174149-76-9Relevant academic research and scientific papers
Flexible enantiodivergent synthesis and biological activity of mannostatin analogues, new cyclitol glycosidase inhibitors
Nishimura, Yoshio,Umezawa, Yoji,Adachi, Hayamitsu,Kondo, Shinichi,Takeuchi, Tomio
, p. 480 - 488 (2007/10/02)
Mannostatin A (1) is a new cyclitol inhibitor of glycoprotein processing. 2-Epimannostatin A (12) and its enantiomer (13) as well as their positional isomers (14, 15) were designed for probing structure-activity relationships in this class of glycosidase inhibitors. The analogues have been synthesized from (S)-4-((tert-butyldimethylsilyl)oxy)-2-cyclopentenone by an enantiodivergent strategy in a totally stereospecific fashion. Compound 13 showed inhibition against almond β-glucosidase and is shown to be a topographical analogue of β-D-glucopyranoside.
