(±)-Dinorpenicillin-2-spirocycloalkanes have been synthesized, and no change in inhibitory activity of Staphylococcus aureus transpeptidase has been observed; decrease in antibacterial activity occurring with larger spirocycles is interpreted in terms of unsuitable lipophilicity, impairing penetrability through the bacterial cell wall.
J. Leclercq, E. Cossement, R. Boydens, L. A. M. Rodriguez, L. Brouwers, F. de Laveleye and W. Libert, J. Chem. Soc., Chem. Commun., 1978, 46 DOI: 10.1039/C39780000046
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