Wattle Pharmacy Prep

Functional groups and drug classes
Practice questions with explanations

Functional groups and drug classes belongs to Medicinal chemistry and biopharmaceutics, which makes up about 10% of the Overseas Pharmacist Readiness Assessment (OPRA®). Answer each question yourself before opening the explanation.

1. Which structural class do the triptans belong to?

  1. Catecholamines
  2. Steroids
  3. Indole derivatives resembling serotonin, allowing selective binding to 5-HT1B and 5-HT1D receptors
  4. Ergot alkaloids
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C. Indole derivatives resembling serotonin, allowing selective binding to 5-HT1B and 5-HT1D receptors

Their design as selective serotonin receptor agonists improved on the ergot alkaloids, which act at many receptors and cause more vasoconstriction and adverse effects. Differences between triptans in lipophilicity and half-life explain variations in onset, duration and recurrence rates, so a patient who fails one may respond to another.

2. Which structural class does prednisolone belong to?

  1. Beta-lactams
  2. Aminoglycosides
  3. Quinolones
  4. Corticosteroids, based on the four-ring cyclopentanoperhydrophenanthrene nucleus
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D. Corticosteroids, based on the four-ring cyclopentanoperhydrophenanthrene nucleus

The steroid nucleus is shared by glucocorticoids, mineralocorticoids, sex hormones and vitamin D, and small substitutions shift the balance between glucocorticoid and mineralocorticoid effect. Prednisolone has less mineralocorticoid activity than hydrocortisone, and dexamethasone essentially none, which is why dexamethasone causes less sodium and fluid retention.

3. Which structural class do the sartans belong to and how does it relate to their action?

  1. Amino sugars acting on ribosomes
  2. Steroid derivatives acting on nuclear receptors
  3. Beta-lactams acting on bacterial enzymes
  4. Biphenyl tetrazole derivatives that mimic part of the angiotensin II structure to block the AT1 receptor
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D. Biphenyl tetrazole derivatives that mimic part of the angiotensin II structure to block the AT1 receptor

The tetrazole ring is a bioisostere of a carboxylic acid, offering similar acidity and shape with better metabolic stability and lipophilicity. It allows the molecule to occupy the angiotensin binding site as an antagonist. The design illustrates rational medicinal chemistry: mimic the natural ligand's key contacts while avoiding activation.

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