The Relationship between the Chemical Structures of Dihydropyrazine Derivatives and DNA Strand-Breakage Activity

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概要

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• Dihydropyrazine, a compound derived from sugars, possesses DNA strand-breakage activity. The relationship between the activity as assayed using pBR 322 ccc-DNA and the chemical structures of derivatives of dihydropyrazine (DHPs) has been investigated. The addition of Cu^<2+> enhanced the activity remarkably. The introduction of a methyl or phenyl group onto the DHP ring or a cyclohexyl group fused onto the DHP ring also increased the activity. These properties indicated that the activity was due to the facility of electron release from the DHP ring, followed by radical generation. The determination of ionization potential and electrostatic potential values, and bond dissociation energy via semi-empirical MO calculations suggested strongly that the activity is induced by a DHP ring structure that contains a configuration suitable for hyperconjugation.

• 公益社団法人日本薬学会の論文
• 2007-04-01

著者

• HARANO Kazunobu

  Faculty of Pharmaceutical Sciences, Sojo University

• ITO Shigeru

  Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University

• YAMAGUCHI Tadatoshi

  Faculty of Pharmaceutical Sciences, Sojo University

• KASHIGE Nobuhiro

  Faculty of Pharmaceutical Sciences, Fukuoka University

• Yamaguchi Tokio

  Faculty Of Pharmaceutical Sciences Sojo University

• Ito S

  Institute For Medical And Dental Engineering Tokyo Medical And Dental University

• Nakahara Kazuhide

  Faculty of Pharmaceutical Sciences, Sojo University

• Harano K

  Fac. Of Phamaceutical Sciences Sojo Univ.

• Harano Kazunobu

  Faculty Of Pharmaceutical Sciences Kumamoto University

• Tadatoshi Yamaguchi

  Faculty Of Hygiene Miyazaki Medical College

• Yamaguchi Tadatoshi

  Faculty Of Pharmaceutical Sciences Sojo University

• Ito Shigeru

  Institute For Medical And Dental Engineering Tokyo Medical And Dental University

• Kashige Nobuhiro

  Faculty Of Pharmaceutical Sciences Fukuoka University

• Yamaguchi Tadatoshi

  Faculty of Pharmaceutical Science, Sojo University

• Kashige Nobuhiro

  Faculty of Pharmaceutical Science, Fukuoka University

• Harano Kazunobu

  Faculty of Phamaceutical Sciences, Sojo University

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