Structure-activity relationship of 5'-substituted fluoro-neplanocin a analogues as potent inhibitors of S-adenosylhomocysteine hydrolase

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):707-8. doi: 10.1081/NCN-200060286.

Abstract

Four 5'-substituted fluoro-neplanocin A analogues la-d were designed and synthesized, and the inhibitory activity against SAH was in the following order: NH2 > SH > F, N3, indicating a hydrogen bonding donor is essential for inhibitory activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / chemical synthesis
  • Adenosine / chemistry
  • Adenosylhomocysteinase / antagonists & inhibitors*
  • Adenosylhomocysteinase / chemistry
  • Antiviral Agents / pharmacology
  • Catalysis
  • Chemistry, Pharmaceutical / methods*
  • Drug Design
  • Enzyme Inhibitors / pharmacology*
  • Hydrogen / chemistry
  • Hydrogen Bonding
  • Inhibitory Concentration 50
  • Models, Chemical
  • Structure-Activity Relationship
  • Temperature

Substances

  • Antiviral Agents
  • Enzyme Inhibitors
  • neplanocin A
  • Hydrogen
  • Adenosylhomocysteinase
  • Adenosine