Synthesis and biological evaluation of alpha-mannosidase inhibitory activity of three deoxy derivatives of mannostatin A

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1499-504. doi: 10.1016/s0960-894x(99)00224-3.

Abstract

Three deoxy derivatives of alpha-mannosidase inhibitor mannostatin A have been synthesized and their inhibitors activity for Jack beans alpha-mannosidase evaluated in order to elucidate roles of each hydroxyl groups of the inhibitor The 1- and 2-deoxy derivatives have preserved inhibitory potentials although they lowered the activity one-hundred fold compared to the parent, but the 3-deoxy derivative lost activity.

MeSH terms

  • Cyclopentanes / chemical synthesis*
  • Fabaceae / enzymology
  • Inhibitory Concentration 50
  • Kinetics
  • Mannosidases / antagonists & inhibitors*
  • Mannosidases / pharmacokinetics
  • Plants, Medicinal
  • alpha-Mannosidase

Substances

  • 1-deoxymannostatin A
  • 2-deoxymannostatin A
  • 3-deoxymannostatin A
  • Cyclopentanes
  • mannostatin A
  • Mannosidases
  • alpha-Mannosidase