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Securinine

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Chemical compound Pharmaceutical compound
Securinine
Identifiers
IUPAC name
  • (1S,2R,8S)-14-Oxa-7-azatetracyclopentadeca-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
3D model (JSmol)
SMILES
  • C1CCN2(C1)34C2C=CC3=CC(=O)O4
InChI
  • 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 and Phyllanthus niruri.

Pharmacology

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

Securinine is a GABA-A antagonist.

See also

References

  1. Du GH, Wang DS, Fang LH, Du GH (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 SC, Peng JZ, Lu MW (January 1986). "". Zhongguo Yao Li Xue Bao = Acta Pharmacologica Sinica. 7 (1): 9–12. PMID 2876581.
  4. Zhang SC, Li SZ, Gao XC, Qian LH, Yang MZ, Yuan HN, Tan DJ (July 1993). "". Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica. 18 (7): 387–391. PMID 8267848.
  5. Klochkov S, Neganova M (May 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 JA, Karbon EW, Brubaker AN, Malik R, Curtis DR, Enna SJ (March 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.
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