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Chemodex
Combretastatin A4
Product Details | |
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Synonyms | 1-(3,4,5-Trimethoxyphenyl)-2-(3'-hydroxy-4'-methoxyphenyl) ethane 3,4,5-trimethoxy-3'-hydroxy-4'-methoxystilbene; CA4; CRC 87-09; NSC 817373 |
Product Type | Chemical |
Properties | |
Formula |
C18H20O5 |
MW | 316.35 |
CAS | 117048-59-6 |
Source/Host Chemicals | Plant |
Purity Chemicals | ≥98% (HPLC) |
Appearance | Off-white powder. |
Solubility | Soluble in DMSO (10mg/ml), ethanol (5mg/ml) or DMF (10mg/ml). Insoluble in water. |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | HVXBOLULGPECHP-WAYWQWQTSA-N |
Smiles | OC1=CC(/C=C\C2=CC(OC)=C(OC)C(OC)=C2)=CC=C1OC |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | -20°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
Combretastatin A4 is a natural stilbenoid phenol originally isolated from an African shrub, Combretum caffrum. It is a potent inhibitor of tubulin polymerization and displays strong inhibitory activity on tumor cell growth. It inhibits tubulin polymerization at the colchicine-binding site of beta-tubulin. CA4 was shown to impede tumor growth in several cell lines including IMR32 (neuroblastoma), Hs746T (gastric carcinoma), CFPAC-1 (pancreatic carcinoma) and MCF-7 (breast cancer). It has antitumor activity by inhibiting AKT function in human gastric cells. The inhibited AKT activation causes decreased cell proliferation, cell cycle arrest and reduced in vitro migration/invasiveness and in vivo metastatic ability. 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. Combretastatin A-4 is therefore a vascular disrupting agent (VDA) that targets tumor vasculature to inhibit angiogenesis.
(1) A.T. McGown & B.W. Fox; Anticancer Drug Des. 3, 249 (1989) | (2) R.T. Dorr, et al.; Invest. New Drugs 14, 131 (1996) | (3) J. Griggs, et al.; Int. J. Oncol. 19, 821 (2001) | (4) J. Griggs, et al.; Lancet Oncol. 2, 82 (2011) (Review) | (5) G.C. Tron, et al.; J. Med. Chem. 49, 3033 (2006) (Review) | (6) L.M. Greene, et al.; Biochem. Pharmacol. 84, 612 (2012) | (7) W. Liang, et al.; Med. Sci. Monit. 22, 4911 (2016)