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Date November 2010 Marks available 3 Reference code 10N.3.hl.TZ0.D3
Level HL Paper 3 Time zone TZ0
Command term Identify Question number D3 Adapted from N/A

Question

Three factors which can influence the mechanism of the action of a drug include geometrical isomerism, polarity and ring strain.

For each of the following drugs, identify which one of these factors is involved.

Increased potency of diamorphine compared to morphine:

Penicillin:

[3]
a.

Explain the action of penicillin with reference to your answer in part (a).

[2]
b.

Markscheme

Increased potency of diamorphine compared to morphine:

polarity / polar hydroxyl groups in morphine replaced by non-polar ester groups in diamorphine;

Penicillin:

ring strain;

a.

ring opens (to allow penicillin to bond to enzyme);

which synthesizes bacterial cell walls and so blocks action / prevent cell wall/membrane formation;

b.

Examiners report

Most candidates had no problem with (a).

a.

in (b), although most candidates knew that penicillin interferes with cell wall synthesis, most did not know the actual mechanism i.e. the fact that the ring opens to allow the penicillin to bond to the enzyme.

b.

Syllabus sections

Options » D: Medicinal chemistry » D.3 Opiates
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