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An Introduction to Medicinal Chemistry

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190 <strong>An</strong>tibacterial agents<br />

Fig. 10.54 Clavulanic acid as an irreversible mechanism based inhibi<strong>to</strong>r.<br />

Plays a role<br />

in 6-lactamase •<<br />

resistance<br />

Acylamino side Opposite<br />

chain ^fcsent stereochemistry<br />

OH i <strong>to</strong> penicillins<br />

H N<br />

/ Carbon<br />

/ H /<br />

i^^--\<br />

H 3 C^'***', '<br />

//<br />

) ——— S "<br />

N-*^/^<br />

C0 2©<br />

Carbapenam nucleus<br />

Fig. 10.55 Thienamycin.<br />

Double bond leading

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