Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists

Stefanie Weyler, Younis Baqi, Petra Hillmann, Marko Kaulich, Andrea M. Hunder, Ingrid A. Müller, Christa E. Müller

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

A library of anilinoanthraquinone derivatives was synthesized by parallel Ullmann coupling reaction of bromaminic acid with aniline derivatives in solution using a compact parallel synthesizer. The products were purified by HPLC and evaluated as antagonists at mouse and human P2Y2 receptors. 4-Phenylamino-substituted 1-amino-2-sulfoanthraquinones, for example, 1-amino-4-(2-methoxyphenyl)-2-sulfoanthraquinone (PSB-716), were potent P2Y2 antagonists with IC50 values in the low micromolar range.

Original languageEnglish
Pages (from-to)223-227
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number1
DOIs
Publication statusPublished - Jan 1 2008

Fingerprint

Purinergic P2Y2 Receptors
Inhibitory Concentration 50
Libraries
High Pressure Liquid Chromatography
Derivatives
aniline
bromamine acid

Keywords

  • Antagonists
  • Anthraquinones
  • Combinatorial synthesis
  • P2Y receptors
  • Ullmann coupling reaction

ASJC Scopus subject areas

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

Cite this

Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists. / Weyler, Stefanie; Baqi, Younis; Hillmann, Petra; Kaulich, Marko; Hunder, Andrea M.; Müller, Ingrid A.; Müller, Christa E.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 18, No. 1, 01.01.2008, p. 223-227.

Research output: Contribution to journalArticle

Weyler, Stefanie ; Baqi, Younis ; Hillmann, Petra ; Kaulich, Marko ; Hunder, Andrea M. ; Müller, Ingrid A. ; Müller, Christa E. / Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists. In: Bioorganic and Medicinal Chemistry Letters. 2008 ; Vol. 18, No. 1. pp. 223-227.
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