Synthesis and biological activities of [beta-Malyl1]- and [beta-Malyl1, Leu8]-angiotensin II analogues.

The synthesis of [beta-Malyl1]- and [beta-Malyl1, Leu8]-angiotensin II using a solid phase procedure is reported. The replacement of the N-terminal amino group of aspartic acid by a hydroxyl group gives analogues with lower affinity than [Asn1]- and [Asn1, Leu8]-AII. However, the isoster [beta-Malyl1]-AII shows higher potency than [Asn1]-AII and this may be due to metabolic or enzymatic resistance.