Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

Antibiotics

/ ·  Drugs used to treat infectious agents
·  Dosing: Antibiotics with low PAE – optimize the duration of time the serum is > MIC; Those with high PAE – peak conc. is important
Used in three ways:
·  Empirical therapy
1. Determine if infected
2. Identify site of infection
3. Ascertain possible pathogens
4. Predict susceptibility
5. Obtain specimens for testing
·  Definitive therapy
·  Prophylactic therapy
Possible routes of administration: IM, SC, IV, topical / ·  Pharmacokinetics: successful therapy depends on the drug’s ability of killing the pathogen without causing harm
·  Distribution: Difficult sites to access: brain, eye, prostate – contain permeability barriers
·  Elimination: Most eliminated by kidney unless otherwise noted
·  Post-antibiotic effect (PAE): suppression of bacterial growth after removal of antibiotic. PAE usually seen in gram (+) bugs, sporadically in (-) bugs.
·  Antibiotics that inhibit cell wall synthesis (β-lactams and glycopeptides) have minimal or no PAE against gram (-) bugs
·  Aminoglycosides- PAE-concentration-dependent killing
·  b-lactams- no PAE-time above MIC determines efficacy / ·  Direct effects: the result of direct interaction b/w the drug and/or one its metabolites and a specific tissue or organ in the body.
·  Hypersensitivity – Type I HS rxn, Coomb’s (+) hemolytic anemia, serum sickness, and Stevens-Johnson syndrome
·  Changes in microbial flora - all antibiotics may lead to pseudomembranous colitis
·  Drug interactions – esp. with Warfarin – enhances anti-coagulation
·  Host factors – genetics, age
·  Pregnancy / ·  Minimum inhibitory conc. (MIC) – the smallest conc. of the drug that inhibits the growth
·  Minimum bactericidal conc. (MBC) – the conc. of the drug that will kill the bacterium
·  Bactericidal: achievable blood concentration is > MBC
·  Bacteriostatic: achievable concentration > MIC, but below MBC

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

INHIBITORS OF CELL WALL SYNTHESIS

/ ·  / ·  / ·  / · 
b-lactams
Bactericidal / Non-competitive inhibitors of transpeptidases (penicillin-binding proteins-PBPs)
Resistance mechanisms:
·  Inactivation of antibiotics by β-lactamase – most common mechanism, those produced by S. aureus, hemophilus, and E. colo are relatively narrow in substrate specificity and woll hydrolyze penicillins but NOT cephalasporins
·  Modification of target PBP’s – mech for MRSA and penicillin resistance in pneumococci
·  Impaired penetration of drug to target PBP’s – presence of impermeable membram (gram neg)
·  Presence of an efflux pump / ·  Possess a four member nitrogen-containing beta lactam ring
·  Inhibit bacterial growth by interfering with a specific step in bacterial cell wall synthesis.
·  Β-lactam antibiotics are structural analogs of the natural D-Ala-D-Ala substrate and are covalently bound by PBP’s at the active site.
·  Binding leads to inactivation of the transpeptidase reaction – inhibiting peptidoglycan synthesis. / ·  High therapeutic index
·  Type I – mediated by IgE – urticaria, rhinitis, angioedema, conjuctivits, or systemic anaphylaxis
·  Type II – rare, interaction of IgG or IgM with antigen à complement activiation, eg. Hemolytic anemia
·  Type III – most common – serum sickness, arthralgia, rash, fever, lymphadenopathy, or vasculitis
·  Type IV – CMI: cutaneous eruptions or thrombocytopenia / ·  Cell wall is composed of a complex cross-linked polymer, peptidoglycan, consisting of polysaccharides and polypeptides
·  PBP in bacteria catalyze the transpeptidase reaction that removes the terminal alanine to form cross link with a nearby peptide

Penicillin

/ ·  / ·  Beta-lactam ring fused to a 5-member, sulfur containing thiazolidine
·  Modification of side chain à differing properties
·  Inhibitor of cell wall synthesis / ·  Penicillin allergy occurs in 0.5% of patients / · 
* Standard penicillins
/ ·  Targets gram (+) / ·  / ·  / ·  Probenecid-inhibits tubular secretion of penicillin- used therapeutically

