Characterization of inflammatory agents from porphyromonas gingivalis

ORGN 243

Michael B. Smith1, Frank Nichols2, and JiYoung Mun1. (1) Department of Chemistry, University of Connecticut, 55 N. Eagleville Road, Storrs, CT 06269-3060, (2) Department of Periondontology, University of Connecticut Health Center, 263 Farmington Avenue, Farmington, CT 06030
Mixtures of complex lipids believed to be ceramides have been isolated by extraction of Porphyromonas gingivalis, a suspected periodontal pathogen. In addition, the same lipids have been isolated from human teeth and gingival tissue taken at sites of severe gum disease in several patients. Analysis by gas chromatography-mass spectrometry, after derivation of the hydroxyl units as their O-trimethylsilyl derivatives, gave mass spectral fragmentations consistent with the ceramides shown. They are characterized by odd carbon chains, hydroxyl and conjugated fatty amide functionality, and isobranching in some compounds. We are synthesizing these putative compounds to prove their structure and then to provide material for further biological evaluation.