21848-62-4Relevant academic research and scientific papers
Semisynthesis and myocardial activity of thaliporphine N-homologues
Chiou, Chi-Ming,Lin, Chin-Ting,Huang, Wei-Jang,Chang, Yu-Mei,Ho, Yi-Jin,Su, Ming-Jai,Lee, Shoei-Sheng
, p. 405 - 412 (2013/05/22)
The N-homologues and optical isomers of thaliporphine (5a), a potent antiarrhythmic agent, were prepared starting from laurolitsine (1), an abundant aporphine present in Phoebe formosana. Treating N-propylnorglaucine with 90% H2SO4 yielded one additional product, an 11-sulfonyl-1,11-anhydroaporphine. Reaction of N-formylnorglaucine (3a) with 90% H2SO4, however, yielded the 9-sulfonyl-seco product as a major product. Treatment of 3a with 98% H2SO4 yielded pancordine (10), which, upon catalytic hydrogenation, yielded (±)-wilsonirine. 1H NMR spectroscopic analysis was applied successfully to monitor the optical purity of the crystalline salt while undertaking optical resolution. Thaliporphine (5a) was demonstrated to possess better positive inotropic and less negative chronotropic effects than the left-hand optical isomer and showed the best activity on rat cardiac tissue among the N-homologues prepared.
A facile method for the synthesis of glaucine and norglaucine from boldine
Huang, Wei-Jan,Chen, Chung-Hsiung,Singh, Om V.,Lee, Su-Lin,Lee, Shoei-Sheng
, p. 3681 - 3686 (2007/10/03)
A large-scale preparation of glaucine was achieved by reacting boldine with trimethylphenylammonium chloride and potassium t-butoxide in high yield. Treatment of glaucine with 30% H202, subsequent with hydrated ferrous sulfate, afforded norglaucine in an overall yield of 40%.
Uses of thaliporphine or its derivatives in treatment of cardiac diseases and preparation of same
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, (2008/06/13)
The present invention discloses thaliporphine and its derivatives for the treatment and/or prophylaxis of cardiac diseases, including cardiac arrhythmia, myocardial ischemia or myocardial infarction, and sudden death caused by cardiac arrhythmia or acute myocardial infarction.