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

*Penicillin G
(benzylpenicillin - IV)
(crystaliine penicillin G – IM)
(Benzathine penicillin G – long lasting – 1 mo) / ·  Route – IV, IM
·  Syphilis – treated with Benzathine penicillin G
·  Rheumatic fever – treated with Benzathine penicillin G
·  Neurosyphilis and meningitis due to S. Pneumoniae and Neisseria meningitides.
·  Meningococcal infection
·  Streptococci (S. pnemo) / ·  Pharmacokinetics – penetrates CNS in high doses
·  Elimination: Primarily renal (10% by glomerular filtration and 90% tubular secretion) / ·  HS reaction: rash, serum sickness, and rare anaphylaxis
·  Hematologic – Coombs (+) hemolytic anemia, rare
·  Neuromuscular irritability/seizures – associated with high dose penicillin therapy in patients with renal failure / ·  Probenecid - inhibits tubular secretion, can be used to increase blood concentration and prolong the half-life
·  Resistance – in S. pneumoniae and meningococci in some parts of the world
*Penicillin V (phenoxymethylpenicillin) / ·  Route - Oral / ·  / ·  / ·  More stable in the presence of acid than Penicillin G
*Antistaphylococcal penicillins
(Methicillin – allegic intestinal nephritis)
(Nafcillin – IV, preferred to above, metabolized by liver)
(Oxacillin) / ·  Penicillin resistant staphylococci (S. aureus)
·  Treat methicillin-sensitive staphylococcal infections (not active against MRSA) / ·  Stable to staphylococcal beta-lactamase
·  / ·  Hematologic – esinophilia
·  Neutropenia may occur with long course (>21d) of nafcillin
·  Hepatic dysfunction with high dose oxacillin / · 
*Dicloxacillin / ·  Minor staphylococcal infections / ·  Antistaphylococcal penicillin Structural analog of oxacillin
·  Well absorbed after oral administration / · 
*Aminopenicillins / ·  Enhanced activity against gram (-) bacilli
·  Some streptococci
·  Enterococci and L. monocytogenes – has more activity against than Pen G
·  E. coli, proteus mirabilis, H. in fluenza, samonella, and shgella
·  Broad spectrum / ·  Addition of an amino group to the penicillin side chain
·  Inhibitor of cell wall synthesis
·  Not b-lactamase resistant
·  Distribution – Similar to other beta-lactams, can reach CSF in presence of inflamed meninges
·  Elimination – primarily kidney, biliary excretion also occurs / ·  Macropapular rash in patients with mononucleosis, Chronic Lymphocytic Leukemia, or on allopurinol / ·  Spectrum:
·  Gram (+)
·  Gram (-) bacilli
·  Formulated with beta-lactamase inhibitors to increase the spectrum of activity

*Amoxicillin

/ ·  Route – oral / ·  Aminopenicillin / ·  / · 

*Ampicillin

/ ·  Route – IV
·  Meningitis / ·  Aminopenicillin
·  Large dose – enters CSF / ·  / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

*Antipseudomonal penicillins / ·  Same spectrum as aminopenicillins plus additional activity against gram (-) bacilli including Pseudomonas aeruginosa (used in combo with aminoglycoside)
·  IV / ·  Exteded spectrum aminopenicillins
·  Not stable against beta-lactamase
·  Inhibitor of cell wall synthesis / ·  / ·  Subclasses
·  Carboxypenicillins: ticarcillin
·  Ureidopenicillins: piperacillin
b-lactamase inhibitors / ·  Available only in fixed-dose combination with beta-lactamase sensitive penicillins
·  Inhibit beta-lactamases produce by staphylococci, gonococci, H. influenza, B. fragilis, and some enterobacteriaceae
·  Used in the treatment of intra-abdominal infections, bite wound infection and infected cutaneous ulcers / ·  Beta-lactamase inhibitor
·  Contain beta-lactam ring
·  Covalently bind bacterial b-lactamase w/o intrinsic antibiotic activity
·  Non-competitive inhibition / ·  / ·  Other combinations:
Ticarcillin/clavulanate
Piperacillin/tazobactam
*Clavulanate (Augmentin) / ·  Used in combination with AMOXICILLIN
·  See above for uses / ·  Beta-lactam antibiotic with a beta-lactamase inhibitor / · 

*Sulbactam (Unasyn)

/ ·  Used in combination with AMPICILLIN
·  See above for uses / ·  Beta-lactam antibiotic with a beta-lactamase inhibitor / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

Cephalosporins

/ ·  Activity against gram (-) bacteria increases from 1st gen. to 3rd gen.
·  Antistaphylococcal activity decreases from 1st gen. To 3rd gen.
·  No loss of antistreptococcal activity
·  Activity against enterobacteriaceae superior to that of aminopencillins
·  Resistant to most b-lactamases / ·  Beta-lactam ring fused to a six-member sulfur-containing dihydrothiazine ring
·  Individual cephalosporins are created by side-chain substitutions
·  Inhibitor of cell wall synthesis / ·  Approximately 10% cross-allergenicity between cephalosporin and penicillin
·  Avoided in patients who show IgE-mediated penicillin allergy / ·  Classified into different generations based on their spectrum

