Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

Bioorg Med Chem Lett. 2006 Dec 1;16(23):5963-7. doi: 10.1016/j.bmcl.2006.08.130. Epub 2006 Sep 25.

Abstract

A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Boranes / chemical synthesis*
  • Boranes / chemistry
  • Boranes / pharmacology*
  • Boron / chemistry*
  • Boron Compounds / chemistry
  • Cytokines / metabolism
  • Esters / chemistry
  • Humans
  • Leukocytes / drug effects
  • Leukocytes / metabolism
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / pharmacology*
  • Skin Diseases / drug therapy
  • Structure-Activity Relationship

Substances

  • 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane
  • Anti-Bacterial Agents
  • Anti-Inflammatory Agents
  • Boranes
  • Boron Compounds
  • Cytokines
  • Esters
  • Pyridines
  • diphenylborate
  • Boron