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BioViotica
Phomoxanthone A
385
CHF
CHF 385.00
In stock
BVT-0453-M0055 mgCHF 385.00
| Product Details | |
|---|---|
| Product Type | Chemical |
| Properties | |
| Formula |
C38H38O16 |
| MW | 750.7 |
| CAS | 359844-69-2 |
| Source/Host Chemicals | Isolated from fungus Phomopsis sp M4. |
| Purity Chemicals | >97% (1H-NMR, HPLC) |
| Appearance | Pale yellow solid. |
| Solubility | Soluble in DMSO, methanol or acetone. Insoluble in water. |
| Identity | Determined by 1H-NMR and MS. |
| Declaration | Manufactured by BioViotica. |
| 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 | +4°C |
| Handling Advice | Protect from light when in solution. |
| Use/Stability | Stable for at least 1 year after receipt when stored at +4°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Mycotoxin
- Antibacterial against Gram-positive bacteria.
- Shows antimalarial and antitubercular activity.
- Anticancer compound. Cytotoxic against several cancer cell lines (pro-apoptotic activity).
- Active against plant pathogene fungi (e.g. P. oryza, Phyt. infestans).
- 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
- Phomoxanthones A and B, novel xanthone dimers from the endophytic fungus Phomopsis species: M. Isaka, et al.; J. Nat. Prod. 64, 1015 (2001)
- X-ray Structure Determination, Absolute Configuration and Biological Activity of Phomoxanthone A: B. Elsasser, et al.; Eur. J. Org. Chem. 2005, 4563 (2005)
- Anticancer compounds derived from fungal endophytes: their importance and future challenges: R.N. Kharwar, et al.; Nat. Prod. Rep. 28, 1208 (2011)
- Isolation of a phomoxanthone A derivative, a new metabolite of tetrahydroxanthone, from a Phomopsis sp. isolated from the mangrove, Rhizhhopora mucronata: Y. Shiono, et al.; Nat. Prod. Commun. 8, 1735 (2013)
- Pro-apoptotic and immunostimulatory tetrahydroxanthone dimers from the endophytic fungus Phomopsis longicolla: D. Rönsberg, et al.; J. Org. Chem. 78, 12409 (2013)
- 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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