Chemistry:Corynanthine

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Short description: Chemical compound
Corynanthine
corynanthine 2D skeletal
corynanthine 3D BS
Clinical data
Other namesRauhimbine
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
Chemical and physical data
FormulaC21H26N2O3
Molar mass354.450 g·mol−1
3D model (JSmol)

Corynanthine, also known as rauhimbine, is an alkaloid found in the Rauvolfia and Corynanthe (including Pausinystalia) genera of plants.[1][2] It is one of the two diastereoisomers of yohimbine, the other being rauwolscine.[3][4] It is also related to ajmalicine.

Corynanthine acts as an α1-adrenergic and α2-adrenergic receptor antagonist with approximately 10-fold selectivity for the former site over the latter.[3][4] This is in contrast to yohimbine and rauwolscine which have around 30-fold higher affinity for the α2-adrenergic receptor over the α1-adrenergic receptor.[3][4] As a result, corynanthine is not a stimulant (or an aphrodisiac for that matter), but a depressant, and likely plays a role in the antihypertensive properties of Rauvolfia extracts. Like yohimbine and rauwolscine, corynanthine has also been shown to possess some activity at serotonin receptors.[5]

See also

References

  1. ↑ "The alkaloids of Rauwolfia serpentina Benth". Journal of the American Pharmaceutical Association 44 (9): 553–67. September 1955. doi:10.1002/jps.3030440912. PMID 13251932. 
  2. ↑ "Alkaloids from Rauvolfia canescens; Pharmaceutical Biology - 39(3):Pages 239-240 - Informa Healthcare". Pharmaceutical Biology. doi:10.1076/phbi.39.3.239.5923. http://informahealthcare.com/doi/abs/10.1076/phbi.39.3.239.5923. 
  3. ↑ 3.0 3.1 3.2 "Pre- and postsynaptic alpha adrenoceptor selectivity studies with yohimbine and its two diastereoisomers rauwolscine and corynanthine in the anesthetized dog". The Journal of Pharmacology and Experimental Therapeutics 219 (2): 540–6. November 1981. PMID 6270312. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=6270312. 
  4. ↑ 4.0 4.1 4.2 "Comparison of the alpha-adrenoceptor antagonist profiles of idazoxan (RX 781094), yohimbine, rauwolscine and corynanthine". Naunyn-Schmiedeberg's Archives of Pharmacology 325 (2): 136–44. February 1984. doi:10.1007/bf00506193. PMID 6144048. 
  5. ↑ "Endogenous noradrenaline as modulator of hippocampal serotonin (5-HT)-release. Dual effects of yohimbine, rauwolscine and corynanthine as alpha-adrenoceptor antagonists and 5-HT-receptor agonists". Naunyn-Schmiedeberg's Archives of Pharmacology 329 (3): 216–21. May 1985. doi:10.1007/bf00501871. PMID 2991775. 



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