Stepholidine

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Name=(−)-Stepholidine
ImageFile=(−)-Stepholidine.svg
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IUPACName=3,9-dimethoxy-6,8,13,13"a"-tetrahydro-5"H"-isoquinolino [2,1-"b"] isoquinoline-2,10-diol
OtherNames="l"-Stepholidine
Section1=Chembox Identifiers
CASNo=
PubChem=5290
SMILES=COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O
MeSHName=Stepholidine

Section2=Chembox Properties
Formula=C19H21NO4
MolarMass=327.374 g/mol
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Section3=Chembox Hazards
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(−)-Stepholidine is a naturally-occuring chemical compound found in the herb "Stephania intermedia". Stepholidine is a dual D2 receptor antagonist and D1 receptor agonist, and has shown antipsychotic activity in animal studies. [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=] [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= |url=http://www.bentham-direct.org/pages/content.php?CMC/2007/00000014/00000028/0007C.SGM] [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= |url=http://linkinghub.elsevier.com/retrieve/pii/S0165614700019295] [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=]

ee Also

*Apomorphine
*Bulbocapnine
*Glaucine
*Nuciferine
*Pukateine
*Tetrahydropalmatine

References


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