Synthesis of benzoyl phenyl benzoates as effective inhibitors for phospholipase A2 and hyaluronidase enzymes

Bioorg Med Chem Lett. 2005 Sep 15;15(18):4100-4. doi: 10.1016/j.bmcl.2005.06.012.

Abstract

Benzoylation of (hydroxy phenyl) phenyl methanone 2a-g to benzoyl phenyl benzoates 4a-g, a benzophenone analogue, was achieved in good yield. All the newly synthesized compounds were evaluated for their phospholipase A2 [E.C. 3.1.1.4] and hyaluronidase [E.C. 3.2.1.35] enzyme inhibitory activity in snake venom as source and their structure-activity relationship with respect to different groups is reported for the first time. The in vitro PLA2 enzyme inhibitory activity and in vivo anti-inflammatory activity studies of benzoyl phenyl benzoates are illustrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Benzoates / chemical synthesis
  • Benzoates / chemistry*
  • Benzoates / pharmacology*
  • Elapidae
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Hyaluronoglucosaminidase / antagonists & inhibitors*
  • Hyaluronoglucosaminidase / metabolism
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Phospholipases A / antagonists & inhibitors*
  • Phospholipases A / metabolism
  • Phospholipases A2
  • Structure-Activity Relationship
  • Viperidae

Substances

  • Anti-Inflammatory Agents
  • Benzoates
  • Enzyme Inhibitors
  • Phospholipases A
  • Phospholipases A2
  • Hyaluronoglucosaminidase