Chem Basis CPN structures 3

The flashcards below were created by user kyleannkelsey on FreezingBlue Flashcards.

  1. Image Upload
    What CPNs have are cephamycins?
    Cefoxitin and Cefotetan
  2. Image Upload
    Creating a prodrug from COOH has what effect on a CPN?
    Enhance absorption rate, minimized acid catalyzed degradation, twice daily dosing
  3. Do CPNs penetrate the CNS well?
    No, some in 2nd and 3rd gen do though
  4. Can a 3rd generation CPN that penetrates the BBB, be sued to treat a Staphylococcal meningitis infection?
    No, 3rd gen CPNs have poor G+ coverage
  5. Why do 3rd gen CPNs have some BB penetration capabilities?
    Have enough polarity
  6. Image Upload
    Compare the G+ coverage of these two drugs:
    Cefepime has greater G+ coverage because it is less polar, see the R’ substituents
  7. Image Upload
     Is cefepime a good choice for treatment of a bacterial infection that is resistant to Ceftazidime and other 3rd gen CPNs?
  8. Image Upload
    How do these two drugs compare in B-lactamase resistance?
    Cefepime has greater B-lactamase resistance
  9. Image Upload
    (True/False) An ester for the carboxylic group produces an active drug with enhanced absorption.
    False, it would not be active
  10. Image Upload
    (True/False) methoxy at -C7 produces cephamycin series with enhanced beta-lactamase resistance.
  11. Image Upload
    What is this drug?
  12. Image Upload
    Ceftaroline is known for what special spectrum enhancements?
    Expanded G+ coverage to include Staph aureus and streptococcus pneumoniae
  13. Image Upload
    Does Cefaroline’s spectrum cover P. auruginosa?
  14. Image Upload
    Does Ceftaroline have a larger G- spectrum than other CPNs?
    No, similar G- coverage
  15. Image Upload
    The Ceftaroline phosphono group has what characteristics?
    Increases solubility (not present in activated drug)
  16. Image Upload
    The Ceftaroline 1,2,4 thiadiazole ring has what characteristics?
    Good G- penetration and transpeptidase activity due to its polarity
  17. Image Upload
    The Ceftaroline Oxime group has what characteristics?
    Enhances B-lactamase resistance
  18. Image Upload
    The 1,3 thiazole ring on Ceftaroline hs what characterisitcs?
    Anti-MRSA activity/higher affinity for PBPs, sulfur linker is probably the key to this activity
  19. Image Upload
    The Ceftaroline pyridine ring has what effect on the characteristics of this molecule?
    Makes the molecule a zwitterion making the drug poorly water soluble
  20. Image Upload
    is this an active drug or a prodrug and why?
    Prodrug, because of phosphono group
  21. Image Upload
    Why is this drug poorly water soluble?
    Because it is a zwitterion, see the N on the R2 rings and the COOH
  22. Image Upload
    Which Ceftaroline structures impart anti-MRSA properties and why?
    Oxime (B-lactamase resistance) and 1,3-thiazole ring (high affinity for PBPs) and the sulfur linker
  23. Image Upload
    How is this drug administered and why?
    IV because it is a zwitterion, so is poorly water soluble
  24. Image Upload
    (True/False) Ceftaroline possesses coverage against pseudomonas aeruginosa.
  25. Image Upload
    (True/False) Ceftaroline can only be given intravenously.
  26. Image Upload
    (True/False) The 1,3-thiazole ring enables this agent to have activity against resistant gram-negative organisms.
  27. Image Upload
    (True/False) The 1,2,4-thiadiazole ring on ceftaroline increases the affinity for the transpeptidase enzyme
  28. Image Upload
    (True/False) Ceftaroline is a prodrug
  29. Image Upload
    (True/False) The sulfer linker, combining the 1,3-thiazole ring to the compound has no relation in making this agent contain anti-MRSA activity
    False, may be the key to its Anti-MRSA effects
  30. Image Upload
    (True/False) The C3,4 double bond is essential for activity
  31. Image Upload
    (True/False) The parent compound of this drug contains antimicrobial activity
    False ceftaroline is a prodrug
  32. Image Upload
    (True/False) The 1,2,4-thiadizole ring increases affinity for the transpeptidase enzyme
Card Set:
Chem Basis CPN structures 3
2014-01-28 21:31:18
Chem Basis CPN structures

Chem Basis CPN structures 3
Show Answers: