Document Report Card

ID: ALA1138223

Journal: J Med Chem

Title: Synthesis of low-hemolytic antimicrobial dehydropeptides based on gramicidin s.

Authors: Yamada K, Shinoda SS, Oku H, Komagoe K, Katsu T, Katakai R.

Abstract: The synthesis and biological activity of a novel cyclic beta-sheet-type antimicrobial dehydropeptide based on gramicidin S (GS) is described. The GS analogue, containing two (Z)-(beta-3-pyridyl)-alpha,beta-dehydroalanine (DeltaZ3Pal) residues at the 4 and 4' positions (2), was synthesized by solution-phase methodologies using Boc-Leu-DeltaZ3Pal azlactone. Analogue 2 exhibited high antimicrobial activity against Gram-positive bacteria and had much lower hemolytic activity than wild-type GS and the corresponding (Z)-alpha,beta-dehydrophenylalanine (DeltaZPhe) analogue (1).

CiteXplore: 17181140

DOI: 10.1021/jm061051v