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The β-lactam core structures. (A) A penam.(B) A carbapenam.(C) An oxapenam.(D) A penem.(E) A carbapenem.(F) A monobactam.(G) A cephem.(H) A carbacephem.(I) An oxacephem. This is a list of common β-lactam antibiotics—both administered drugs and those not in clinical use—organized by structural class.
β-Lactam antibiotics are indicated for the prevention and treatment of bacterial infections caused by susceptible organisms. At first, β-lactam antibiotics were mainly active only against gram-positive bacteria, yet the recent development of broad-spectrum β-lactam antibiotics active against various gram-negative organisms has increased their usefulness.
A lactam is a cyclic amide, and beta-lactams are named so because the nitrogen atom is attached to the β-carbon atom relative to the carbonyl. The simplest β-lactam possible is 2-azetidinone. β-lactams are significant structural units of medicines as manifested in many β-lactam antibiotics. [2]
Dicloxacillin is a narrow-spectrum β-lactam antibiotic of the penicillin class. [1] It is used to treat infections caused by susceptible (non-resistant) Gram-positive bacteria . [ 1 ] It is active against beta-lactamase -producing organisms such as Staphylococcus aureus , which would otherwise be resistant to most penicillins .
The β-lactam ring is not fused to another ring, in contrast to most other β-lactams. [ 1 ] Monobactams are narrow-spectrum antibiotics [ 2 ] effective only against (strictly or facultatively [ 3 ] ) aerobic Gram-negative bacilli , [ 4 ] [ 5 ] [ 3 ] exhibiting a high level of resistance to beta-lactamases of these organisms. [ 3 ]
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Avibactam on the other hand does not contain a beta-lactam ring (non beta-lactam beta-lactamase inhibitor), and instead binds reversibly. [8] [9] Ambler Class B beta-lactamases cleave beta-lactams by a mechanism similar to that of metalloproteases. As no covalent intermediate is formed, the mechanism of action of marketed beta-lactamase ...
Cephems are a sub-group of β-lactam antibiotics including cephalosporins and cephamycins. [1] It is one of the most common 4-membered ring heterocycle. [ 2 ] Produced by actinomycetes, cephamycins were found to display antibacterial activity against a wide range of bacteria, including those resistant to penicillin and cephalosporins. [ 3 ]