Abstract
Application of the retro-inverso peptide backbone modification concept to the tripeptide alcohol renin inhibitor Boc-Phe-His-Leucinol 1 (I 50 = 16 uM) is described. While the diastereomeric mixture of partial retro analogs 3ab was substantially less active (I 50 = 1200 uM), the complete retro-inverso modification was well tolerated, as evidenced by the equipotency of 2b (I 50 = 20 uM) to parent compound 1.
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