Securinine
Securinine
$170.00 - 1 mg
$595.00 - 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
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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.