Scoulerine
 | |
| Names | |
|---|---|
| IUPAC names
(13aS)-3,10-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino [3,2-a]isoquinoline-2,9-diol | |
| Other names
Discretamine, Aequaline, Scoulerin. | |
| Identifiers | |
605-34-5  | |
| ChEBI | CHEBI:17129  |
| ChEMBL | ChEMBL1235966 |
| ChemSpider | 388725 |
| |
| Jmol-3D images | Image |
| PubChem | 439654 |
| |
| Properties | |
| C19H21NO4 | |
| Molar mass | 327.37 g/mol |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| verify (what is: /?) | |
| Infobox 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, α1D-adrenoceptor and 5-HT receptor.[4][5] It has also been found to be a GABAA receptor agonist.[2][6]
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. doi:10.1007/s11248-004-2892-6. PMID 15672841.
- ↑ 2.0 2.1 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. doi:10.1080/1478641031000111516. 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. doi:10.1111/j.1476-5381.1993.tb13895.x. PMC 2175899. 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. doi:10.1111/j.1476-5381.1994.tb13207.x. PMC 1910235. 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. doi:10.1055/s-2003-38869. PMID 12709895.