Pukateine

Drugbox
IUPAC_name = (R)-11-hydroxy-1,2-methylenedioxyaporphine


CAS_number = 81-67-4
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PubChem = 442340
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chemical_formula =
C=18 | H=17 | N=1 | O=3
molecular_weight = 295.332 g/mol
smiles = CN1CCC2=CC3=C(C4=C2 [C@H] 1CC5=C4C(=CC=C5)O)OCO3
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Pukateine is an alkaloid found in the bark of the New Zealand tree "Laurelia novae-zelandiae" ("Pukatea"). An extract from pukatea is used in traditional Māori herbal medicine as an analgesic, [ [http://www.teara.govt.nz/TheBush/UsesOfTheBush/PlantExtracts/1/ENZ-Resources/Standard/1/en Pukatea. Te Ara: The Encyclopedia of New Zealand] ] [ [http://pharmacy.otago.ac.nz/rongoa/pages/pukatea.htm Pukatea. University of Otago Pharmacy Dept.] ] and it is thought pukateine is the active component, [Fogg WS. The Pharmacological Action of Pukateine. "Journal of Pharmacology And Experimental Therapeutics". 1935 Jun;54(2):167-187.] as it is similar in both structure and activity to alkaloids such as glaucine and tetrahydropalmatine which are found in Chinese medicinal herbs used as analgesics. Pukateine has multiple mechanisms of action, with the most prominent effects being as an agonist at the D2 dopamine receptor and antagonist at the α1 adrenergic receptor. [Dajas-Bailador FA, Asencio M, Bonilla C, Scorza MC, Echeverry C, Reyes-Parada M, Silveira R, Protais P, Russell G, Cassels BK, Dajas F. Dopaminergic pharmacology and antioxidant properties of pukateine, a natural product lead for the design of agents increasing dopamine neurotransmission. "General Pharmacology". 1999 Mar;32(3):373-9. PMID 10211594] [Valiente M, D'Ocon P, Noguera MA, Cassels BK, Lugnier C, Ivorra MD. Vascular activity of (-)-anonaine, (-)-roemerine and (-)-pukateine, three natural 6a(R)-1,2-methylenedioxyaporphines with different affinities for alpha1-adrenoceptor subtypes. "Planta Medica". 2004 Jul;70(7):603-9. PMID 15254852]

ee Also

*Apomorphine
*Bulbocapnine
*Glaucine
*Nuciferine
*Stepholidine
*Tetrahydropalmatine

References


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