First Generation Cephalosporin

/ Activity against
·  Streptococci
·  Staphylococci
·  E. coli
·  P. mirabilis
·  Klebsiella pneumoniae
·  Useful against skin and soft tissue infections due to streptococcus pyogens or S. aureus
·  Prophylaxis against infection following surgical procedures / ·  / ·  Used as alternatives to penicillins in penicillin=allergic individuals
*Cefazolin / ·  IV only
·  Skin/soft tissue infections / ·  1st generation / ·  / · 
*Cephalexin (Keflex) / ·  Oral / ·  1st generation / ·  / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

*Second Generation Cephalosporin / ·  Genrally used against mixed aerobic/anaerobic infections
·  Against B. fragilis (ONLY 2nd gen)
·  Activity against H. influenzae (β-lactamase producers or not)
·  Community-acquired respiratory tract infections due to S. pneumoniae or H. influenzae
·  Against enterobacteriaceae
·  Children infections: streptococci, S. aureus, and H. influenzae / ·  / ·  / ·  Not used for meningitis
·  Cefuroxime
·  Cefprozil
*Third Generation Cephalosporin
- look for the “t” for third / ·  Increased activity against aerobic gram (-) bacilli
·  Esp. against Enterobacteriaceae and H. influenza
·  Reduced activity against S. aureus
·  Treat nosocomial pneumonia: gram - bacilli
·  IV / ·  Stable to beta-lactamases that are produced by H. influenza and N. gonorrhoeae, and many of those produced by enterobacteriaceae / ·  / ·  NOT effective against type I chromosome mediated inducible cephalosporinase produced by Enterobacter sp., citrobacter freundii, serratia marcescens, and P. aeruginosa
·  Oral form is available but has reduced activity, only used for enterobacteriaceae
*Cefotaxime / ·  Activity against meningeal pathogens (S. pneumoniae, N. meningitidis, and H. influenzae) / ·  3rd generation
·  Enters CNS / ·  / · 
*Ceftriaxome / ·  Activity against meningeal pathogens (S. pneumoniae, N. meningitidis, and H. influenzae) / ·  3rd generation
·  Enters CNS / ·  / · 
*Ceftazidime / ·  Active against P. aeruginosa / ·  3rd generation / ·  / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

*Fourth Generation Cephalosporin / ·  Excellent activity against enterobacteriaceae and P. aeruginosa
·  Good activity against S. aureus / ·  / ·  / ·  Cefepime – IV
·  NO activity against:
MRSA
Enterococci
Listeria
B. fragilis

Carbapenems

/ ·  Broadest spectrum of all antibiotic / ·  Beta-lactam ring fused with a 5-member carbon containing penem ring
·  Inhibitor of cell wall synthesis / ·  / ·  Meropenum – similar activity as imipenem but does not produce toxic metabolite and is slightly more active against aerobic gram (-) bacilli and less active against gram (+) cocci
*Imipenem
‘Rambocillin- blows everything away, including your kidney’ / ·  Very broad spectrum
·  IV only
Used against
·  Streptococci
·  Enterobacteriaceae
·  P. aeruginosa
·  Hemophilus species
·  Anaerobic bacteria, inc. B. fragilis / ·  Has better penetration and access (through pore channels) to the periplasmic space in gram (-) bacteria
·  Resistant to b-lactamases
·  Pharmacokinetics: low oral bioavailability, well distributed to most tissue, and excreted by the kidneys / ·  Seizures
·  Elimination: broken down by the kidney by human beta-lactamase (dehydropeptidase-1) to a nephrotoxic metabolite / ·  ALWAYS co-administered with Cilastatin, a dehydropeptidase-1 inhibitor
·  NOT active against enterococcus faecium, legionella, mycoplasma, or chlamydia sp.

