千金藤啶碱

化合物

千金藤啶碱(英语:Stepholidine)或左旋千金藤啶碱((−)-Stepholidine)是一种在河谷地不容(一种植物)中发现的原小檗碱生物碱

左旋千金藤啶碱
IUPAC名
3,9-Dimethoxyberbine-2,10-diol
系统名
(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol
别名 左旋千金藤啶碱、(−)-千金藤啶碱、l-千金藤啶碱
识别
CAS号 16562-13-3  checkY
PubChem 6917970
ChemSpider 5293188
SMILES
 
  • COC1=C(C=C2[C@@H]3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)O
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
InChIKey JKPISQIIWUONPB-HNNXBMFYBD
MeSH Stepholidine
性质
化学式 C19H21NO4
摩尔质量 327.374 g/mol g·mol⁻¹
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

千金藤啶碱活性包括双重D2受体拮抗剂D1受体激动剂,并在动物研究中显示出抗精神病活性。[1][2][3][4]

参见

参考资料

  1. ^ Natesan S, Reckless GE, Barlow KB, et al. The antipsychotic potential of l-stepholidine-a naturally occurring dopamine receptor D(1) agonist and D (2) antagonist. Psychopharmacology. August 2008, 199 (2): 275–89. PMID 18521575. S2CID 21653956. doi:10.1007/s00213-008-1172-1. 
  2. ^ Mo J, Guo Y, Yang YS, Shen JS, Jin GZ, Zhen X. Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications. Curr. Med. Chem. 2007, 14 (28): 2996–3002 [2023-12-14]. PMID 18220736. doi:10.2174/092986707782794050. (原始内容存档于2012-07-20). 
  3. ^ Jin GZ, Zhu ZT, Fu Y. (-)-Stepholidine: a potential novel antipsychotic drug with dual D1 receptor agonist and D2 receptor antagonist actions. Trends Pharmacol. Sci. January 2002, 23 (1): 4–7. PMID 11804640. doi:10.1016/S0165-6147(00)01929-5. 
  4. ^ Fu W, Shen J, Luo X, et al. Dopamine D1 receptor agonist and D2 receptor antagonist effects of the natural product (-)-stepholidine: molecular modeling and dynamics simulations. Biophys. J. September 2007, 93 (5): 1431–41. PMC 1948031 . PMID 17468175. doi:10.1529/biophysj.106.088500.