Combretastatin B-1

Combretastatin B-1 is a combretastatin and a dihydrostilbenoid. It can be found in Combretum caffrum, the Eastern Cape South African bushwillow tree[1] or in Combretum kraussii, the forest bushwillow.[2]

Combretastatin B-1
Names
Preferred IUPAC name
3-Methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene-1,2-diol
Other names
Combretastatin B1
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C18H22O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h7-10,19-20H,5-6H2,1-4H3
    Key: ZSNYQENLWQYSRK-UHFFFAOYSA-N
  • InChI=1/C18H22O6/c1-21-13-8-7-12(16(19)17(13)20)6-5-11-9-14(22-2)18(24-4)15(10-11)23-3/h7-10,19-20H,5-6H2,1-4H3
    Key: ZSNYQENLWQYSRK-UHFFFAOYAW
  • COC1=C(C(=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC)OC)O)O
  • O(c1cc(cc(OC)c1OC)CCc2ccc(OC)c(O)c2O)C
Properties
C18H22O6
Molar mass 334.36 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It can be produced by selective hydrogenation of Combretastatin A-1.[1]

It is a potent inhibitor of microtubule assembly in vitro.[1]

References
  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. Uteroactive constituents from Combretum kraussii. Bridget K Brookes, Olga V Doudoukina, Lynn C Katsoulis and Joy H D Veale, South African Journal of Chemistry, Dec 99, Vol. 52, Issue 4, page 127 (abstract)


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