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1 Polish Journal of Chemistry

1 2002

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Photoisomerizable DNA Ligands. Photoisomerization of Anthrylvinylpyridinium Derivatives

Juskowiak B., Chudak M., Takagi N., Takagi M.

Polish Journal of Chemistry

2002

Vol. 76 / nr 1

83-93

Two potential DNA intercalators capable of cis_trans isomerization, 9-[2-(N-methylpyridinium- 4-yl)vinyl]anthracene (1) and 9,10-bis [2-(N-methylpyridinium-4-yl)vinyl] anthracene (2), have been prepared, characterized and their spectral and photoisomerization behavior have been studied. Both ligands exhibit low fluorescence quantum yields in aqueous solution and substantial enhancement of emission in the presence of DNA. Two-way isomerization was observed for 1, while trans_cis process appeared to be inefficient for ligand 2. An intramolecular charge transfer excited state was suggested to explain the differences in spectral behavior and photoisomerization of ligands.