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Sulfa Drugs and βlactam Antibiotics: CHMI3427EL Winter 2024 Dr. S. Montaut

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What is the main function of the bacterial cell wall?

To protect from changes in osmotic pressure

Where does the final assembly of the bacterial cell wall take place?

Outside of the inner membrane

Which syndrome is a serious adverse effect mentioned in the text?

Stevens-Johnson syndrome

What makes the enzymes involved in late steps of cell wall synthesis more vulnerable to inhibition?

Their proximity to the cell surface

What is the purpose of the antigenic determinants on the outside of gram-positive bacterial cells?

Allow for attachment to specific target cells

Which of the following is NOT a function of the bacterial cell wall?

Facilitate DNA replication

What characteristic makes Stevens-Johnson syndrome a rare adverse effect?

Its comparative rarity

Why does the final assembly of the bacterial cell wall take place outside of the inner membrane?

To facilitate extrusion and growth

What is the main reason sulfonamides are disqualified for use in late-term pregnancy?

They cause neonatal jaundice

Which process partly deactivates sulfonamides in the liver?

Acetylation at N-4

What is a common form of plasmid-mediated resistance development among gram-negative microorganisms?

Decreased sensitivity of dihydropteroate synthase

Which sulfonamide is used in combination with erythromycin due to its broad antimicrobial spectrum?

Sulfisoxazole

What is the adverse effect most commonly associated with sulfonamides?

Allergic reactions

Which organisms may be susceptible to sulfisoxazole according to the text?

Haemophilus and Proteus

What limits the clinical use of sulfisoxazole, despite its broad antimicrobial spectrum?

Development of bacterial resistance

What is a less common problem associated with sulfonamides mentioned in the text?

Hemolytic anemia

What is the primary role of penicillin binding proteins in bacteria?

Construction of the cell wall

How do β-lactam antibiotics kill bacteria?

Preventing the biosynthesis of a functional cell wall

Why is selective interference by β-lactam antibiotics problematic for bacteria?

It prevents normal growth and repair processes

What distinguishes the outer lipid membrane of gram-negative bacteria from the inner membrane?

Containment of lipopolysaccharides

What role do porins play in gram-negative bacteria?

Regulating the passage of molecules through the membrane

What is the function of the center of the transmembranal pore in porins?

Allowing passage of small molecules

How do complex lipopolysaccharides in the outer lipid membrane influence gram-negative bacteria?

Cause septic shock

Why are penicillin binding proteins essential for bacterial cells?

To facilitate controlled cell growth and repair processes

What is a key consideration controlling porin passage for drugs?

Shape of drugs

What is the key concept associated with antibiotics?

Selective toxicity

Why do antibiotics have greater difficulty penetrating into gram-negative bacterial cells?

Presence of thicker peptidoglycan layer

Where are the β-lactam targets found in bacterial cells?

Cytoplasmic membrane

Who discovered bacteria in 1676?

van Leeuwenhoek

What led to the appreciation of antibiosis in microorganisms?

Interaction of anthrax bacilli with common bacteria

What role do inner membrane proteins play in bacterial cells?

Energy production

In what year did Louis Pasteur report the interaction between 'common bacteria' and anthrax bacilli?

1877

What is the contemporary name for the ring system of a β-lactam?

Azetidinone

Which subclass of β-lactam antibiotics is characterized by a substituted five-membered thiazolidine ring fused to the β-lactam ring?

Penicillins

Who observed a clear zone of inhibition surrounding a Penicillium mold colony?

Alexander Fleming

What shape does the molecule of a β-lactam antibiotic roughly possess due to the fusion and chirality of the β-lactam ring?

"V" shape

What discovery is attributed to France and Germany in 1936?

Discovery of sulfonamides

Which scientist is known for isolating microorganisms from infected patients and reproducing disease symptoms in healthy individuals?

Robert Koch

What is a common function of proteins that actively pump out antibiotics from bacterial cells?

Maintain electrostatic balance

What is the term used to describe substances that inhibit or kill microorganisms but are unrelated to natural products?

