Structures of agglomerins.
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.
Terui
Y
Y
Shionogi Research Laboratories, Shionogi & Co., Ltd., Osaka, Japan.
Sakazaki
R
R
Shoji
J
J
D015107:4-Butyrolactone / Q000031:analogs & derivatives; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D001421:Bacteria, Anaerobic / Q000187:drug effects*; D006865:Hydrogenation; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; C063061:agglomerin A; C063062:agglomerin B; C063063:agglomerin C; C063064:agglomerin D; D015107:4-Butyrolactone