Literature DB >> 29035557

Microwave-Facilitated SPOT-Synthesis of Antibacterial Dipeptoids.

Anne C Schneider1, Daniel Fritz1, Joseph K Vasquez2, Sidonie B L Vollrath1, Helen E Blackwell2, Stefan Bräse1,3.   

Abstract

With microwave irradiation, the submonomer synthesis of dipeptoids on functionalized cellulose can be accelerated with good yields and purity. Optimization provided a library of 96 dipeptoids. From these, 29 compounds were found with an antibacterial activity against MRSA at a concentration of 25 μM. Large nonpolar residues, such as undecylamine and dehydroabiethylamine, are the key components engendering the observed antibacterial activity of these peptoids.

Entities:  

Keywords:  MRSA; SPOT-synthesis; Staphylococcus aureus; ampetoids; antibacterial; antimicrobials; cellulose; combinatorial library; peptidomimetics; peptoids

Mesh:

Substances:

Year:  2017        PMID: 29035557      PMCID: PMC5931720          DOI: 10.1021/acscombsci.7b00096

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  19 in total

1.  Combinatorial discovery process yields antimicrobial peptoids.

Authors:  S Ng; B Goodson; A Ehrhardt; W H Moos; M Siani; J Winter
Journal:  Bioorg Med Chem       Date:  1999-09       Impact factor: 3.641

Review 2.  Solid supports for combinatorial chemistry.

Authors:  Zhanru Yu; Mark Bradley
Journal:  Curr Opin Chem Biol       Date:  2002-06       Impact factor: 8.822

Review 3.  Formats for combinatorial synthesis: solid-phase, liquid-phase and surface.

Authors:  Nicholas A Boyle; Kim D Janda
Journal:  Curr Opin Chem Biol       Date:  2002-06       Impact factor: 8.822

Review 4.  The SPOT-synthesis technique. Synthetic peptide arrays on membrane supports--principles and applications.

Authors:  Ronald Frank
Journal:  J Immunol Methods       Date:  2002-09-01       Impact factor: 2.303

5.  A positional scanning combinatorial library of peptoids as a source of biological active molecules: identification of antimicrobials.

Authors:  Marc Humet; Teresa Carbonell; Isabel Masip; Francisco Sánchez-Baeza; Puig Mora; Emilia Cantón; Miguel Gobernado; Concepción Abad; Enrique Pérez-Payá; Angel Messeguer
Journal:  J Comb Chem       Date:  2003 Sep-Oct

6.  Microwave-accelerated SPOT-synthesis on cellulose supports.

Authors:  Matthew D Bowman; Ryan C Jeske; Helen E Blackwell
Journal:  Org Lett       Date:  2004-06-10       Impact factor: 6.005

7.  Azapeptides, a novel class of peptide analogs.

Authors:  J Gante
Journal:  Angew Chem Int Ed Engl       Date:  1970-10       Impact factor: 15.336

8.  Characterization of novel antimicrobial peptoids.

Authors:  B Goodson; A Ehrhardt; S Ng; J Nuss; K Johnson; M Giedlin; R Yamamoto; W H Moos; A Krebber; M Ladner; M B Giacona; C Vitt; J Winter
Journal:  Antimicrob Agents Chemother       Date:  1999-06       Impact factor: 5.191

9.  Comparison of culture screening methods for detection of nasal carriage of methicillin-resistant Staphylococcus aureus: a prospective study comparing 32 methods.

Authors:  Nasia Safdar; Leah Narans; Barbara Gordon; Dennis G Maki
Journal:  J Clin Microbiol       Date:  2003-07       Impact factor: 5.948

10.  Peptoids that mimic the structure, function, and mechanism of helical antimicrobial peptides.

Authors:  Nathaniel P Chongsiriwatana; James A Patch; Ann M Czyzewski; Michelle T Dohm; Andrey Ivankin; David Gidalevitz; Ronald N Zuckermann; Annelise E Barron
Journal:  Proc Natl Acad Sci U S A       Date:  2008-02-19       Impact factor: 11.205

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