千金藤啶鹼

化合物

千金藤啶鹼(英語:Stepholidine)或左旋千金藤啶鹼((−)-Stepholidine)是一種在河谷地不容(一種植物)中發現的原小檗鹼生物鹼

左旋千金藤啶鹼
IUPAC名
3,9-Dimethoxyberbine-2,10-diol
系統名
(13aS)-3,9-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,10-diol
別名 左旋千金藤啶鹼、(−)-千金藤啶鹼、l-千金藤啶鹼
識別
CAS號 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
性質
化學式 C19H21NO4
莫耳質量 327.374 g/mol g·mol⁻¹
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

千金藤啶鹼活性包括雙重D2受體拮抗劑D1受體激動劑,並在動物研究中顯示出抗精神病活性。[1][2][3][4]

參見

編輯

參考資料

編輯
  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. (原始內容存檔於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.