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Background
Background
What is β-lactam???

 A four-membered lactam           These antibiotics inhibiting the
  (A lactam is a                   cell walls of bacteria
  cyclic amide),nitrogen atom      Cause lethal effect on bacteria
  is attached to the β-carbon
  relative to the carbonyl.
 The β-lactam ring is part of
  the core structure of
  several antibiotic families(β-
  lactam antibiotics), such as:
•
Structure of Cephalosporins
Cephalosporins (red in colour is structure of β-lactam )
Mechanism of action
Cephalosporins are              All bacterial cells have a cell
bactericidal (which means         wall that protects them
that they kill bacteria) have    Structure of β-lactam can
the same mode of action as        detect enzymes which involve
other β-lactam antibiotics as     in cell wall synthesis.
penicillins                      Then it can inactivating the
                                  enzymes thus inhibit
                                  formation of cell wall which
                                  causes the walls to break
                                  down and eventually the
                                  bacteria die.
Uses
 Used to treat a wide variety of bacterial infections, such as
  respiratory tract infections (pneumonia, strep throat, tonsillitis,
  bronchitis), skin infections and urinary tract infections
Commonly used for surgical
prophylaxis - prevention of
bacterial infection before,
during, and after surgery
Classifications of Cephalosporins
 Grouped into “generations” based on their spectrum of
  microbial activity, such as:
• 1st generation
• 2nd generation
• 3rd generation
• 4th generation

 First Chepalosporins designated first generation while
  later, more advanced cephalosporins were classified as
  2nd generation and so on.
 Each newer generation of cephalosporins has
  significantly greater gram-negative antimicrobial
  properties than previous one.
1st generation                  2nd generation
 Moderate                       Greater gram-negative
 Treating staphylococcal         spectrum while retaining
  and streptococcal               some activity against
  infections and therefore        gram-positive bacteria
  are alternatives for skin      More resistant to β-
  and soft-tissue infections.     lactam, treating upper
 Example:                        and lower respiratory
 Cephaloridine                   tract infections, sinusitis
                                  and otitis media.
 Cephalothin                    Active against E. coli,
 Cephapirin                      Klebsiella and Proteus
                                 Example :
                                 Cefaclor
                                 Cefoxitin
3rd generation                 4th generation
 Further increased activity    Greater resistance to β-
  against gram-negative          lactam than the 3rd
  organisms                      generation.
 Excellent activity against    Can cross blood brain
  most strains of                barrier and are effective
  Streptococcus                  in meningitis
  pneumoniae including          Example :
  that have high level          Cefepime
  resistance to penicillin      Cefluprenam
  and N. gonorrhoeae
                                Cefozopran
 Example:
 Cefdinir
 Cefixime
Cephalosporins

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Cephalosporins

  • 1.
  • 3. What is β-lactam???  A four-membered lactam These antibiotics inhibiting the (A lactam is a cell walls of bacteria cyclic amide),nitrogen atom Cause lethal effect on bacteria is attached to the β-carbon relative to the carbonyl.  The β-lactam ring is part of the core structure of several antibiotic families(β- lactam antibiotics), such as: •
  • 4. Structure of Cephalosporins Cephalosporins (red in colour is structure of β-lactam )
  • 5. Mechanism of action Cephalosporins are  All bacterial cells have a cell bactericidal (which means wall that protects them that they kill bacteria) have  Structure of β-lactam can the same mode of action as detect enzymes which involve other β-lactam antibiotics as in cell wall synthesis. penicillins  Then it can inactivating the enzymes thus inhibit formation of cell wall which causes the walls to break down and eventually the bacteria die.
  • 6. Uses  Used to treat a wide variety of bacterial infections, such as respiratory tract infections (pneumonia, strep throat, tonsillitis, bronchitis), skin infections and urinary tract infections
  • 7. Commonly used for surgical prophylaxis - prevention of bacterial infection before, during, and after surgery
  • 8. Classifications of Cephalosporins  Grouped into “generations” based on their spectrum of microbial activity, such as: • 1st generation • 2nd generation • 3rd generation • 4th generation  First Chepalosporins designated first generation while later, more advanced cephalosporins were classified as 2nd generation and so on.  Each newer generation of cephalosporins has significantly greater gram-negative antimicrobial properties than previous one.
  • 9. 1st generation 2nd generation  Moderate  Greater gram-negative  Treating staphylococcal spectrum while retaining and streptococcal some activity against infections and therefore gram-positive bacteria are alternatives for skin  More resistant to β- and soft-tissue infections. lactam, treating upper  Example: and lower respiratory  Cephaloridine tract infections, sinusitis and otitis media.  Cephalothin  Active against E. coli,  Cephapirin Klebsiella and Proteus  Example :  Cefaclor  Cefoxitin
  • 10. 3rd generation 4th generation  Further increased activity  Greater resistance to β- against gram-negative lactam than the 3rd organisms generation.  Excellent activity against  Can cross blood brain most strains of barrier and are effective Streptococcus in meningitis pneumoniae including  Example : that have high level  Cefepime resistance to penicillin  Cefluprenam and N. gonorrhoeae  Cefozopran  Example:  Cefdinir  Cefixime

Editor's Notes

  1.  penicillins, cephalosporins, carbapenems, and monobactams, which are, therefore, also called β-lactam antibiotics