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

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

doi:10.1016/j.bmcl.2012.12.006

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

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

School of Engineering

Research output: Contribution to journal › Article › peer-review

5 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 language	English
Pages (from-to)	627-629
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2012.12.006
Publication status	Published - Feb 1 2013

Keywords

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

ASJC Scopus subject areas

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

Access to Document

10.1016/j.bmcl.2012.12.006

Cite this

@article{5b1df8f7b8bd4cb39012b43e64c9c71a,

title = "On the preparation of indoxyl red from indican and some new characteristics",

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.",

keywords = "Cytotoxic activity, Indican, Indirubin, Indoxyl, Mouse B cell lymphoma cell line NSF202",

author = "Jingyuan Song and Mizuki Kitamatsu and Koreyoshi Imamura and Hitoshi Ohmori and Kouji Watanabe and Kazuhiro Nakanishi",

year = "2013",

month = feb,

day = "1",

doi = "10.1016/j.bmcl.2012.12.006",

language = "English",

volume = "23",

pages = "627--629",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "3",

}

TY - JOUR

T1 - On the preparation of indoxyl red from indican and some new characteristics

AU - Song, Jingyuan

AU - Kitamatsu, Mizuki

AU - Imamura, Koreyoshi

AU - Ohmori, Hitoshi

AU - Watanabe, Kouji

AU - Nakanishi, Kazuhiro

PY - 2013/2/1

Y1 - 2013/2/1

N2 - 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.

AB - 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.

KW - Cytotoxic activity

KW - Indican

KW - Indirubin

KW - Indoxyl

KW - Mouse B cell lymphoma cell line NSF202

UR - http://www.scopus.com/inward/record.url?scp=84872332404&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84872332404&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2012.12.006

DO - 10.1016/j.bmcl.2012.12.006

M3 - Article

C2 - 23290050

AN - SCOPUS:84872332404

SN - 0960-894X

VL - 23

SP - 627

EP - 629

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 3

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this