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|OtherNames=''l''-Stepholidine
|OtherNames=''l''-Stepholidine
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo=
| CASNo=16562-13-3
| PubChem=5290
| PubChem=5290
| SMILES=COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O
| SMILES=COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O

Revision as of 23:19, 11 May 2009

(−)-Stepholidine
Names
IUPAC name
(13aS)-3,9-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,10-diol
Other names
l-Stepholidine
Identifiers
3D model (JSmol)
MeSH Stepholidine
  • COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O
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).

(−)-Stepholidine is a naturally-occurring 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.[1][2][3][4]

See also

References

  1. ^ Natesan S, Reckless GE, Barlow KB; et al. (2008). "The antipsychotic potential of l-stepholidine-a naturally occurring dopamine receptor D(1) agonist and D (2) antagonist". Psychopharmacology (Berl.). 199 (2): 275–89. doi:10.1007/s00213-008-1172-1. PMID 18521575. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Mo J, Guo Y, Yang YS, Shen JS, Jin GZ, Zhen X (2007). "Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications". Curr. Med. Chem. 14 (28): 2996–3002. doi:10.2174/092986707782794050. PMID 18220736.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Jin GZ, Zhu ZT, Fu Y (2002). "(-)-Stepholidine: a potential novel antipsychotic drug with dual D1 receptor agonist and D2 receptor antagonist actions". Trends Pharmacol. Sci. 23 (1): 4–7. doi:10.1016/S0165-6147(00)01929-5. PMID 11804640. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  4. ^ Fu W, Shen J, Luo X; et al. (2007). "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. doi:10.1529/biophysj.106.088500. PMID 17468175. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)