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

Research output: Contribution to journalArticle

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

Fingerprint

Siderophores
Citric Acid
Isomers
vibrioferrin

Keywords

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

ASJC Scopus subject areas

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

Cite this

Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers. / Takeuchi, Yasuo; Nagao, Yoshiyuki; Toma, Kyoko; Yoshikawa, Yumiko; Akiyama, Teruaki; Nishioka, Hiromi; Abe, Hitoshi; Harayama, Takashi; Yamamoto, Shigeo.

In: Chemical and Pharmaceutical Bulletin, Vol. 47, No. 9, 09.1999, p. 1284-1287.

Research output: Contribution to journalArticle

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, vol. 47, no. 9, pp. 1284-1287.
Takeuchi, Yasuo ; Nagao, Yoshiyuki ; Toma, Kyoko ; Yoshikawa, Yumiko ; Akiyama, Teruaki ; Nishioka, Hiromi ; Abe, Hitoshi ; Harayama, Takashi ; Yamamoto, Shigeo. / Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers. In: Chemical and Pharmaceutical Bulletin. 1999 ; Vol. 47, No. 9. pp. 1284-1287.
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