Literature DB >> 14611861

Synthesis and evaluation of methyl ether derivatives of the vancomycin, teicoplanin, and ristocetin aglycon methyl esters.

Casey C McComas1, Brendan M Crowley, Inkyu Hwang, Dale L Boger.   

Abstract

A series of methyl ether derivatives of the vancomycin, teicoplanin, and ristocetin aglycon methyl esters was synthesized and their antimicrobial activity was established. These derivatives exhibit increased activity against VanB resistant strains of bacteria equipotent with that observed with sensitive bacteria.

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Year:  2003        PMID： 14611861     DOI： 10.1016/s0960-894x(03)00513-4

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  8 in total

1.  Investigation into the functional impact of the vancomycin C-ring aryl chloride.

Authors:  Joseph R Pinchman; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2013-07-04       Impact factor: 2.823

2.  Total synthesis of [Ψ[C(═S)NH]Tpg4]vancomycin aglycon, [Ψ[C(═NH)NH]Tpg4]vancomycin aglycon, and related key compounds: reengineering vancomycin for dual D-Ala-D-Ala and D-Ala-D-Lac binding.

Authors:  Jian Xie; Akinori Okano; Joshua G Pierce; Robert C James; Simon Stamm; Christine M Crane; Dale L Boger
Journal:  J Am Chem Soc       Date:  2012-01-06       Impact factor: 15.419

3.  Synthesis and evaluation of selected key methyl ether derivatives of vancomycin aglycon.

Authors:  Christine M Crane; Joshua G Pierce; Siegfried S F Leung; Julian Tirado-Rives; William L Jorgensen; Dale L Boger
Journal:  J Med Chem       Date:  2010-10-14       Impact factor: 7.446

4.  Probing the role of the vancomycin e-ring aryl chloride: selective divergent synthesis and evaluation of alternatively substituted E-ring analogues.

Authors:  Joseph R Pinchman; Dale L Boger
Journal:  J Med Chem       Date:  2013-05-13       Impact factor: 7.446

5.  Vancomycin analogs: Seeking improved binding of d-Ala-d-Ala and d-Ala-d-Lac peptides by side-chain and backbone modifications.

Authors:  Siegfried S F Leung; Julian Tirado-Rives; William L Jorgensen
Journal:  Bioorg Med Chem       Date:  2009-07-10       Impact factor: 3.641

6.  Structure of ristocetin A in complex with a bacterial cell-wall mimetic.

Authors:  Virginie Nahoum; Sherri Spector; Patrick J Loll
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-07-17

7.  Studies toward the total synthesis of ristocetin A aglycone using arene-ruthenium complexes as S(N)Ar substrates: Construction of an advanced tricyclic intermediate.

Authors:  Anthony J Pearson; Diana V Ciurea; Avdhoot Velankar
Journal:  Tetrahedron Lett       Date:  2008-03-17       Impact factor: 2.415

8.  Synthesis and evaluation of vancomycin aglycon analogues that bear modifications in the N-terminal D-leucyl amino acid.

Authors:  Christine M Crane; Dale L Boger
Journal:  J Med Chem       Date:  2009-03-12       Impact factor: 7.446
  8 in total

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