A novel transition state analog inhibitor of guanase based on azepinomycin ring structure: Synthesis and biochemical assessment of enzyme inhibition

Bioorg Med Chem Lett. 2011 Jan 15;21(2):756-9. doi: 10.1016/j.bmcl.2010.11.109. Epub 2010 Nov 27.

Abstract

Synthesis and biochemical inhibition studies of a novel transition state analog inhibitor of guanase bearing the ring structure of azepinomycin have been reported. The compound was synthesized in five-steps from a known compound and biochemically screened against the rabbit liver guanase. The compound exhibited competitive inhibition profile with a K(i) of 16.7±0.5μM.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Azepines / chemistry*
  • Azepines / pharmacology*
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Guanine Deaminase / antagonists & inhibitors*
  • Guanine Deaminase / metabolism*
  • Liver / enzymology
  • Rabbits
  • Structure-Activity Relationship

Substances

  • Azepines
  • Enzyme Inhibitors
  • azepinomycin
  • Guanine Deaminase