Argifin; efficient solid phase total synthesis and evalution of analogues of acyclic peptide

Toshiaki Sunazuka, Akihiro Sugawara, Kanami Iguchi, Tomoyasu Hirose, Kenichiro Nagai, Yoshihiko Noguchi, Yoshifumi Saito, Tsuyoshi Yamamoto, Hideaki Ui, Hiroaki Gouda, Kazuro Shiomi, Takeshi Watanabe, Satoshi Omura

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

An effective solid phase synthesis of Argifin, providing subsequent access to effective synthesis of analogues, was developed in 13% overall yield, as well as elucidating structure-activity relationships. The novel acyclic peptide 18b, prepared from a synthetic intermediate of Argifin, was found to be 70 times more potent as an inhibitor of Serratia marcescens chitinases B than Argifin itself.

Original languageEnglish
Pages (from-to)2751-2758
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume17
Issue number7
DOIs
Publication statusPublished - 2009 Apr 1
Externally publishedYes

Keywords

  • Argifin
  • Chitinase
  • Serratia marcescens
  • Solid phase

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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  • Cite this

    Sunazuka, T., Sugawara, A., Iguchi, K., Hirose, T., Nagai, K., Noguchi, Y., Saito, Y., Yamamoto, T., Ui, H., Gouda, H., Shiomi, K., Watanabe, T., & Omura, S. (2009). Argifin; efficient solid phase total synthesis and evalution of analogues of acyclic peptide. Bioorganic and Medicinal Chemistry, 17(7), 2751-2758. https://doi.org/10.1016/j.bmc.2009.02.047