Cyclic analogues of bradykinin.

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Abstract
N α‐L‐Arg‐cyclo[(Nε‐L‐Lys1, Gly6)‐bradykinin] (ACLGB) and cyclo‐ε‐kallidin (CK) have been prepared by solution procedure. ACLGB synthesis involves the coupling of Z‐Arg(Z2)‐OPfp with a partly deblocked cyclopeptide. During the preparation of CK, a linear precursor with a glycine residue at the C‐terminal end was used to suppress the side reactions. Cyclization was attained by reacting DCC and N‐hydroxysuccinimide in DMF solution, the resulting mixture was submitted to preparative chromatography. The synthesis was terminated by deblocking the protected cyclopeptides by hydrogenation. ACLGB and CK exhibit a prolonged hypotensive activity.