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Analogs of Bu-2313 A and B were prepared by C-acylation of tetramic acid derivatives with the dienoic acid moiety obtained by periodate oxidation of Bu-2313 A or B. The C-acylation proceeded in the presence of a strong base such as potassium t-butoxide, sodium hydride or lithium hydride, whereas the use of triethylamine afforded O-acylated products. The semi-synthetic Bu-2313 analogs exhibited antibacterial spectra similar to the parent antibiotic but none exceeded Bu-2313 B in activity.

Citation

S Toda, S Nakagawa, T Naito, H Kawaguchi. Bu-2313, a new antibiotic complex active against anaerobes. III. Semi-synthesis of Bu-2313 A and B, and their analogs. The Journal of antibiotics. 1980 Feb;33(2):173-81

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PMID: 6900630

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