Structures of agglomerins

J Antibiot (Tokyo). 1990 Oct;43(10):1245-53. doi: 10.7164/antibiotics.43.1245.

Abstract

Structures of a series of new antibiotics, agglomerins A, B, C and D, which are active against a variety of anaerobic bacteria, were determined to be 1-acyl-2,3-dihydroxy-1,3-butadiene-1-carboxylic acid, (1----3)-gamma-lactones, i.e., 2-acyl-4-ylidenetetronic acids with different hydrocarbon chains in the acyl group. Their common chromophore exhibited tautomerism in solution. The relationship of their structure to the activity against anaerobes is discussed.

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Bacteria, Anaerobic / drug effects*
  • Hydrogenation
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • agglomerin A
  • agglomerin B
  • agglomerin C
  • agglomerin D
  • 4-Butyrolactone