Chemistry:Alstonine

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Short description: Chemical compound
Alstonine
alstonine 2D skeletal
alstonine 3D BS
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
Chemical and physical data
FormulaC21H21N2O3
Molar mass349.410 g·mol−1
3D model (JSmol)

Alstonine is an indoloquinolizidine alkaloid and putative antipsychotic constituent of various plant species including Alstonia boonei, Catharanthus roseus, Picralima nitida, Rauwolfia caffra and Rauwolfia vomitoria.[1] In preclinical studies alstonine attenuates MK-801-induced hyperlocomotion, working memory deficit and social withdrawal.[2] It also possesses anxiolytic-like effects in preclinical studies,[1] attenuates amphetamine-induced lethality and stereotypy as well as apomorphine-induced stereotypy,[1] and attenuates haloperidol-induced catalepsy.[3] These effects appear to be mediated by stimulation of the 5-HT2C receptor.[4] In addition, alstonine, similarly to clozapine, indirectly inhibits the reuptake of glutamate in hippocampal slices.[5] Unlike clozapine however, the effect of which is abolished by the D2 receptor agonist apomorphine, alstonine requires 5-HT2A and 5-HT2C receptors to produce this effect, as it is abolished by antagonists of these receptors. Also unlike clozapine, alstonine lacks pro-convulsant activity in mice.[6]

See also

References

  1. ↑ 1.0 1.1 1.2 "The alkaloid alstonine: a review of its pharmacological properties". Evidence-Based Complementary and Alternative Medicine 3 (1): 39–48. March 2006. doi:10.1093/ecam/nek011. PMID 16550222. 
  2. ↑ "5-HT2A/C receptors mediate the antipsychotic-like effects of alstonine". Progress in Neuro-Psychopharmacology & Biological Psychiatry 36 (1): 29–33. January 2012. doi:10.1016/j.pnpbp.2011.08.022. PMID 21925231. 
  3. ↑ "Alstonine as an antipsychotic: effects on brain amines and metabolic changes". Evidence-Based Complementary and Alternative Medicine 2011 (418597): 418597. July 2011. doi:10.1093/ecam/nep002. PMID 19189988. 
  4. ↑ "Serotonergic Mechanisms as Targets for Existing and Novel Antipsychotics". Current Antipsychotics. Handbook of Experimental Pharmacology. 212. Berlin Heidelberg: Springer. 2012. pp. 87–124. doi:10.1007/978-3-642-25761-2_4. ISBN 978-3-642-25761-2. 
  5. ↑ "Effects of the putative antipsychotic alstonine on glutamate uptake in acute hippocampal slices". Neurochemistry International 61 (7): 1144–1150. December 2012. doi:10.1016/j.neuint.2012.08.006. PMID 22940693. 
  6. ↑ "Lack of pro-convulsant activity of the antipsychotic alkaloid alstonine". Journal of Ethnopharmacology 93 (2–3): 307–310. August 2004. doi:10.1016/j.jep.2004.03.056. PMID 15234769. 



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