Combretastatin A-1

Combretastatin A-1
Names
IUPAC name
3-Methoxy-6-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzene-1,2-diol
Other names
Combretastatin A1; OXi4500
Identifiers
109971-63-3 
ChEMBL ChEMBL520204 Yes
ChemSpider 4800178 Yes
Jmol-3D images Image
PubChem 6078282
Properties
Molecular formula
C18H20O6
Molar mass 332.35 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Combretastatin A-1 is a combretastatin and a stilbenoid. It can be found in Combretum caffrum, the Eastern Cape South African Bushwillow tree.[1]

It is an antiangiogenic agent acting by destabilizing tubulin, which induces cell apoptosis of proliferating endothelial cells.[1]

Currently designated an orphan drug by the FDA, combretastatin A1 diphosphate (OXi4503 or CA1P) is in Phase I clinical trials for relapsed and refractory acute myeloid leukemia and myelodysplastic syndrome.[2]

References

  1. 1.0 1.1 Pettit, G. R.; Singh, S. B.; Niven, M. L.; Hamel, E.; Schmidt, J. M. (1987). "Isolation, Structure, and Synthesis of Combretastatins A-1 and B-1, Potent New Inhibitors of Microtubule Assembly, Derived from Combretum caffrum". Journal of Natural Products 50 (1): 119–131. doi:10.1021/np50049a016. PMID 3598594.
  2. http://clinicaltrials.gov/ct2/show/NCT01085656