Combretastatin A-1

Combretastatin A-1
IUPAC name

3-Methoxy-6-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzene-1,2-diol
Other names

Combretastatin A1
Identifiers
CAS number 109971-63-3 N
PubChem 6078282
ChemSpider 4800178 Y
ChEMBL CHEMBL520204 Y
Jmol-3D images Image 1
Properties
Molecular formula C18H20O6
Molar mass 332.35 g mol−1
Exact mass 332.125988
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Combretastatin A-1 is a combretastatin, a chemical compound belonging to stilbenoid class. 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]

References

  1. ^ a b Isolation, structure, and synthesis of combretastatins A-1 and B-1, potent new inhibitors of microtubule assembly, derived from Combretum caffrum. Pettit G R, Singh S B, Niven M L, Hamel E and Schmidt J M, J-Nat-Prod. 1987 Jan-Feb; 50(1): 119-31, PubMed, doi:10.1021/np50049a016
Stilbenoids and their glycosides
Stilbenoids
Combretastatin | Combretastatin A-1 | Combretastatin A-4 | Combretastatin B-1 | Piceatannol | Pinosylvin | Pterostilbene | Resveratrol
Glycosides
of resveratrol
Oligomeric forms
Ampelopsin A | Amurensin A, B, G and H | Carasinol B | Diptoindonesin C | Diptoindonesin F | Flexuosol A | Gnetin H | Hemsleyanol D | Kobophenol A | Laetevirenol A, B, C, D and E | Vaticanol B | Viniferal | Tetramers : Laetevirenol F and G
of resveratrol
Ampelopsin E | Dimers : ε-viniferin, Parthenocissin A, Quadrangularin A, Pallidol and Amurensin A | Trimers : α-viniferin, Laevifonol (an ε-viniferin-ascorbic acid hybrid compound), Malaysianol A, trans-diptoindonesin B | Tetramers : Hopeaphenol | Vitisins A, B and C
Oligomeric forms glycosides
Diptoindonesin A | Laevifoside (O-glucoside of ampelopsin A)
Misc
Synthetic
Stilbenoid drugs