Molecular design, chemical synthesis and biological evaluation of quinoxaline-carbohydrate hybrids as novel and selective photo-induced DNA cleaving and cytotoxic agents

Kazunobu Toshima, Tomonori Kimura, Ryusuke Takano, Tomohiro Ozawa, Akiko Ariga, Yutaka Shima, Kazuo Umezawa, Shuichi Matsumura

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

The quinoxaline moiety in antitumor quinoxaline antibiotics cleaved double stranded DNA at the 5′ side guanine of the 5′-GG-3′ site upon irradiation with UV light with a long wavelength and without any additive. The quinoxaline-carbohydrate hybrid system was very effective for the DNA cleavage. Furthermore, the quinoxaline-carbohydrate hybrids exhibited strong and selective cytotoxicity against cancer cells with photoirradiation.

Original languageEnglish
Pages (from-to)7057-7066
Number of pages10
JournalTetrahedron
Volume59
Issue number35
DOIs
Publication statusPublished - 2003 Aug 25

Keywords

  • Carbohydrate
  • Cytotoxicity
  • DNA photocleavage
  • Quinoxaline

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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