923015-04-7Relevant articles and documents
Synthesis of low-hemolytic antimicrobial dehydropeptides based on gramicidin S
Yamada, Keiichi,Shinoda, Shun-Suke,Oku, Hiroyuki,Komagoe, Keiko,Katsu, Takashi,Katakai, Ryoichi
, p. 7592 - 7595 (2007/10/03)
The synthesis and biological activity of a novel cyclic β-sheet-type antimicrobial dehydropeptide based on gramicidin S (GS) is described. The GS analogue, containing two (Z)-(β-3-pyridyl)-α,β-dehydroalanine (ΔZ3Pal) residues at the 4 and 4′ positions (2), was synthesized by solution-phase methodologies using Boc-Leu-ΔZ3Pal 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)-α,β-dehydrophenylalanine (ΔZ-Phe) analogue (1).