Description and references

β-Lactamase inhibitor. Antibiotic produced by Streptomyces clavuligerus; first reported naturally occurring fused β-lactam containing oxygen. Isoln: M. Cole et al., DE 2517316 (1975 to Beecham), C.A. 84, 72635t (1976); A. G. Brown et al., J. Antibiot. 29, 668 (1976). Structure, x-ray crystallography: T. T. Howarth et al., Chem. Commun. 1976, 266. Total synthesis of (±)-form: P. H. Bentley et al., ibid. 1977, 748, 905; eidem, Tetrahedron Lett. 1979, 1889. β-Lactamase inhibition and antibacterial spectrum: C. Reading, M. Cole, Antimicrob. Agents Chemother. 11, 852 (1977). Mechanism of action: B. G. Spratt et al., ibid. 12, 406 (1977). Antibacterial activity, pharmacology and clinical efficacy of combination with amoxicillin: A. P. Ball et al., Lancet 1, 620 (1980); R. N. Brogden et al., Drugs 22, 337-362 (1981). In vitro and in vivo synergism with ticarcillin: R. Sutherland et al., Am. J. Med. 79, Suppl. 5B, 13 (1985).

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