Stepholidine

This article will address the topic of Stepholidine, which has gained great relevance in recent years, due to its impact on various areas of society. Since its appearance, Stepholidine has aroused great interest and generated intense debates in public opinion. Throughout this research, the different aspects related to Stepholidine will be analyzed, as well as its implications in different contexts. The current and future perspectives of Stepholidine will also be addressed, in order to provide a comprehensive vision of this currently significant topic.

(−)-Stepholidine
Names
IUPAC name
3,9-Dimethoxyberbine-2,10-diol
Systematic IUPAC name
(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolinoisoquinoline-2,10-diol
Other names
l-Stepholidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH Stepholidine
UNII
  • InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 ☒N
    Key: JKPISQIIWUONPB-HNNXBMFYSA-N ☒N
  • InChI=1/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1
    Key: JKPISQIIWUONPB-HNNXBMFYBD
  • COC1=C(C=C23CC4=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 , 100 kPa).
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(−)-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. ^ Natesan S, Reckless GE, Barlow KB, et al. (August 2008). "The antipsychotic potential of l-stepholidine-a naturally occurring dopamine receptor D(1) agonist and D (2) antagonist". Psychopharmacology. 199 (2): 275–89. doi:10.1007/s00213-008-1172-1. PMID 18521575. S2CID 21653956.
  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. Archived from the original on July 20, 2012.
  3. ^ Jin GZ, Zhu ZT, Fu Y (January 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.
  4. ^ Fu W, Shen J, Luo X, et al. (September 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. PMC 1948031. PMID 17468175.


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