Artificial anthraquinone- carbohydrate hybrids: Design, synthesis, DNA binding, and cytotoxicity

Kazunobu Toshima, H. Ouchi, Y. Okazaki, T. Kano, M. Moriguchi, A. Asai, S. Matsumura

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Intercalation and sequence selectivity characterize the binding of the anthraquinone-carbohydrate hybrid 1 to DNA. Important for this binding and for the cytotoxicity of 1 is the hybrid structure, which is based on that of several natural antitumor antibiotics. The enantiomer of 1 is about six times less cytotoxic because of its distinctly reduced intercalation potential.

Original languageEnglish
Pages (from-to)2748-2750
Number of pages3
JournalAngewandte Chemie - International Edition in English
Volume36
Issue number24
Publication statusPublished - 1998 Jan 7

Fingerprint

Anthraquinones
Cytotoxicity
Carbohydrates
Intercalation
DNA
Enantiomers
Antibiotics
Anti-Bacterial Agents

Keywords

  • Anthraquinones
  • Carbohydrates
  • DNA hybrids
  • DNA recognition
  • Intercalations

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Toshima, K., Ouchi, H., Okazaki, Y., Kano, T., Moriguchi, M., Asai, A., & Matsumura, S. (1998). Artificial anthraquinone- carbohydrate hybrids: Design, synthesis, DNA binding, and cytotoxicity. Angewandte Chemie - International Edition in English, 36(24), 2748-2750.

Artificial anthraquinone- carbohydrate hybrids : Design, synthesis, DNA binding, and cytotoxicity. / Toshima, Kazunobu; Ouchi, H.; Okazaki, Y.; Kano, T.; Moriguchi, M.; Asai, A.; Matsumura, S.

In: Angewandte Chemie - International Edition in English, Vol. 36, No. 24, 07.01.1998, p. 2748-2750.

Research output: Contribution to journalArticle

Toshima, K, Ouchi, H, Okazaki, Y, Kano, T, Moriguchi, M, Asai, A & Matsumura, S 1998, 'Artificial anthraquinone- carbohydrate hybrids: Design, synthesis, DNA binding, and cytotoxicity', Angewandte Chemie - International Edition in English, vol. 36, no. 24, pp. 2748-2750.
Toshima, Kazunobu ; Ouchi, H. ; Okazaki, Y. ; Kano, T. ; Moriguchi, M. ; Asai, A. ; Matsumura, S. / Artificial anthraquinone- carbohydrate hybrids : Design, synthesis, DNA binding, and cytotoxicity. In: Angewandte Chemie - International Edition in English. 1998 ; Vol. 36, No. 24. pp. 2748-2750.
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