Antibiotics

Which group of bacteria does benzylpenicillin primarily target?

Gram-positive cocci

What is a key advantage of phenoxymethylpenicillin compared to benzylpenicillin?

More acid stability

Where are β-lactamases secreted in gram-negative bacteria?

Periplasmic space

Which reaction is occasionally immediate and profound due to allergy?

Cardiovascular collapse

What is the main reason benzylpenicillin remains a useful agent for treatment?

Lack of toxicity except for allergic patients

How is penicillin V primarily produced?

Fermentation in enriched medium

What distinguishes the secretion of β-lactamases in gram-negative bacteria?

Secretion into the periplasmic space between membranes

Which type of bacteria are more susceptible to phenoxymethylpenicillin?

Gram-positive cocci

What is the primary reason for coadministering tazobactam with piperacillin?

Inhibiting β-lactamases

Which compound was described as the broadest spectrum penicillin currently available in the text?

Zosyn

Why was cephalosporin C not considered a useful antibiotic?

It lacked antibacterial activity

What distinguishes the chemical structure of 7-aminocephalosporanic acid from cephalosporin C?

Additional side chains

Why is resistance due to β-lactamases highlighted as a prominent feature of using piperacillin and tazobactam?

To enhance antibacterial properties

What motivated the chemical alteration of cephalosporin C to produce 7-aminocephalosporanic acid?

Improved potency against gram-negative bacteria

What is the role of tazobactam in the piperacillin and tazobactam combination?

Inhibiting β-lactamases

What is a distinguishing characteristic of cefotetan and cefoxitin?

Possession of antianaerobic activity

Which organisms are often sensitive to third-generation cephalosporins as per the text?

Klebsiella and Pseudomonas aeruginosa

What is a notable feature of fourth-generation cephalosporins compared to third-generation drugs?

Higher activity against gram-positive organisms

What is the most commonly experienced toxicity of cephalosporins besides allergic reactions?

Temporary nausea, vomiting, and diarrhea

What is the activating leaving group present at C-3 in cefazolin according to the text?

Thiadiazole ring

Which statement regarding the third-generation cephalosporins is accurate based on the text?

Useful against Morganella sp. and Staphylococcus aureus

What improvement has been made to newer third-generation cephalosporins to enhance their spectrum against β-lactamase–producing strains?

Combined with β-lactamase inhibitors

'The moiety is not subject to the inactivating host hydrolysis reaction.' - This statement directly refers to which part of cefazolin?

$C-3$

What characteristic of ertapenem makes it different from imipenem and meropenem?

It is inactive against Pseudomonas species

Which enzyme does the 4-β-methyl group in carbapenems confer stability toward?

Dehydropeptidase-1

What makes aztreonam primarily effective against gram-negative microorganisms?

Strong affinity for PBP-3

What is a key feature of the monobactams that differentiates them from other β-lactam antibiotics?

Presence of a fused ring

Which type of infections is aztreonam primarily used to treat?

Gram-negative bacterial infections

Why should ertapenem not be substituted for other carbapenems in the treatment of Pseudomonas or Acinetobacter infections?

It is inactive against these organisms

What does the α-oriented methyl group at C-2 contribute to in aztreonam?

Stability toward β-lactamases

What is the main indication for Ceftaroline Fosamil as mentioned in the text?

Treatment of pneumonia

Which group at C-3 of Cefepime assists in the penetration into gram-negative bacteria?

Quaternary N-methylpyrrolidine group

What differentiates Carbapenems structurally from penicillins and cephalosporins?

Absence of a β-lactam ring

What enhances the spectrum and β-lactamase stability of Cefepime?

Aminothiazolyl group at C-7

What is the mechanism of action of Ceftaroline Fosamil against methicillin-resistant Staphylococcus aureus?

Affinity for PBP-2a

Which type of bacteria does Cefepime have enhanced antistaphylococcal activity against?

Streptococcus sp.

Test your knowledge on antibiotics, focusing on sulfa drugs and βlactam antibiotics. The quiz covers topics such as the history of antibiotics, selective toxicity, and antimicrobial agents.

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