- Combretastatin A-4
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Combretastatin A-4 2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenolOther namesCombretastatin A4
CA-4Identifiers CAS number 117048-59-6 PubChem 5351344 ChemSpider 4508364 ChEMBL CHEMBL67 Jmol-3D images Image 1 - COC1=C(C=C(C=C1)C=CC2=CC(=C(C(=C2)OC)OC)OC)O
Properties Molecular formula C18H20O5 Molar mass 316.34 g/mol Exact mass 316.131074 u Melting point 116 °C[1]
A-4 (verify) (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Combretastatin A-4 is a combretastatin, a type of stilbenoid. It can be isolated from Combretum caffrum, the Eastern Cape South African Bushwillow tree.
Derivatives
Combretastatin A-4 is the active component of combretastatin A-4 phosphate, a prodrug designed to damage the vasculature (blood vessels) of cancer tumors causing central necrosis.
See also
- Ombrabulin, a combretastatin A-4 derivative in clinical trials for treatment of cancer
References
- ^ Pettit, G. R. Sheo Bux Singh Boyd, M. R. Hamel, E. (1995), "Antineoplastic Agents. 291. Isolation and Synthesis of Combretastatins A-4, A-5, and A-6", Journal of Medicinal Chemistry 38: 1666–1672, doi:10.1021/jm00010a011
Stilbenoids Combretastatin | Combretastatin A-1 | Combretastatin A-4 | Combretastatin B-1 | Piceatannol | Pinosylvin | Pterostilbene | ResveratrolGlycosides Astringin | Piceid | RhaponticinOligomeric forms Ampelopsin A | Ampelopsin E | 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 GOligomers of resveratrolDimers : ε-viniferin, Parthenocissin A, Quadrangularin A, Pallidol and Amurensin A | Trimers : α-viniferin, Laevifonol (an ε-viniferin-ascorbic acid hybrid compound), trans-diptoindonesin B | Tetramers : Hopeaphenol | Vitisins A, B and COligomeric forms glycosides Diptoindonesin A | Laevifoside (O-glucoside of ampelopsin A)Misc Hydroxystilbamidine | Alpha-Phenylcinnamic acidSynthetic Stilbenoid drugsThis article about a natural phenol is a stub. You can help Wikipedia by expanding it.