Monobactams

/ ·  / ·  Monocyclic beta-lactam – single ring structure attached to a sulfonic acid group / ·  / · 
*Aztreonam
‘A bullet through an AZ tree is a negative thing’ / ·  Targets aerobic gram (-) bacilli inc. P. aeruginosa
·  No activity against gram (+) bacteria or anaerobes
·  IV only / ·  Only binds transpeptidases of gram (-) / ·  Essentially nonallergic / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

Glycopeptides

/ ·  / ·  / ·  / · 
*Vancomycin
- Bactericidal
‘Vanquishes gram (+)’ / ·  Targets gram (+) bacteria -esp. those resistant to b-lactams
·  MRSA
·  β-lactam resistant strains of coagulase (-) staphylococci, enterococci, and pneumococci
·  Serious infections with S. aureua, enterococci in pts. intolerant of β-lactam antibiotics
·  Given orally for C. dificile
·  Used as an IV
·  Endocarditis prophylaxis for selected GU or GI procedures in β-lactam intolerant pts. / ·  Inhibits cell wall synthesis
·  Covalently binds terminal two D-alanine residue at the free carboxyl end of pentapeptide
·  Sterically hinders the elongation of peptidoglycan backbone
·  Unable to penetrate the cell membrane of gram (-) bacteria
·  Low oral availability
·  Excreted unchanged by the kidneys, half-life = 6 hrs
·  Diffuses across serous membranes into pleural, pericardial, synovial, and ascitic fluid
·  Enters CNS only at high doses
·  Unaffected by beta-lactamase production or PBR alteration / ·  No cross-reactivity between beta-lactams and vancomycin
·  Patients with anuria, half-life = 7 days
·  Nephrotoxicity
·  Ototoxicity
·  ‘Redneck’ or ‘red-man’ syndrome- histamine release w/ rapid infusion-slow infusion better / ·  15% of enterococci resistant to vancomycin
·  Vancomycin-resistant enterococci (VRE) is often resistant to all other antibiotics à incurable
·  VanA – Genes are carried on Transposable elements thant encode enzymes responsible for resistance
·  D-Ala-D-Ala terminal is converted to D-Ala-D-lactate on resistant enterococci
·  S. aureus strains gaining enterococcal transposon

Drug/Application Clinical Mechanism Drug Interactions/ Comments

Uses Side Effects

INHIBITOR OF PROTEIN SYNTHESIS / ·  / ·  Ribosomes are the site of protein synthesis in both prokaryotic and eukaryotic
·  The differences in ribosomes between bacteria and humans provide a useful target for antibiotics
·  Selective toxicity for bacteria / ·  / ·  Ribosomes:
·  Bacteria – total 70S
Small: 30S = 16S + 21 proteins
Large: 50S = 23S 5S rRNA’s + 21 proteins
·  Humans – total 80S
Small: 40S
Large: 60S

*Aminoglycosides

‘A mean guy hits his opponent in the ear and kidney. He drops, paralyzed.’ / ·  Bactericidal for aerobic gram (-) bacteria, staphylococci (in combo), and mycobacteria (in combo)
·  Used only in serious infections due to enterobacteriaceae and P. aeruginosa and in a hospital setting
·  IV only
·  Once daily dosing/ single large dose – conc. dependent killing therefore the peak conc./MIC ration is the best predictor of bacterial killing
·  Significant post antibiotic effect (PAE)
·  Synergistic w/ penicillins / ·  Irreversible inhibitors of protein synthesis
·  Crosses outer membrane through porin channels (passive diffusion)
·  Then actively transported across the cell membrane by an oxygen dependent mechanism
·  Binds IRREVERSIBLY to the 30S ribosomal subunit
·  Blocks initiation of protein synthesis
·  Blocks further translation and elicits premature termination
·  Incorporation of incorrect amino acid
·  Absorbed poorly for GI
·  Highly polar compounds – don’t enter cell readily
·  Low intracellular conc. except in proximal renal tubule
·  Do NOT enter CSF
·  Excreted by kidneys – glomerular filtration
·  Half-life = 2-3 hr
·  Consist of two or more amino sugars linked by glycosidic linkage to a hexose nucleus / ·  Nephrotoxicity – concentrates in renal tubules - Reversible
- Increased when combined with another nephrotoxic drug
·  Ototoxicity (auditory and vestibular) - permanent
·  Risk of toxicities are dose and duration dependent
·  Control with MONITORING
·  Neuromuscular paralysis
·  Half-life in renal impairment = 24 – 48 hr / ·  Resistance:
·  Bacteria produce transferases enzymes that inactivate the aminoglycoside
·  Mutation of porin or of the 30S subunit
·  Aminoglycoside-modifying enzymes (AMEs) differ among aminoglycosides – so bacteria may be resistant to one but not to another
·  Anerobic bacteria are innately resistant to aminoglycosides - lack the oxygen dependent transport
·  Other aminoglycoside: - Amikacin – contains structural change that prevents its inactivation by many bacterial enzymes
- Neomycin

*Streptomycin

/ ·  Activity against mycobacterium tuberculosis / ·  Aminoglycoside / ·  / · 

Drug/Application Clinical Mechanism Drug Interactions/ Comments