Pukateine Other names (R )-11-hydroxy-1,2-methylenedioxyaporphine ATC code
(7aR )-7-methyl-6,7,7a,8-tetrahydro-5H -benzo[g ][1,3]benzodioxolo[6,5,4-de ]quinolin-12-ol
CAS Number PubChem CID ChemSpider UNII ChEMBL CompTox Dashboard (EPA ) Formula C 18 H 17 N O 3 Molar mass 295.338 g·mol−1 3D model (JSmol )
CN1CCC2=CC3=C(C4=C2[C@H]1CC5=C4C(=CC=C5)O)OCO3
InChI=1S/C18H17NO3/c1-19-6-5-11-8-14-18(22-9-21-14)17-15(11)12(19)7-10-3-2-4-13(20)16(10)17/h2-4,8,12,20H,5-7,9H2,1H3/t12-/m1/s1
N Key:IKMXUUHNYQWZBC-GFCCVEGCSA-N
N
N Y (what is this?)
Pukateine is an alkaloid found in the bark of the New Zealand tree Laurelia novae-zelandiae ("Pukatea"), as well as some South American plants.[1] An extract from pukatea is used in traditional Māori herbal medicine as an analgesic .[2] [3]
Bernard Cracroft Aston studied the physical and chemical characteristics of the compound, and presented a paper with his findings to the Royal Society of New Zealand on May 11, 1909.[4]
See also [ ]
Apomorphine
Bulbocapnine
Glaucine
Nantenine
Nuciferine
Stepholidine
Tetrahydropalmatine
References [ ]
^ Quiroz-Carreño S, Pastene-Navarrete E, Espinoza-Pinochet C, Muñoz-Núñez E, Devotto-Moreno L, Céspedes-Acuña CL, et al. (November 2020). "Assessment of Insecticidal Activity of Benzylisoquinoline Alkaloids from Chilean Rhamnaceae Plants against Fruit-Fly Drosophila melanogaster and the Lepidopteran Crop Pest Cydia pomonella" . Molecules . Basel, Switzerland. 25 (21): 5094. doi :10.3390/molecules25215094 . PMC 7663414 . PMID 33153001 .
^ Dajas-Bailador FA, Asencio M, Bonilla C, Scorza MC, Echeverry C, Reyes-Parada M, et al. (March 1999). "Dopaminergic pharmacology and antioxidant properties of pukateine, a natural product lead for the design of agents increasing dopamine neurotransmission". General Pharmacology . 32 (3): 373–9. doi :10.1016/s0306-3623(98)00210-9 . PMID 10211594 .
^ Valiente M, D'Ocon P, Noguera MA, Cassels BK, Lugnier C, Ivorra MD (July 2004). "Vascular activity of (-)-anonaine, (-)-roemerine and (-)-pukateine, three natural 6a(R)-1,2-methylenedioxyaporphines with different affinities for alpha1-adrenoceptor subtypes". Planta Medica . 70 (7): 603–9. doi :10.1055/s-2004-827181 . PMID 15254852 .
^ Aston BC (1909). "The Alkaloids of the Pukatea" . Transactions of the Royal Society of New Zealand . 42 . Retrieved October 20, 2015 .
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SKF-83,959
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WAY-100,635
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See also: Receptor/signaling modulators
Adrenergics
Serotonergics
Monoamine reuptake inhibitors
Monoamine releasing agents
Monoamine metabolism modulators
Monoamine neurotoxins