Page 28 - Medicinal Chemistry Self Assessment

Section 1 General Self Assessment

1.5 Drug Binding Interactions

1. Both delapril and lisinopril are inhibitors of angiotensin converting enzyme (biological target) and as such
are valuable drugs used in the management of hypertension. The active form of these drugs requires the
presence of two carboxylic acids or two functional groups that can participate in similar types of interactions
at physiological pH. One of the carboxylic acids interacts with an active site arginine residue, and the other
+2
interacts with a Zn atom. Both of these interactions are critical for drug action. Do the following:
a. Modify the molecules below to show the form of the active drug at physiological pH (pH=7.4).

b. Identify the type of interaction possible between the carboxylic acids and the residues present within
1.5 Answer to Author Queries
the biological target.

Zn +2

Delapril
Delapril

Zn +2

Lisinopril
Lisinopril

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