
Bioorganic and Medicinal Chemistry Letters p. 3615 - 3620 (1998)
Update date:2022-07-31
Topics:
Han, Wei
Pelletier, Jeffrey C.
Hodge, C. Nicholas
A new class of tricyclic ureas containing a conformationally constrained proline was designed with the aid of molecular modeling. Efficient stereoselective intermolecular pinacol coupling represented the highlight of the synthesis. These rigid cyclic ureas are active towards HIV-1 protease, with 9 being the most potent compound (Ki = 9 nM) despite interacting with only three side chain binding pockets of HIV protease.
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