Securinine
Securinine is an alkaloid found in Securinega leaves and roots that exhibits anticancer, antifungal, neuromodulatory, cognition enhancing, and neuroprotective activities. Securinine induces G1 phase cell cycle arrest, upregulates expression of p53 and Bax, and downregulates expression of Bcl-2, PI3K, mTOR, and p70s6k in breast cancer cells and promyelocytic leukemia cells. Securinine activates p38 MAPK, enhancing monocyte antibacterial activity in vitro as well. This compound also exhibits antimicrobial activity against Alternaria, Curvularia, and Helminthosporum. Additionally, securinine inhibits GABA-A receptors, decreases AChE activity, and suppresses amyloid-β (Aβ)-induced glial inflammatory responses in animal models of Alzheimer’s disease, improving cognitive deficits.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18971742
Cas No. |
5610-40-2 |
---|---|
Purity |
≥98% |
Formula |
C13H15NO2 |
Formula Wt. |
217.26 |
Chemical Name |
Securinan-11-one |
Melting Point |
142-143°C |
Solubility |
Soluble in ethanol 16 mg/mL, DMSO 50 mg/mL. Insoluble in water. |
Appearance |
Yellow crystal |
Han S, Zhang G, Li M, et al. L-securinine induces apoptosis in the human promyelocytic leukemia cell line HL-60 and influences the expression of genes involved in the PI3K/AKT/mTOR signaling pathway. Oncol Rep. 2014 May;31(5):2245-51. PMID: 24676995.
Li M, Han S, Zhang G, et al. Antiproliferative activity and apoptosis-inducing mechanism of L-securinine on human breast cancer MCF-7 cells. Pharmazie. 2014 Mar;69(3):217-23. PMID: 24716413.
Shipman M, Lubick K, Fouchard D, et al. Proteomic and systems biology analysis of monocytes exposed to securinine, a GABA(A) receptor antagonist and immune adjuvant. PLoS One. 2012;7(9):e41278. PMID: 23028424.
Singh AK, Pandey MB, Singh S, et al. Antifungal Activity of Securinine against Some Plant Pathogenic Fungi. Mycobiology. 2008 Jun;36(2):99-101. PMID: 23990741.
Lin X, Jun-Tian Z. Neuroprotection by D-securinine against neurotoxicity induced by beta-amyloid (25-35). Neurol Res. 2004 Oct;26(7):792-6. PMID: 15494124.
Rana S, Gupta K, Gomez J, et al. Securinine induces p73-dependent apoptosis preferentially in p53-deficient colon cancer cells. FASEB. 2010 Jun;24(6):2126-2134. PMID: 20133503.