NPL70571-01

Structure

• InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
• InChIKey=IAKHMKGGTNLKSZ-INIZCTEOSA-N

Synonyms

• 64-86-8
• colchicine
• FSL0480
• MS0A0105
• NP-010664
• NP1114

Origin

Colchicum autumnale

Biological activities

Inhibition of microtubule polymerization

Therapeutic

Anticancer

Target

Tubulin beta-1 chain

Assay information

Inhibition of microtubule polymerization (IC₅₀ = 3.2 μM)
Growth inhibition against cancer cells (MCF7; 13 nM)
Inhibition of mitosis (>gt; 50 nM)
Inhibition of human trophoblast differentiation (2.5 - 250 μM)

References

• De Martino G, La Regina G, Coluccia A, Edler MC, Barbera MC, Brancale A, Wilcox E, Hamel E, Artico M, Silvestri R
  Arylthioindoles, potent inhibitors of tubulin polymerization.
  J Med Chem, 47(25): 6120-6123 (2004)  15566282  doi: 10.1021/jm049360d
• Douglas GC, King BF
  Colchicine inhibits human trophoblast differentiation in vitro.
  Placenta, 14(2): 187-201 (1993)  8506250
• TAYLOR EW
  THE MECHANISM OF COLCHICINE INHIBITION OF MITOSIS. I. KINETICS OF INHIBITION AND THE BINDING OF H3-COLCHICINE.
  J Cell Biol, 25: SUPPL:145-SUPPL:160 (1965)  14342828
• Ann. Chim. Phys., 14: 69-83 (1820)