Monobactam

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Aztreonam
Drug class
File:Aztreonam structure.svg
Aztreonam. (The four-membered ring at the bottom is the β-lactam. There is a second thiazole ring, but it is not fused to the β-lactam ring.)
Class identifiers
UseBacterial infection
ATC codeJ01DF
External links
MeSHD008997
Legal status
File:Tigemonam.svg
Tigemonam

Monobactams are bacterially-produced monocyclic β-lactam antibiotics. 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] Due to their narrow spectrum, monobactams can be used to treat infections by susceptible bacteria without disrupting the patient's microbiota.[2] Monobactams are nevertheless seldom used.[2]

Aztreonam is the archetypal monobactam.[6] Other monobactams include tigemonam,[7] nocardicin A, carumonam and tabtoxin. An example of a monobactam that lacks antibiotic activity, but is used clinically for other purposes, is the cholesterol absorption inhibitor ezetimibe which is used to treat hypercholesterolemia.[8]

Pharmacology

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Monobactams exert their antibacterial effects by binding to penicillin-binding proteins (PBPs), thereby inhibiting bacterial wall synthesis.[5] Monobactams exhibit poor affinity for PBPs of Gram-positive bacteria as well as of strictly anaerobic bacteria, resulting in a lack of significant antimicrobial activity against these kinds of organisms.[3] Monobactams are synergetic with aminoglycosides, and piperacillin.[5]

Bacterial resistance to monobactams have been observed, and is mediated by bacterial beta-lactamases.[5]

Adverse effects

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Adverse effects to monobactams can include skin rash and occasional abnormal liver functions.[citation needed]

Monobactam antibiotics exhibit no IgE cross-reactivity reactions with penicillin but have shown some cross reactivity with cephalosporins, most notably ceftazidime, which contains an identical side chain as aztreonam.[9] Monobactams can trigger seizures in patients with history of seizures, although the risk is lower than with penicillins.[citation needed]

Research

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Siderophore-conjugated monobactams show promise for the treatment of multi drug-resistant pathogens.[10]

References

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