秋水仙碱/秋水仙素/Colchicine

 Description
Biochem/physiol Actions Antimitotic agent that disrupts microtubules by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.

Properties
assay ≥95% （HPLC）
form powder
color white to yellow with a green cast
mp 150-160 °C （dec.）（lit.）
solubility H2O: 10 mg/mL
Gene Information human ... ABCB1（5243）, CYP3A4（1576）
  mouse ... Abcb1a（18671）, Abcb1b（18669）

Safety
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 （US）, Gloves, respirator cartridge type N100 （US）, type P1 （EN143） respirator filter, type P3 （EN 143） respirator cartridges
Hazard Codes T+
Risk Statements 26/28
Safety Statements 13-45
RIDADR UN1544 6.1/PG 1
WGK Germany 3
RTECS GH0700000

References
reference Luduena, R.F., et al., Tubulin structure and biochemistry. Curr. Opin. Cell Biol. 4, 53-57, （1992） Abstract
  Jordan, A., et al., Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle. Med. Res. Rev. 18, 259-296, （1998） Abstract
  Andreu, J.M., et al., Role of the colchicine ring A and its methoxy groups in the binding to tubulin and microtubule inhibition. Biochemistry 37, 8356-8368, （1998） Abstract
  Banerjee, A., Differential effects of colchicine and its B-ring modified analog MTPT on the assembly-independent GTPase activity of purified β-tubulin isoforms from bovine brain. Biochem. Biophys. Res. Commun. 231, 698, （1997） Abstract
  Suzuki, Y, Cell death, phagocytosis, and neurogenesis in mouse olfactory epithelium and vomeronasal organ after colchicine treatment. Ann. N.Y. Acad. Sci. 30, 252-254, （1998）
  DeVincenzo, R., et al., Antiproliferative activity of colchicine analogues on MDR-positive and MDR-negative human cancer cell lines. Anticancer Drug Des. 13, 19-33, （1998） Abstract
  Ceccali, S., et al., Apoptosis in rat hippocampal dentate gyrus after intraventricular colchicine. Neuroreport 8, 3779-3783, （1997） Abstract
  Want, T.H., et al., Microtubule-interfering agents activate c-Jun N-terminal kinase/stress-activated protein kinase through both Ras and apoptosis signal-regulating kinase pathways. J. Biol. Chem. 273, 4928-4936, （1998） Abstract
Merck Merck 13,2496
Beilstein Beil. 14,IV,946
  Aldrich MSDS 1, 482:D / Corp MSDS 1 （1）, 903:B / FT-IR 1 （2）, 361:C / FT-IR 2 （2）, 2980:D / FT-NMR 1 （2）, 1374:C / IR-Spectra （3）, 1072:F / IR-Spectra （2）, 938:B / NMR-Reference 2 （2）, 340:A / RegBook 1 （2）, 2007:C / Sigma FT-IR 1 （2）, 403:C / Structure Index 1, 320:D:5

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