Chemistry:Tabernanthine

From HandWiki
Short description: Chemical compound
Tabernanthine
Skeletal formula of tabernanthine
Ball-and-stick model of the tabernanthine molecule
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC20H26N2O
Molar mass310.441 g·mol−1
3D model (JSmol)

Tabernanthine is an alkaloid found in Tabernanthe iboga.[1]

It has been used in laboratory experiments to study how addiction affects the brain.[2]

Tabernanthine persistently reduced the self-administration of cocaine and morphine in rats.[3]

Pharmacology

It is kappa opioid agonist (Ki = 0.15 μM) and NMDA receptor (Ki = 10.5 μM) antagonist.[4][5] Compared to ibogaine, it binds weakly to σ1 and σ2 receptor.[5]

See also

References

  1. ↑ "The Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and Voacangine". Journal of the American Chemical Society 80: 126–136. 1958. doi:10.1021/ja01534a036. 
  2. ↑ "A review of chemical agents in the pharmacotherapy of addiction". Current Medicinal Chemistry 9 (20): 1807–1818. October 2002. doi:10.2174/0929867023368980. PMID 12369879. 
  3. ↑ "Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum". Brain Research 657 (1–2): 14–22. September 1994. doi:10.1016/0006-8993(94)90948-2. PMID 7820611. 
  4. ↑ "Mechanisms of action of ibogaine and harmaline congeners based on radioligand binding studies". Brain Research 571 (2): 242–247. February 1992. doi:10.1016/0006-8993(92)90661-r. PMID 1377086. 
  5. ↑ 5.0 5.1 Lead Compounds from Medicinal Plants for the Treatment of Neurodegenerative Diseases. Academic Press. 16 December 2013. pp. 67–69, 73. ISBN 978-0-12-398383-1. https://books.google.com/books?id=o3opAgAAQBAJ&pg=PA67. 



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