Novel analogues of bradykinin conformationally restricted in the C-terminal part of the molecule

0360968 - ÚOCHB 2012 RIV GB eng J - Journal Article
Sleszynska, M. - Wierzba, T. H. - Malinowski, K. - Borovičková, Lenka - Maluch, I. - Sobolewski, D. - Lammek, B. - Slaninová, Jiřina - Prahl, A.
Novel analogues of bradykinin conformationally restricted in the C-terminal part of the molecule.
Journal of Peptide Science. Roč. 17, č. 5 (2011), s. 366-372. ISSN 1075-2617. E-ISSN 1099-1387
Institutional research plan: CEZ:AV0Z40550506
Keywords : bradykinin analogues * B2 receptor antagonists * sterically restricted residue * in vivo rat blood pressure test * in vitro rat uterus
Subject RIV: CC - Organic Chemistry
Impact factor: 1.799, year: 2011

Achiral non-coded amino acids (N-benzylglycine, 2-aminomethylphenylacetic acid or 3-aminophenylacetic acid) were substituted at position 7 of the B-2 receptor antagonist [D-Arg(0), Hyp(3), Thi(5,8), D-Phe(7)]-BK. The N-terminal amino group of the analogues was either free or acylated with 1-Aca or Aaa. Biological activity of the compounds was assessed in the in vitro rat uterus test and the in vivo rat blood pressure test. Substitution in position 7 resulted in a decrease in antagonistic potency or change of the activity into agonistic one. Acylation of the N-terminus enhanced antagonistic properties of the resulting peptides in the rat blood pressure test.
Permanent Link: http://hdl.handle.net/11104/0198399