Stepholidine: Difference between revisions

|Name=(−)-Stepholidine

|ImageFile=(−)-Stepholidine.svg

|ImageSize=

|IUPACName=(13a''S'')-3,9-dimethoxy-5,8,13,13''a''-tetrahydro-6''H''-isoquino[3,2-''a'']isoquinoline-2,10-diol

|OtherNames=''l''-Stepholidine

| CASNo=16562-13-3

| PubChem=5290

| SMILES=COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O

| MeSHName=Stepholidine

| Formula=C₁₉H₂₁NO₄

| MolarMass=327.374 g/mol

| Appearance=

| Density=

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'''(−)-Stepholidine''' is a naturally-occurring chemical compound found in the herb ''[[Stephania|Stephania intermedia]]''. Stepholidine is a dual [[dopamine receptor D2|D₂ receptor]] [[dopamine antagonist|antagonist]] and [[dopamine receptor D1|D₁ receptor]] [[agonist]], and has shown [[antipsychotic]] activity in animal studies.<ref>{{cite journal |author=Natesan S, Reckless GE, Barlow KB, ''et al.'' |title=The antipsychotic potential of l-stepholidine-a naturally occurring dopamine receptor D(1) agonist and D (2) antagonist |journal=Psychopharmacology (Berl.) |volume=199 |issue=2 |pages=275–89 |year=2008 |month=August |pmid=18521575 |doi=10.1007/s00213-008-1172-1 |url=}}</ref><ref>{{cite journal |author=Mo J, Guo Y, Yang YS, Shen JS, Jin GZ, Zhen X |title=Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications |journal=Curr. Med. Chem. |volume=14 |issue=28 |pages=2996–3002 |year=2007 |pmid=18220736 |doi= 10.2174/092986707782794050|url=http://www.bentham-direct.org/pages/content.php?CMC/2007/00000014/00000028/0007C.SGM}}</ref><ref>{{cite journal |author=Jin GZ, Zhu ZT, Fu Y |title=(-)-Stepholidine: a potential novel antipsychotic drug with dual D1 receptor agonist and D2 receptor antagonist actions |journal=Trends Pharmacol. Sci. |volume=23 |issue=1 |pages=4–7 |year=2002 |month=January |pmid=11804640 |doi= 10.1016/S0165-6147(00)01929-5|url=http://linkinghub.elsevier.com/retrieve/pii/S0165614700019295}}</ref><ref>{{cite journal |author=Fu W, Shen J, Luo X, ''et al.'' |title=Dopamine D1 receptor agonist and D2 receptor antagonist effects of the natural product (-)-stepholidine: molecular modeling and dynamics simulations |journal=Biophys. J. |volume=93 |issue=5 |pages=1431–41 |year=2007 |month=September |pmid=17468175 |doi=10.1529/biophysj.106.088500 |url= |pmc=1948031}}</ref>

{{pharm-stub}}

{{Dopaminergics}}

[[Category:Dopamine agonists]]

[[Category:Dopamine antagonists]]

[[Category:Alkaloids]]