Division of Organic Chemistry and Biochemistry, Ruder Bosković Institute, Bijenicka 54, HR 10002 Zagreb, Croatia.
Eur J Med Chem. 2010 Jun;45(6):2671-6. doi: 10.1016/j.ejmech.2010.02.017. Epub 2010 Feb 12.
Series of novel peptide-bridged bis-phenanthridine derivatives as well as corresponding monomers were prepared by solid phase peptide synthesis, which allowed easy and fast tuning of compound properties. Interactions of new derivatives with double stranded DNA were strongly structure-dependent, among which the most interesting is bis-phenanthridine derivative forming intramolecular excimer, with specific fluorescence band sensitive to the pH as well as on the interactions with ds-DNA. Moreover, at variance to commonly high cytotoxic effects of phenanthridine derivatives, here studied monomeric as well as bis-phenanthridine derivatives exhibited negligible antiproliferative activity on a panel of human cell lines, which makes them promising lead compounds for development of new spectrophotometric markers.
一系列新型肽桥联双菲啶衍生物及其相应单体通过固相肽合成法制备，这使得化合物性质的调整变得更加容易和快速。新衍生物与双链 DNA 的相互作用强烈依赖于结构，其中最有趣的是形成分子内激基缔合物的双菲啶衍生物，其具有对 pH 值以及与 ds-DNA 相互作用敏感的特定荧光带。此外，与通常高细胞毒性的菲啶衍生物不同，这里研究的单体和双菲啶衍生物对一系列人癌细胞系几乎没有增殖活性，这使得它们成为开发新型分光光度标记物的有前途的先导化合物。
