Securinine

Securinine

$166.00 - 1 mg

$581.00 - 5 mg

All prices in Australian dollars

Code
BIA-S1947
Synonyms
Securinan-11-one, (-)-Securinine, NSC 107413, Securinin, l-Securinine
CAS #
5610-40-2
Molecular Formula
C13H15NO2
Molecular Weight
217.26
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO
Clear

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Application Notes

Securinine is a tetracyclic alkaloid isolated from the roots of Securinega suffruticosa with an unusual structure in which the piperidine ring has a skewed boat form and the diene is not coplanar. Securinine inhibits [3H]GABA binding to rat brain membranes with an IC50 of approximately 50 µM. Securinine induces toll-like receptor (TLR)-independent macrophage activation in vitro, leading to IL-8 secretion, L-selectin down-regulation, and CD11b and MHC Class II antigen up-regulation. Securinine is an active antitumor agent, inducing p73-​dependent apoptosis preferentially in p53-​deficient colon cancer cells and inhibits the cell migration​/invasion ability of DU145 prostate cancer cells.

References

  • Structure of securinine hydrobromide dehydrate and the molecular structure of securinine. Imado S. et al. Chem Pharm Bull. 1965, 13, 643.
  • Securinine alkaloids: a new class of GABA receptor antagonist. Buetler J.A. et al. Brain Res. 1985, 330, 135.
  • Securinine, a GABA-A receptor antagonist, enhances macrophage clearance of phase II C. burnetii: comparison with TLR agonists. Lubick K. et al. J Leukoc Biol. 2007, 82, 1062.
  • L-​securinine inhibits cell growth and metastasis of human androgen-​independent prostate cancer DU145 cells via regulating mitochondrial and AGTR1​/MEK​/ERK​/STAT3​/PAX2 apoptotic pathways. Zhang D. et al. Biosci Rep. 2019, 39, BSR20190469.

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