Cephamycin: Difference between revisions

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'''Cephamycin''' is a type of [[antibiotic]] that belongs to the [[cephalosporin]] class. It is a subclass of beta-lactam antibiotics, which are characterized by their unique beta-lactam ring structure. Cephamycins are known for their resistance to certain types of [[beta-lactamase]] enzymes, which are produced by some bacteria to resist beta-lactam antibiotics.
{{DISPLAYTITLE:Cephamycin}}


== History ==
== Cephamycin ==


Cephamycins were first discovered in the 1960s from the fungus ''[[Streptomyces]] cattleya''. The first cephamycin to be discovered was cephamycin C, which was isolated from ''Streptomyces cattleya'' in 1962.
[[File:Cephamycin_core_structure.svg|thumb|right|Core structure of cephamycin]]


== Types of Cephamycin ==
Cephamycins are a group of [[beta-lactam antibiotics]] that are structurally and functionally related to [[cephalosporins]]. They are characterized by the presence of a methoxy group at the 7-alpha position of the beta-lactam ring, which confers resistance to certain beta-lactamases produced by [[bacteria]]. This makes cephamycins particularly useful in treating infections caused by beta-lactamase-producing organisms.


There are several types of cephamycins, including:
== Structure and Mechanism of Action ==


* [[Cefoxitin]]
Cephamycins share a core structure with cephalosporins, which includes a beta-lactam ring fused to a dihydrothiazine ring. The distinguishing feature of cephamycins is the methoxy group at the 7-alpha position. This structural modification enhances their stability against beta-lactamase enzymes.
* [[Cefotetan]]
* [[Cefmetazole]]


These antibiotics are used to treat a variety of bacterial infections, including those caused by [[Gram-negative bacteria]] and [[Gram-positive bacteria]].
The mechanism of action of cephamycins, like other beta-lactam antibiotics, involves the inhibition of bacterial [[cell wall]] synthesis. They achieve this by binding to and inactivating penicillin-binding proteins (PBPs), which are essential for the cross-linking of the peptidoglycan layer of the bacterial cell wall. This leads to cell lysis and death of the bacterium.


== Mechanism of Action ==
== Clinical Uses ==


Cephamycins work by inhibiting the synthesis of the bacterial cell wall. They bind to penicillin-binding proteins (PBPs) in the bacterial cell wall, which prevents the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and eventually leads to cell lysis and death.
Cephamycins are used to treat a variety of bacterial infections, particularly those caused by anaerobic bacteria and Gram-negative organisms. They are effective against organisms such as [[Escherichia coli]], [[Klebsiella pneumoniae]], and [[Bacteroides fragilis]].


== Resistance ==
Commonly used cephamycins include:


Some bacteria have developed resistance to cephamycins. This is often due to the production of beta-lactamase enzymes that can inactivate the antibiotic. However, cephamycins are resistant to certain types of beta-lactamases, including those produced by [[Escherichia coli]] and [[Klebsiella pneumoniae]].
* [[Cefoxitin]]
* [[Cefotetan]]


== Side Effects ==
These antibiotics are often used in surgical prophylaxis and in the treatment of intra-abdominal and pelvic infections.


Like all antibiotics, cephamycins can cause side effects. These can include:
== Resistance ==


* [[Allergic reactions]]
While cephamycins are resistant to many beta-lactamases, resistance can still occur through other mechanisms. Bacteria may acquire resistance through the production of extended-spectrum beta-lactamases (ESBLs) or through alterations in penicillin-binding proteins. Additionally, efflux pumps and changes in porin channels can contribute to resistance.
* [[Diarrhea]]
* [[Nausea]]
* [[Vomiting]]


In rare cases, cephamycins can cause more serious side effects, such as [[Clostridium difficile]] infection.
== Related Pages ==
 
== See Also ==


* [[Beta-lactam antibiotic]]
* [[Beta-lactam antibiotic]]
* [[Cephalosporin]]
* [[Cephalosporin]]
* [[Penicillin-binding protein]]
* [[Antibiotic resistance]]
* [[Beta-lactamase]]


[[Category:Antibiotics]]
[[Category:Beta-lactam antibiotics]]
[[Category:Cephalosporins]]
[[Category:Cephalosporins]]
[[Category:Beta-lactam antibiotics]]
{{stub}}

Latest revision as of 11:26, 15 February 2025


Cephamycin[edit]

Core structure of cephamycin

Cephamycins are a group of beta-lactam antibiotics that are structurally and functionally related to cephalosporins. They are characterized by the presence of a methoxy group at the 7-alpha position of the beta-lactam ring, which confers resistance to certain beta-lactamases produced by bacteria. This makes cephamycins particularly useful in treating infections caused by beta-lactamase-producing organisms.

Structure and Mechanism of Action[edit]

Cephamycins share a core structure with cephalosporins, which includes a beta-lactam ring fused to a dihydrothiazine ring. The distinguishing feature of cephamycins is the methoxy group at the 7-alpha position. This structural modification enhances their stability against beta-lactamase enzymes.

The mechanism of action of cephamycins, like other beta-lactam antibiotics, involves the inhibition of bacterial cell wall synthesis. They achieve this by binding to and inactivating penicillin-binding proteins (PBPs), which are essential for the cross-linking of the peptidoglycan layer of the bacterial cell wall. This leads to cell lysis and death of the bacterium.

Clinical Uses[edit]

Cephamycins are used to treat a variety of bacterial infections, particularly those caused by anaerobic bacteria and Gram-negative organisms. They are effective against organisms such as Escherichia coli, Klebsiella pneumoniae, and Bacteroides fragilis.

Commonly used cephamycins include:

These antibiotics are often used in surgical prophylaxis and in the treatment of intra-abdominal and pelvic infections.

Resistance[edit]

While cephamycins are resistant to many beta-lactamases, resistance can still occur through other mechanisms. Bacteria may acquire resistance through the production of extended-spectrum beta-lactamases (ESBLs) or through alterations in penicillin-binding proteins. Additionally, efflux pumps and changes in porin channels can contribute to resistance.

Related Pages[edit]