Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers

Yasuo Takeuchi, Yoshiyuki Nagao, Kyoko Toma, Yumiko Yoshikawa, Teruaki Akiyama, Hiromi Nishioka, Hitoshi Abe, Takashi Harayama, Shigeo Yamamoto

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9 Citations (Scopus)

Abstract

Total synthesis of vibrioferrin (1), a siderophore, was achieved via a chiral dibenzyl citrate obtained by optical resolution. The citrate moiety of vibrioferrin was determined to have the R configuration and one of the diastereomeric isomers (1b) of 1 did not exhibit siderophore activity.

Original languageEnglish
Pages (from-to)1284-1287
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume47
Issue number9
Publication statusPublished - Sep 1999

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Keywords

  • Dibenzyl citrate
  • Optical resolution
  • Siderophore activity
  • Synthesis
  • Vibrioferrin

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Takeuchi, Y., Nagao, Y., Toma, K., Yoshikawa, Y., Akiyama, T., Nishioka, H., Abe, H., Harayama, T., & Yamamoto, S. (1999). Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers. Chemical and Pharmaceutical Bulletin, 47(9), 1284-1287.