Syntheses and antimicrobial activities of ogipeptin derivatives.

Bioorganic & Medicinal Chemistry Letters
Shingo TakiguchiTakahide Nishi

Abstract

Novel cyclic peptide derivatives based on ogipeptins A, B, C, and D were synthesized. Starting with a mixture of ogipeptins A-D, a practical four-step synthetic procedure was followed to prepare novel derivatives with various kinds of acyl side chains. Among the 45 new synthetic derivatives identified, the antibacterial activities of compounds 8-3 and 8-38 were comparable with those of ogipeptin A. In in vitro nephrotoxicity screening using LLC-PK1 cells, compounds 8-3 and 8-38 showed significantly lower cytotoxicity (LD20 > 480 μM) than colistin (LD20 = 44.2 μM).

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