Imidazopyridinium cations: A new family of azonia aromatic heterocycles with applications as DNA intercalators

详细信息    查看全文

• 作者：Pedro Bosch^a ; Veró ; nica Garcí ; a^b ; Başak S. Bilen^c ; David Sucunza^a ; ^{david.sucunza@uah.es} ; Alberto Domingo^b ; Francisco Mendicuti^c ; Juan J. Vaquero^a ; ^{juanjose.vaquero@uah.es}
• 关键词：Imidazopyridinium cations ; Azonia aromatic heterocycles ; DNA intercalation ; Cell staining
• 刊名：Dyes and Pigments
• 出版年：2017
• 出版时间：March 2017
• 年：2017
• 卷：138
• 期：Complete
• 页码：135-146
• 全文大小：3114 K
• 卷排序：138

文摘

Two novel imidazopyridinium cations formed by a hexacyclic azonia aromatic system have been synthesized. Spectrofluorimetric titrations, circular dichroism measurements, theoretical simulations and fluorescence-based thermal denaturation experiments on these materials have shown the interesting fluorescence properties and DNA-binding ability by intercalation, with a marked preference for AT-rich sequences. Compound 2 presents the highest fluorescence quantum yield (0.32 in 5% DMSO/water and 0.46 in MeOH) and affinity for DNA (binding constant of ∼4.5 × 105 M−1). Moreover, the potential of these compounds for cell staining has been investigated in living HeLa cells by confocal microscopy imaging. This analysis showed the remarkable capacity of both compounds for uptake and accumulation by living cells.