Chemistry:Stepholidine

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(−)-Stepholidine
(−)-Stepholidine.svg
Names
IUPAC name
3,9-Dimethoxyberbine-2,10-diol
Systematic IUPAC name
(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol
Other names
l-Stepholidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH Stepholidine
UNII
Properties
C19H21NO4
Molar mass 327.374 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

(−)-Stepholidine is a protoberberine alkaloid found in the plant Stephania intermedia.

Stepholidine activity includes dual D2 receptor antagonist and D1 receptor agonist, and has shown antipsychotic activity in animal studies.[1][2][3][4]

See also

References

  1. "The antipsychotic potential of l-stepholidine-a naturally occurring dopamine receptor D(1) agonist and D (2) antagonist". Psychopharmacology 199 (2): 275–89. August 2008. doi:10.1007/s00213-008-1172-1. PMID 18521575. 
  2. "Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications". Curr. Med. Chem. 14 (28): 2996–3002. 2007. doi:10.2174/092986707782794050. PMID 18220736. http://www.bentham-direct.org/pages/content.php?CMC/2007/00000014/00000028/0007C.SGM. 
  3. "(-)-Stepholidine: a potential novel antipsychotic drug with dual D1 receptor agonist and D2 receptor antagonist actions". Trends Pharmacol. Sci. 23 (1): 4–7. January 2002. doi:10.1016/S0165-6147(00)01929-5. PMID 11804640. 
  4. "Dopamine D1 receptor agonist and D2 receptor antagonist effects of the natural product (-)-stepholidine: molecular modeling and dynamics simulations". Biophys. J. 93 (5): 1431–41. September 2007. doi:10.1529/biophysj.106.088500. PMID 17468175.