Synthesis and biological evaluation of novel turn-modified gramicidin S analogues

Gijsbert M Grotenbreg; Emile Spalburg; Albert J de Neeling; Gijsbert A van der Marel; Herman S Overkleeft; Jacques H van Boom; Mark Overhand

doi:10.1016/s0968-0896(03)00219-0

Synthesis and biological evaluation of novel turn-modified gramicidin S analogues

Bioorg Med Chem. 2003 Jul 3;11(13):2835-41. doi: 10.1016/s0968-0896(03)00219-0.

Authors

Gijsbert M Grotenbreg¹, Emile Spalburg, Albert J de Neeling, Gijsbert A van der Marel, Herman S Overkleeft, Jacques H van Boom, Mark Overhand

Affiliation

¹ Leiden Institute of Chemistry, Gorlaeus Laboratories, PO Box 9502, 2300 RA Leiden, The Netherlands.

PMID: 12788356
DOI: 10.1016/s0968-0896(03)00219-0

Abstract

The synthesis of novel gramicidin S analogues having additional functionalities in the turn region by employing a biomimetic approach is described. The preservation of beta-sheet character in all analogues was established by NMR and the biological activity was evaluated.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
Gramicidin / analogs & derivatives*
Gramicidin / chemical synthesis
Gramicidin / pharmacology*
Microbial Sensitivity Tests
Molecular Mimicry
Nuclear Magnetic Resonance, Biomolecular
Protein Structure, Secondary

Substances

Gramicidin