223595-43-5Relevant academic research and scientific papers
Synthesis and biological evaluation of a 2-aryl polyhydroxylated pyrrolidine alkaloid-based library
Tsou, En-Lun,Chen, Sih-Yu,Yang, Ming-Hsun,Wang, Shih-Chi,Cheng, Ting-Ren Rachel,Cheng, Wei-Chieh
experimental part, p. 10198 - 10204 (2009/04/07)
Inspired by polyhydroxylated pyrrolidine alkaloid natural products, a 18-membered library of 2-aryl polyhydroxylated pyrrolidines has been efficiently prepared in two or three synthetic steps from the known chiral cyclic nitrones with high yield and purity and excellent stereoselectivity. The inhibitory activity of all these compounds against various glycosidase enzymes was evaluated. Interestingly, 15 and 19 show better inhibitory activities than radicamine A (20) and B (18) against α-glucosidases. The IC50 values of 15 and 19 are 1.1 and 0.5 μM, respectively. In this study, we also discovered the substituent(s) on the aryl ring could affect the inhibition potency and selectivity against glycosidases.
Heck reaction of endocyclic enecarbemates with diazonium salts. Formal enantioselective syntheses of alkaloids (-)-codonopsine and (-)- codonopsinine, and the synthesis of a new C-aryl azasugar
Oliveira, Denilson F.,Severino, Elias A.,Correia, Carlos Roque D.
, p. 2083 - 2086 (2007/10/03)
Formal total syntheses of the pyrrolidine alkaloids (-)-codonopsine and (-)-codonopsinine, as well as the synthesis of a new C-aryl azasugar were accomplished from a common 5-membered, enantiomerically pure endocyclic enecarbamate. The key step in those s
