Conolidine

Conolidine
Conolidine
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 100414-81-1
ATC code  ?
PubChem CID 51051652
Chemical data
Formula C17H18N2O 
Mol. mass 266.337 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)
Tabernaemontana divaricata

Conolidine is an alkaloid. Preliminary reports suggest that it could provide analgesic effects with few of the detrimental side-effects associated with opioids such as morphine, though at present it has only been evaluated in mouse models.

Conolidine was first isolated in 2004, from the bark of the tabernaemontana divaricata (crepe jasmine) shrub which is used in traditional Chinese medicine.[1]

A method for creating synthetic conolidine from a commercially available acetyl-pyridine in 9 steps was developed by Micalizio, Bohn, and coworkers in 2011.[2][3] This synthetic route allows access to either enantiomer (mirror image) of conolidine via an early enzymatic resolution. Notably, both enantiomers of the synthetic compound show analgesic effects.[4]

See also

References

  1. ^ Kam, Toh-Seok (2004). "Biologically Active Ibogan and Vallesamine Derivatives from Tabernaemontana divaricata". Chemistry & biodiversity 1 (4): 646. doi:10.1002/cbdv.200490056. 
  2. ^ Clare Pain. Scientists create new type of painkiller, ABC News: May 23, 2011
  3. ^ M. A. Tarselli, K. M. Raehal, A. K. Brasher, C. Groer, M. D. Cameron, L. M. Bohn, G. C. Micalizio (2011). "Synthesis of conolidine, a potent non-opioid analgesic for tonic and persistent pain". Nature Chemistry 3 (6): 449–453. doi:10.1038/nchem.1050. 
  4. ^ Phillip Ball. Compound offers pain relief without the complications, Nature News: May 23, 2011.

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