26067-60-7Relevant articles and documents
Syntheses and structure-activity relationships on antibacterial and anti-ulcerative colitis properties of quaternary 13-substituted palmatines and 8-oxo-13-substituted dihydropalmatines
Song, Li,Zhang, Hai-Jing,Deng, An-Jun,Li, Jia,Li, Xiang,Li, Zhi-Hong,Zhang, Zhi-Hui,Wu, Lian-Qiu,Wang, Sheng-Qi,Qin, Hai-Lin
, p. 2586 - 2598 (2018)
In this study, quaternary palmatine is used as a lead compound to design and synthesize derivatives to evaluate bioactivities, with twenty-seven compounds of four series being obtained. Antibacterial activity was examined by determining the minimal inhibi
Total Synthesis of (-)-Canadine, (-)-Rotundine, (-)-Sinactine, and (-)-Xylopinine Using a Last-Step Enantioselective Ir-Catalyzed Hydrogenation
Chen, Fener,Chen, Wenchang,Chen, Yu,Jiang, Meifen,Li, Weijian,Tang, Pei,Yang, Zhi
, p. 8143 - 8153 (2021/06/28)
A concise asymmetric total synthesis of a group of tetrahydroprotoberberine alkaloids, (-)-canadine, (-)-rotundine, (-)-sinactine, and (-)-xylopinine, has been accomplished in three steps from the commercially available corresponding disubstituted phenylethylamine and disubstituted benzaldehyde. Our synthesis toward these four alkaloids took advantage of the following strategy: In the first step, we achieved an efficient and sustainable synthesis of secondary amine hydrochlorides via a fully continuous flow; in the second step, we developed a Pictet-Spengler reaction/Friedel-Crafts hydroxyalkylation/dehydration cascade for the construction of the dihydroprotoberberine core structure (ABCD-ring); and in the last step, Ir-catalyzed enantioselective hydrogenation was employed for the introduction of the desired stereochemistry at the C-14 position in the tetrahydroprotoberberine alkaloids. This work significantly expedites the asymmetric synthesis of the entire tetrahydroprotoberberine alkaloid family as well as a more diverse set of structurally related non-natural analogues.
Fibrauretine hydrazone derivative and its preparation and use
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Paragraph 0028; 0029; 0030; 0031, (2017/04/21)
The invention relates to an acylhydrazone derivative of palmatine. The acylhydrazone derivative of palmatine is characterized by having a structural formula show in the specification. The invention also provides a preparation method and application of the acylhydrazone derivative. The preparation method is simple and has strong operability. Palmatine is used as raw material and subjected to structural modification, an acylhydrazone structure is introduced, and the target product, namely benzaldehyde tetrahydropalmatine acetylhydrazone which is an acylhydrazone derivative of palmatine can be finally synthesized by virtue of superposition of function groups. The acylhydrazone derivative of palmatine has the advantages of good activity, less side effects and good anti-bacterial effect.