Efficient Photocleavage of DNA by Cationic Porphyrin-Acridine Hybrids with the Effective Length of Diamino Alkyl Linkage

スポンサーリンク

概要

• 論文の詳細を見る

• Positively charged porphyrins bearing an acridine with various lengths of diamino alkyl linkage, 5-[4-[(6-chloro-2-methoxy-9-acridyl)aminoalkylaminocarbonyl]phenyl]-10, 15, 20-tris(4-N-methylpyridiniumyl)porphine triiodide, alkyl=ethyl, butyl, hexyl, or octyl, were synthesized. They exhibited more enhanced photocleavage activity of pUC18 plasmid DNA than TMPyP, meso-tetrakis(4-N-methylpyridiniumyl)porphine, which is well known to bind to DNA tightly and to cleave DNA effectively ; the hybrid linked with the hexamethylene chain showed particularly high activity. An equilibrium dialysis experiment demonstrated that the binding ability of the hybrids to calf thymus(CT)DNA correlated quantitatively with the photocleavage activity. The lack of the substantial red-shift of the Soret maxima of the hybrids through the titration with CTDNA denied the intercalative binding of the porphyrin part. In their circular dichroism(CD)spectral change on binding to CTDNA, two negative peaks appeared at 275nm and at 285-290nm in the UV range. The latter negative peak was observed for hybrids, but not for TMPyP, and thus we assigned it to induced CD(ICD)derived from intercalation of acridine chromophore. In the visible range, the hybrids showed only a positive peak around their Soret maxima, and this feature suggested the porphyrin moiety lay in the DNA groove. In addition, the length of the linker markedly influenced the ellipticity of their visible ICD, suggesting that the proximity of the porphyrin moiety to DNA was greatly affected by the linker.

• 公益社団法人日本薬学会の論文
• 2001-03-01

著者

• Uno Tadayuki

  Faculty Of Pharmaceutical Sciences Kumamoto University

• ISHIKAWA Yoshinobu

  Faculty of Pharmaceutical Sciences, Kumamoto University

• Yamashita A

  Faculty Of Pharmaceutical Sciences Kumamoto University

• YAMASHITA Aya

  Faculty of Pharmaceutical Sciences, Kumamoto University

• Ishikawa Yoshinobu

  Faculty Of Pharmaceutical Sciences Kumamoto University

関連論文

• Oxidative and Random Cleavage of DNA by the Novel Iron(II)Complex Capable of Yielding an Iron(III)Hydroperoxide Intermediate
• The First Trigonal - bipyramidal Structure of Zinc(II) Complex of a Bleomycin Model
• Self-Aggregation Inhibits the Photonuclease Activity of Porphyrins
• Solution Properties and Photonuclease Activity of Cationic Bis-porphyrins Linked with a Series of Aliphatic Diamines
• DEPURINATION OF ADENOSINE AND DEOXYADENOSINE MONOPHOSPHATES IN THE HEMIN-HYDROPEROXIDE SYSTEM
• Efficient Photocleavage of DNA by Cationic Porphyrin-Acridine Hybrids with the Effective Length of Diamino Alkyl Linkage

スポンサーリンク