Atherosperminine

Atherosperminine
Clinical data
Other namesAtherospermine
Drug classDopamine receptor agonist
ATC code
  • None
Identifiers
  • 2-(3,4-dimethoxyphenanthren-1-yl)-N,N-dimethylethanamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H23NO2
Molar mass309.409 g·mol−1
3D model (JSmol)
  • CN(C)CCC1=CC(=C(C2=C1C=CC3=CC=CC=C32)OC)OC
  • InChI=1S/C20H23NO2/c1-21(2)12-11-15-13-18(22-3)20(23-4)19-16-8-6-5-7-14(16)9-10-17(15)19/h5-10,13H,11-12H2,1-4H3
  • Key:UZZFAUDNCIFFPM-UHFFFAOYSA-N

Atherosperminine, or atherospermine, is a dopamine receptor agonist, alkaloid found in Fissistigma glaucescens and other species, and the Hofmann degradation product of the aporphine alkaloid and dopamine receptor antagonist nuciferine.[1][2] It is a catecholamine with an expanded phenanthrene ring system and contains the neurotransmitter dopamine within its chemical structure.[1] The drug produces effects in rodents including hyperlocomotion, stereotypy, augmentation of amphetamine-induced toxicity, and reversal of haloperidol-induced catalepsy, among others.[1] Its effects are largely opposite to those of nuciferine, which instead shows antipsychotic-like effects.[1] In addition to its dopamine receptor agonism, atherosperminine has also shown other actions and effects, such as phosphodiesterase inhibition.[2]

See also

References

  1. 1 2 3 4 Bhattacharya SK, Bose R, Ghosh P, Tripathi VJ, Ray AB, Dasgupta B (September 1978). "Psychopharmacological studies on (--)-nuciferine and its Hofmann degradation product atherosperminine". Psychopharmacology. 59 (1): 29–33. doi:10.1007/BF00428026. PMID 100809.
  2. 1 2 Lin CH, Ko FN, Wu YC, Lu ST, Teng CM (June 1993). "The relaxant actions on guinea-pig trachealis of atherosperminine isolated from Fissistigma glaucescens". European Journal of Pharmacology. 237 (1): 109–116. doi:10.1016/0014-2999(93)90099-4. PMID 8395388.
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