC(C)=O)[C@@H]1OC(C)=O)C(=CC=C3O)C1=C2O[C@]3(COC(C)=O)[C@H](OC(C)=O)[C@H](C)CC(O)=C3C(=O)C2=C(O)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Anticancer compound.
  • Shows antimalarial and antitubercular activity.
  • Cytotoxic against several cancer cell lines.
  • Antibacterial against Gram-positive bacteria and antifungal.
  • Activator of murine T lymphocytes, NK cells and macrophages.
  • Mitochondrial toxin with a mode of action distinct from known electron transport chain (ETC) inhibitors, OXPHOS uncouplers and ionophores. Shows rapid inhibition of both ETC and ΔΨm, the release of mitochondrial Ca2+ and fission of the inner but not the outer mitochondrial membrane independent from the mitochondrial fission and fusion regulators DRP1 and OPA1.
Product References
  1. Phomoxanthones A and B, novel xanthone dimers from the endophytic fungus Phomopsis species: M. Isaka, et al.; J. Nat. Prod. 64, 1015 (2001)
  2. X-ray Structure Determination, Absolute Configuration and Biological Activity of Phomoxanthone A: B. Elsasser, et al.; Eur. J. Org. Chem. 2005, 4563 (2005)
  3. Anticancer compounds derived from fungal endophytes: their importance and future challenges: R.N. Kharwar, et al.; Nat. Prod. Rep. 28, 1208 (2011)
  4. Pro-apoptotic and immunostimulatory tetrahydroxanthone dimers from the endophytic fungus Phomopsis Iongicolla: D. Rönsberg, et al.; J. Org. Chem. 78, 12409 (2013)
  5. The mycotoxin phomoxanthone A disturbs the form and function of the inner mitochondrial membrane: P. Boehler, et al.; Cell Death Dis. 9, 286 (2018)
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