Synthesis of polyfunctional quinolizidine alkaloids: development towards selective glycosidase inhibitors

• DOI: 10.1039/b907007a
• Publication Date: 2009-06-19T09:30:18Z
• Authors: Ganesh Pandey; Debasish Grahacharya; K. S. Shashidhara; M. Islam Khan; Vedavati G. Puranik
• Keywords: Quinolizidine; Indolizidine

A highly divergent route to a variety of quinolizidine alkaloids is described. The enantiomeric precursors 22a and 22b utilized for the synthesis these were constructed stereospecifically from PET cyclization corresponding acetylene tethered α-trimethylsilyl amine moieties 21a 21b, respectively, both which synthesised D-ribose. polyhydroxy alkaloid 7 was found be selective inhibitor α-galactosidase with Ki 83.9 μM. analogs 18, 12 10 are potent inhibitors α-glucosidase 28, 120 140 μM, respectively.