16562-13-3Relevant articles and documents
Asymmetric total synthesis of tetrahydroprotoberberine derivatives and evaluation of their binding affinities at dopamine receptors
Lee, David Y.W.,Liu, Jing,Zhang, Shuzhen,Huang, Peng,Liu-Chen, Lee-Yuan
, p. 1437 - 1440 (2017/03/08)
Cocaine addiction remains a serious challenge for clinical and medical research because there is no effective pharmacological treatment. L-THP, a natural product isolated from Corydalis yanhusuo W.T. Wang, is one of the most frequently used traditional herbs to treat drug addiction in China. Our laboratory first reported that its demethylated metabolites L-ICP, L-CD, and L-CP had high affinity at dopamine D1, D2, and D5 receptors. Here we report the chemical synthesis of these metabolites and other derivatives and their binding affinities at dopamine receptors. The synthesis of these bioactive metabolites will allow further in vivo study of their potential in treating cocaine addiction.
Preparation method for stepholidine and derivatives thereof
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, (2016/10/07)
The invention provides a preparation method for stopholidine and derivatives thereof. Specifically, the method comprises the following steps: with a chemical compound as shown in a formula A as an intermediate, carrying out B-N cyclization/sodium borohydride reduction reaction and cyclization reaction so as to obtain a skeleton of a stepholidine compound, wherein definitions of all groups are described in the specification. The method provided by the invention has the advantages of simple operation of related reactions, high yield, cheap reagents, and facilitation to enlargement of the preparation method for methylphenethylamine compounds as shown in a general formula I, and specifically for o-bromobenzeneacetic acid compounds corresponding to 9,10-substituted modes, so the method is applicable to large-scale preparation for optically pure stepholidine or the derivatives thereof.
Total synthesis of (S)-(-)-stepholidine using (S)-tert-butanesulfinylimine
Cheng, Jianjun,Fu, Liqiang,Ling, Chenyu,Yang, Yushe
, p. 2581 - 2592 (2011/04/24)
A new synthetic strategy of (S)-(-)-stepholidine, a promising antipsychotic drug candidate, is described. Nucleophilic addition of a laterally lithiated nitrile to a (S)-tert-butanesulfinylimine was used as the key step, which was complished in 94 % de and the main isomer was isolated in 52% yield. (S)-(-)-Stepholidine was prepared after another 5 steps, with an overall yield of 18.3% and > 98% ee. The Japan Institute of Heterocyclic Chemistry.