Securinine

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Securinine
Securinine.svg
Identifiers
  • (1S,2R,8S)-14-Oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.222.962 Edit this at Wikidata
Chemical and physical data
FormulaC13H15NO2
Molar mass217.268 g·mol−1
3D model (JSmol)
  • C1CCN2[C@H](C1)[C@]34C[C@H]2C=CC3=CC(=O)O4
  • InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1
  • Key:SWZMSZQQJRKFBP-WZRBSPASSA-N

Securinine is an alkaloid found in Securinega suffruticosa[1] and Phyllanthus niruri.[2]

Pharmacology[edit]

Securinine has pro-convulsant effects[3][4] and it has a strong spastic effect, similar to the actions of strychnine.[5]

Securinine is a GABA-A antagonist.[6][7]

See also[edit]

References[edit]

  1. ^ Wang D, Fang L, Du G (2018). "Securinine". Natural small molecule drugs from plants. Springer Singapore. pp. 325–330. doi:10.1007/978-981-10-8022-7_54. ISBN 978-981-10-8021-0.
  2. ^ Patel JR, Tripathi P, Sharma V, Chauhan NS, Dixit VK (November 2011). "Phyllanthus amarus: ethnomedicinal uses, phytochemistry and pharmacology: a review". Journal of Ethnopharmacology. 138 (2): 286–313. doi:10.1016/j.jep.2011.09.040. PMID 21982793.
  3. ^ Tao, S. C.; Peng, J. Z.; Lu, M. W. (1986). "Central convulsive action of l-securinine". Zhongguo Yao Li Xue Bao = Acta Pharmacologica Sinica. 7 (1): 9–12. PMID 2876581.
  4. ^ Zhang, S. C.; Li, S. Z.; Gao, X. C.; Qian, L. H.; Yang, M. Z.; Yuan, H. N.; Tan, D. J. (1993). "The adverse effects of the preparations of the active principles of Chinese herbal drugs". Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica. 18 (7): 387–391. PMID 8267848.
  5. ^ Klochkov, Sergey; Neganova, Margarita (2021). "Unique indolizidine alkaloid securinine is a promising scaffold for the development of neuroprotective and antitumor drugs". RSC Advances. 11 (31): 19185–19195. Bibcode:2021RSCAd..1119185K. doi:10.1039/D1RA02558A. PMC 9033663. PMID 35478659.
  6. ^ "Securinine". PubChem, US National Library of Medicine. 2020-07-04.
  7. ^ Beutler, J. A.; Karbon, E. W.; Brubaker, A. N.; Malik, R.; Curtis, D. R.; Enna, S. J. (1985). "Securinine alkaloids: A new class of GABA receptor antagonist". Brain Research. 330 (1): 135–140. doi:10.1016/0006-8993(85)90014-9. PMID 2985189. S2CID 21138482.