II. Background

  1. Penicillin first discovered by Alexander Fleming in 1928
    1. Observed inhibited growth of Staphylococcus on an agar plate
    2. Agar was contaminated with growth of Penicillium mold
  2. Penicillin was first introduced to pharmaceutical market in 1946

IV. Mechanism

  1. Penicillin inhibits cell wall synthesis
  2. All Penicillins contain a Beta Lactam ring central to their functionality
    1. Beta Lactam ring is also found in Cephalosporins and carbopenems
    2. In addition, all Penicillins also have a thiazoldine ring and a side chain
  3. Beta Lactam ring binds Penicillin binding Protein, which interferes with peptidoglycan synthesis
    1. Inhibition of peptidoglycan synthesis blocks cross-linking of the Bacterial cell wall components
  4. Extended spectrum agents include additional side chains to combat resistance
    1. Bulky side chains decrease Penicillinase resistance

V. Mechanism: Penicillin Resistance Mechanisms

VI. Adverse Effects

  1. Anaphylaxis and other Hypersensitivity Reactions
  2. Nephritis
  3. Hyperkalemia
  4. Neutropenia
  5. Seizures
    1. Beta Lactam ring is similar to GABA and may inhibit GABA activity

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Related Studies

Cost: Medications

penicillin (on 12/21/2022 at Medicaid.Gov Survey of pharmacy drug pricing)
PENICILLIN VK 125 MG/5 ML SOLN Generic $0.07 per ml
PENICILLIN VK 250 MG TABLET Generic $0.06 each
PENICILLIN VK 250 MG/5 ML SOLN Generic $0.05 per ml
PENICILLIN VK 500 MG TABLET Generic $0.10 each

Ontology: Penicillins (C0030842)

Definition (NCI) Any beta-lactam antibiotic derived from Pencillium fungi with bactericidal activity. Penicillin antibiotics bind to and inactivate penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing cell lysis.
Definition (NCI_NCI-GLOSS) A drug that is used to treat infection. It belongs to the family of drugs called antibiotics.
Definition (MSH) A group of antibiotics that contain 6-aminopenicillanic acid with a side chain attached to the 6-amino group. The penicillin nucleus is the chief structural requirement for biological activity. The side-chain structure determines many of the antibacterial and pharmacological characteristics. (Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1065)
Definition (CSP) group of natural or semisynthetic antibacterial antibiotics that contain 6-aminopenicillanic acid with a side chain attached to the 6-amino group; they exert a bacteriocidal as well as bacteriostatic effect on susceptible bacteria by interfering with the final stages of the synthesis of cell wall peptidoglycan.
Concepts Antibiotic (T195) , Organic Chemical (T109)
MSH D010406
SnomedCT 373270004, 6369005
English Penicillins, Antibiotics, Penicillin, Penicillin Antibiotics, penicillin (medication), penicillin, Penicillins [Chemical/Ingredient], penicillins, penicillin antibiotic, penicillin antibiotics, BETA-LACTAM ANTIBACTERIALS, PENICILLINS, Penicillin, Penicillin -class of antibiotic- (product), Penicillin -class of antibiotic- (substance), Penicillin -class of antibiotic-, Penicillin Antibiotic
Swedish Penicilliner
Czech peniciliny
Finnish Penisilliinit
Russian PENITSILLINY, ПЕНИЦИЛЛИНЫ
Japanese ペニシリン系抗生物質, ペニシリン類, 抗生物質-ペニシリン系, ペニシリン
Croatian PENICILINI
Polish Penicyliny
Spanish penicilina (clase de antibiótico) (producto), penicilina (clase de antibiótico) (sustancia), penicilina (clase de antibiótico), Penicilinas, Antibióticos Penicilinos
French Pénicillines
German Antibiotika, Penicillin-, Penicilline
Italian Penicilline
Portuguese Antibióticos Penicilina, Penicilinas