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.
| Molecular Formula | C13H15NO2 |
| References |
Buetler JA et al (1985) Securinine alkaloids: a new class of GABA receptor antagonist. Brain Res. 330:135 Imado S et al (1965) Structure of securinine hydrobromide dehydrate and the molecular structure of securinine. Chem Pharm Bull. 13:643 Lubick K et al (2007) Securinine, a GABA-A receptor antagonist, enhances macrophage clearance of phase II C. burnetii: comparison with TLR agonists. Biol. 2007, 82:1062 Zhang D et al (2019) 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. Biosci Rep. 39:BSR20190469 |