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Communication | Special issue | Vol 13, No. 1, 1979, pp.477-495
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0477
Structures of Bu-2313 A and B, New Anti-anaerobic Antibiotics and Syntheses of Their Analogs

Susumu Nakagawa,* Takayuki Naito, and Hiroshi Kawaguchi

*Bristol-Banyu Research Institute, Ltd., 2-9-3, Shimomeguro, Meguro, Tokyo 153, Japan


An oligosporic actinomycete strain, No. E864-861, produced two new antibiotics, Bu-2313 A (C27H35NO9) and Bu-2313 B (C26H33NO9). Both Bu-2313 A and B exhibited a broad antimicrobial spectrum against gram-positive and gram-negative anaerobic bacteria, and also inhibited the growth of some aerobic bacteria such as streptococci. The structures of Bu-2313 A and B have been elucidated. They belong to the family of antibiotics classified as dienoyltetramic acids. Semi-synthesis of Bu-2313 A and B was performed by C-acylation of tetramic acids with the dienoic moiety obtained by periodate oxidation of Bu-2313. In a similar manner Bu-2313 analogs were prepared by using a variety of tetramic acids and cyclic 1,3-diketones.