Literature DB >> 12788356

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

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

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.

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Year:  2003        PMID: 12788356     DOI: 10.1016/s0968-0896(03)00219-0

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  3 in total

1.  On resin amino acid side chain attachment strategy for the head to tail synthesis of new glutamine containing gramicidin-S analogs and their antimicrobial activity.

Authors:  Safa Derbal; Mary Hensler; Weiqin Fang; Victor Nizet; Kamel Ghedira; Adel Nefzi
Journal:  Bioorg Med Chem Lett       Date:  2010-08-08       Impact factor: 2.823

2.  Sequence inversion and phenylalanine surrogates at the beta-turn enhance the antibiotic activity of gramicidin S.

Authors:  Concepción Solanas; Beatriz G de la Torre; María Fernández-Reyes; Clara M Santiveri; M Angeles Jiménez; Luis Rivas; Ana I Jiménez; David Andreu; Carlos Cativiela
Journal:  J Med Chem       Date:  2010-05-27       Impact factor: 7.446

3.  Therapeutic index of gramicidin S is strongly modulated by D-phenylalanine analogues at the beta-turn.

Authors:  Concepción Solanas; Beatriz G de la Torre; María Fernández-Reyes; Clara M Santiveri; M Angeles Jiménez; Luis Rivas; Ana I Jiménez; David Andreu; Carlos Cativiela
Journal:  J Med Chem       Date:  2009-02-12       Impact factor: 7.446

  3 in total

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