AdipoGen Life Sciences

Colchicine

CHF 80.00
In stock
AG-CN2-0048-M500500 mgCHF 80.00
AG-CN2-0048-G0011 gCHF 140.00
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Product Details
Synonyms NSC 757; EINECS 200-598-5
Product Type Chemical
Properties
Formula

C22H25NO6

MW 399.4
Merck Index 14: 2471
CAS 64-86-8
RTECS GH0700000
Source/Host Chemicals Isolated from Colchicum autumnale.
Purity Chemicals ≥97%
Appearance White to off-white powder.
Solubility Soluble in 100% ethanol (>100mg/ml), DMSO (>100mg/ml), water or DMF.
Identity Determined by 1H-NMR.
InChi Key IAKHMKGGTNLKSZ-UHFFFAOYSA-N
Smiles COC1=CC2=C(C(OC)=C1OC)C1=CC=C(OC)C(=O)C=C1C(CC2)NC(C)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°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 Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Anti-cancer compound [5].
  • Microtubule assembly inhibitor. Depolymerizes microtubules and limits microtubule formation (inactivates spindle fibre formation) [1, 2, 5, 6].
  • Inhibits mitosis during cell division at metaphase by inhibiting spindle formation [6].
  • Anti-inflammatory compound [7, 9]. Suppresses monosodium urate crystal-induced NLRP3/NALP3 inflammasome-driven caspase-1 activation, IL-1β processing and release, and L-selectin expression on neutrophils at micromolar concentrations. Blocks the release of a crystal-derived chemotactic factor from neutrophil lysosomes, blocks neutrophil adhesion to, and inhibits monosodium urate crystal-induced production of superoxide anions from neutrophils at nanomolar concentrations [7].
  • Drug used in treatment of gout, familial Mediterranean fever, pericarditis and Behect's disease. Investigated for its anti-cancer activity [5, 8, 9]. It has a narrow therapeutic index with no clear-cut distinction between nontoxic, toxic and lethal doses, causing substantial confusion among clinicians [8].
  • Apoptosis inducer in a variety of normal and tumor cell lines [3, 4].
  • Inhibitor of autophagosome-lysosome fusion.
  • Inhibits acetylated a-tubulin mediated dynein dependent transport of mitochondria and subsequent apposition of ASC on mitochondria to NLRP3 on the endoplasmic reticulum in vitro and in vivo.
Product References
  1. Interactions of colchicine with tubulin: S.B. Hastie; Pharmacol. Ther. 51, 377 (1991) (Review)
  2. Analysis of the colchicine-binding site of beta-tubulin: R.G. Burns; FEBS Lett. 297, 205 (1992) (Review)
  3. Colchicine induces apoptosis in cerebellar granule cells: E. Bonfoco, et al.; Exp. Cell. Res. 218, 189 (1995)
  4. Sustained JNK activation induces endothelial apoptosis: studies with colchicine and shear stress: Y.L. Hu, et al.; Am. J. Physiol. 277, H1593 (1999)
  5. Microtubules as a target for anticancer drugs: M.A. Jordan & L. Wilson; Nat. Rev. Cancer 4, 253 (2004)
  6. Anti-mitotic activity of colchicine and the structural basis for its interaction with tubulin: B. Bhattacharyya, et al.; Med. Res. Rev. 28, 155 (2008) (Review)
  7. Colchicine: its mechanism of action and efficacy in crystal-induced inflammation: G. Nuki; Curr. Rheumatol. Rep. 10, 218 (2008) (Review)
  8. Colchicine poisoning: the dark side of an ancient drug: Y. Finkelstein, et al.; Clin. Toxicol. (Phila). 48, 407 (2010) (Review)
  9. Colchicine for the treatment of gout: P. Richette & T. Bardin; Expert Opin. Pharmacother. 11, 2933 (2010) (Review)
  10. Microtubule-driven spatial arrangement of mitochondria promotes activation of the NLRP3 inflammasome: T. Misawa, et al.; Nat. Immunol. 14, 454 (2013)
  11. Nuclear receptor coactivator 6 is a critical regulator of NLRP3 inflammasome activation and gouty arthritis: K-G. Lee, et al.; Cell. Mol. Immunol. ahead of print (2024)
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