On the preparation of indoxyl red from indican and some new characteristics

Jingyuan Song, Mizuki Kitamatsu, Koreyoshi Imamura, Hitoshi Ohmori, Kouji Watanabe, Kazuhiro Nakanishi

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

An indole compound with a strong purple-red color was produced by boiling a solution of indican under acidic conditions and purified by chromatographies on DEAE-650S Toyopearl TSK-gel and silica-gel columns. The purple-red compound purified was identified as indoxyl red, on the basis of FAB Mass, 13C NMR, 1H NMR, UV-visible spectra, and IR spectra. Although indoxyl red was first synthesized by Seidel9 70 years ago, very little information has been available on its characteristics. We repot here that the compound was purple-red colored at acidic pH and green at pH 13, and showed antiproliferative and cytotoxic activities to the mouse B cell lymphoma cell line NSF202.

Original languageEnglish
Pages (from-to)627-629
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number3
DOIs
Publication statusPublished - Feb 1 2013

Fingerprint

Indican
Cells
Nuclear magnetic resonance
Silica Gel
B-Cell Lymphoma
Chromatography
Boiling liquids
Gels
Color
Cell Line
indoxyl red

Keywords

  • Cytotoxic activity
  • Indican
  • Indirubin
  • Indoxyl
  • Mouse B cell lymphoma cell line NSF202

ASJC Scopus subject areas

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

Cite this

On the preparation of indoxyl red from indican and some new characteristics. / Song, Jingyuan; Kitamatsu, Mizuki; Imamura, Koreyoshi; Ohmori, Hitoshi; Watanabe, Kouji; Nakanishi, Kazuhiro.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 3, 01.02.2013, p. 627-629.

Research output: Contribution to journalArticle

Song, Jingyuan ; Kitamatsu, Mizuki ; Imamura, Koreyoshi ; Ohmori, Hitoshi ; Watanabe, Kouji ; Nakanishi, Kazuhiro. / On the preparation of indoxyl red from indican and some new characteristics. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 3. pp. 627-629.
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