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Chemotactic Peptide Analogues. Synthesis and Chemotactic Activity of N ‐Formyl‐Met‐Leu‐Phe Analogues Containing ( S )‐Phenylalaninol Derivatives
Author(s) -
Zecchini Giampiero Pagani,
Paradisi Mario Paglialunga,
Torrini Ines,
Spisani Susanna
Publication year - 1995
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19953280908
Subject(s) - chemotaxis , chemistry , biological activity , superoxide , chemical synthesis , peptide , formyl peptide receptor , lysozyme , stereochemistry , peptide synthesis , oligopeptide , phenylalanine , biochemistry , receptor , in vitro , enzyme , amino acid
The synthesis and the biological activity towards human neutrophils of some N ‐formyl‐Met‐Leu‐Phe‐OMe analogues containing ( S )‐phenylalaninol (Pheol) or its derivatives in place of the native phenylalanine are reported. While the analogue containing Pheol ( 4 ) was found to be devoid of significant biological activity, its esters 3 and 5 , although inactive as chemoattractants, are able to strongly stimulate superoxide production and are active with a lower efficacy in the lysozyme release.