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Synthesis and antinociceptive activity of peptides related to interleukin-1β193–195 Lys-Pro-Thr

✍ Scribed by G. Caliendo; G. Greco; P. Grieco; E. Perissutti; V. Santagada; A. Ialenti; P. Maffia; S. Albrizio; A. Santini


Publisher
Wiley (John Wiley & Sons)
Year
1996
Tongue
English
Weight
441 KB
Volume
40
Category
Article
ISSN
0006-3525

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✦ Synopsis


To obtain information about the structure-activity relationships of analgesic peptides, we modified the previously reported tripeptide, H-Lys-Pro-Thr-OH ( C ) . The proline part in C was replaced with various analogues of unconventional amino acids {(3aS, 7aS)octahydroindole-2-carboxylic acid ( O i c ) , (S,S,S,)-2-azabiciclo[3.3.0]octane-3-carboxylic

acid (Aoc), D-Aoc, and (2S, 4R)-hydroxyproline (Hyp)} with varying lipophilic, steric, and conformational properties, and alternatively with Lys and O m in the lysine part. Moreover, the threonine part was changed to various natural amino acids (Ser, Thr, Val, Leu). All the compounds were screened in vivo for their analgesic effects in mouse writhing test. Compound Symbols and abbreviations are in accord with recommenda-Correspondence to: G. Caliendo tions from Ref. 1.