My watch list

Scoulerine

Scoulerine

Systematic name	(13aS)-3,10-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino [3,2-a]isoquinoline-2,9-diol
Other names	Discretamine, Aequaline, Scoulerin.
Chemical formula	C₁₉H₂₁NO₄
Molecular weight	327.37 g/mol
CAS number	[605-34-5]
SMILES	COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)O
Disclaimer and references

Scoulerine, also known as discretamine and aequaline, is an alkaloid found in the Opium poppy ^[1], Croton Flavens ^[2], and certain plants in the Erythrina genus ^[3]. Studies show that scoulerine is an antagonist at the α₂-adrenoceptor, α_1D-adrenoceptor and 5-HT receptor ^[4]^[5]. It has also been found to be a GABA_A receptor agonist ^[6] ^[2].

References

^ Frick S, Chitty JA, Kramell R, Schmidt J, Allen RS, Larkin PJ, Kutchan TM. (2004). "Transformation of opium poppy (Papaver somniferum L.) with antisense berberine bridge enzyme gene (anti-bbe) via somatic embryogenesis results in an altered ratio of alkaloids in latex but not in roots.". Transgenic Res. 13 (6): 607–13. PMID 15672841.
^ ^a ^b Eisenreich WJ, Hofner G, Bracher F. (2003). "Alkaloids from Croton flavens L. and their affinities to GABA-receptors.". Nat Prod Res. 17 (6): 437–40. PMID 14577695.
^ Ito K. (1999). "Studies on the alkaloids of Erythrina plants". Yakugaku Zasshi. 119 (5): 340–56. PMID 10375996.
^ Ko FN, Yu SM, Su MJ, Wu YC, Teng CM. (1993). "Pharmacological activity of (-)-discretamine, a novel vascular alpha-adrenoceptor and 5-hydroxytryptamine receptor antagonist, isolated from Fissistigma glaucescens.". Br J Pharmacol. 110 (2): 882–8. PMID 7902181.
^ Ko FN, Guh JH, Yu SM, Hou YS, Wu YC, Teng CM. (1994). "(-)-Discretamine, a selective alpha 1D-adrenoceptor antagonist, isolated from Fissistigma glaucescens.". Br J Pharmacol. 112 (4): 1174–80. PMID 7952879.
^ Halbsguth C, Meissner O, Haberlein H. (2003). "Positive cooperation of protoberberine type 2 alkaloids from Corydalis cava on the GABA(A) binding site.". Planta Med. 69 (4): 305–9. PMID 12709895.