Thienamycin: Introduction, Potency, and Resistance

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10 Questions

What is the mechanism of action of Aztreonam?

It operates via a mechanism different from penicillins and cephalosporins

What is the structural uniqueness of Clavulanic Acid among β-lactamase inhibitors?

It is fused to an oxazolidine ring

Why is the activity of an antibiotic reduced but not eliminated if the double bond of the enol ether is in the E configuration?

The Z configuration is essential for inhibition

What is the main reason for thienamycin's resistance to β-lactamases?

Unusual absence of a sulfur atom and presence of an acylamino side chain

What distinguishes ertapenem from imipenam and meropenem?

Presence of an extra substituent on the carbapenem ring

What makes meropenem more resistant to metabolism compared to imipenam?

Different substituent at position 2

What is the activation mechanism for cidofovir?

Cellular kinases catalyze two additional phosphorylation steps

What is the role of the phosphonomethylene group in cidofovir?

It replaces the sugar and phosphate groups

What is unique about famciclovir's design for prodrug enhancement?

Its alcohol groups are masked as esters for improved absorption

How does ganciclovir differ from penciclovir structurally?

Ganciclovir contains an extra hydroxymethylene group

Learn about Thienamycin, the first example of a class of compounds isolated from Streptomyces cattlaya. Discover its potency with a broad range of activity against Gram-positive and Gram-negative bacteria, as well as its low toxicity and high resistance to β-lactamases.

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