Add time:09/09/2019         Source:sciencedirect.com

New synthetic analogues of the chemotactic N-formyltripeptide HCO–Met–Leu–Phe–OMe have been synthesized. The reported new models, namely Boc–Met–β-Ala–Phe–OMe (1), HCO–Met–β-Ala–Phe–OMe (2), Boc–Met–Tau–Phe–OMe (3), HCO–Met–Tau–Phe–OMe (4) and HCl·Met–Tau–Phe–OMe (5), are characterized by the presence at the central position of a residue of β-alanine or 2-aminoethanesulfonic acid (taurine) replacing the native l-leucine. Whereas tripeptides 1 and 2 have been found quite inactive as chemoattractants, all the three models containing the Tau residue exhibit a remarkable activity. Superoxide anion production and lysozyme release have been also evaluated and the biological results are discussed together with the conformational preferences of the examined models.

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