Synthesis and biological properties of the seven alanine-modified analogues of the marine cyclopeptide hymenamide C.
The synthesis and biological activity of the marine cyclopeptide hymenamide C(1), showing an inhibitory effect on human neutrophil elastase degranulation release, were recently described. Based on this result, it was decided to undertake a systematic structure-activity relationship study of this cyclopeptide, based on the Ala-scan technique, in order to obtain useful information for the rational design of additional analogues. The synthesis and characterization of the seven Ala modified analogues are reported and their biological and pharmacological properties are described.
Napolitano
Assunta
A
Dipartimento di Scienze Farmaceutiche, Università di Salerno, Fisciano, Italy.
Bruno
Ines
I
Rovero
Paolo
P
Lucas
Rut
R
Peris
Miguel Payà
MP
Gomez-Paloma
Luigi
L
Riccio
Raffaele
R
D019943:Amino Acid Substitution; D000818:Animals; D002460:Cell Line; D015195:Drug Design; D006801:Humans; D066298:In Vitro Techniques; D051379:Mice; D009504:Neutrophils / Q000187:drug effects / Q000201:enzymology; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011161:Porifera / Q000737:chemistry; D015843:Serpins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
D010456:Peptides, Cyclic; D015843:Serpins