The significant effect of the carbohydrate structures on the DNA photocleavage of the quinoxaline-carbohydrate hybrids

Kazunobu Toshima, Tomohiro Ozawa, Tomonori Kimura, Shuichi Matsumura

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties were designed and synthesized, and their DNA photocleaving abilities were evaluated in order to examine the effect of the disaccharide structures. The configurations of the glycosidic bonds in the disaccharide strongly affected the DNA photocleaving ability, and two β-glycosidic bond linkages were very effective for the DNA photocleavage. Furthermore, the quinoxaline-disaccharide hybrids exhibited selective cytotoxicity against cancer cells with photoirradiation.

Original languageEnglish
Pages (from-to)2777-2779
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number11
DOIs
Publication statusPublished - 2004 Jun 7

Keywords

  • Carbohydrate
  • Cytotoxicity
  • DNA photocleavage
  • Oligosaccharide
  • Quinoxaline

ASJC Scopus subject areas

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

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