Combretastatin A-4

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Combretastatin A-4
Combretastatin A4.svg
Identifiers
CAS number 117048-59-6 N
PubChem 5351344
ChemSpider 4508364 YesY
ChEMBL CHEMBL67 YesY
Jmol-3D images Image 1
Properties
Molecular formula C18H20O5
Molar mass 316.34 g/mol
Melting point 116 °C[1]
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Combretastatin A-4 is a combretastatin and a stilbenoid. It can be isolated from Combretum caffrum, the Eastern Cape South African bushwillow tree or in Combretum leprosum, the mofumbo, a species found in Brazil.[2]

Derivatives[edit]

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. A large number of synthetic derivatives have been reported, including beta-lactam based compounds.[3]

See also[edit]

  • Ombrabulin, a combretastatin A-4 derivative in clinical trials for treatment of cancer

References[edit]

  1. ^ 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 
  2. ^ Determination of Combretastatin A-4 in Combretum leprosum. SCN Queiroz, MR Assalin, S Nobre, IS Melo, RM Moraes, VL Ferracini and AL Cerdeira, Planta Med, 2010, volume 76, pages 53, doi:10.1055/s-0030-1251815
  3. ^ O'Boyle, N; Miriam Carr; Lisa M. Greene; Orla Bergin; Seema M. Nathwani; Thomas McCabe; David G. Lloyd; Daniela M Zisterer; Mary J. Meegan (2010). Journal of Medicinal Chemistry 53 (24): 8569–8584. doi:10.1021/jm101115u.