Discovery of a novel series of semisynthetic vancomycin derivatives effective against vancomycin-resistant bacteria

Yuki Nakama, Osamu Yoshida, Masanori Yoda, Keisuke Araki, Yuri Sawada, Jun Nakamura, Shu Xu, Kenji Miura, Hideki Maki, Hirokazu Arimoto

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

Novel semisynthetic vancomycin derivatives with antibacterial activity against vancomycin-resistant S. aureus (VRSA) were prepared. Replacement of Cl groups of vancomycin by Suzuki-Miyaura crosscoupling reaction, which gave the title compounds, is described for the first time. Introduction of a carbon substituent at the amino acid residue 2 of vancomycin led to an enhancement of antibacterial activity against vancomycin-resistant strains, whereas the additional introduction at the amino acid residue 6 resulted in a reduction in activity even against vancomycin-susceptible strains.

Original languageEnglish
Pages (from-to)2528-2533
Number of pages6
JournalJournal of Medicinal Chemistry
Volume53
Issue number6
DOIs
Publication statusPublished - 2010 Mar 25

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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