Molecular Construction Of Glycosidic Functional Hyperbanched Ferrocenes And Its Interaction With DNA

Hyperbranched ferrocene combines the properties of three-dimensional structure of hyperbranched polymers and Ferrocene unique redox, catalytic properties, etc. It has been applied in biosensors, anti-tumor and anti-bacterial, etc. However, there are some issues that functionalized cyclopentadienyl hyperbranched polymer have poor hydrophilic, bad biological response and cytotoxicity, etc. Glycoside compound is a kind of compounds which has special biological activity and medicinal function. It is hydrophilic, so it can improve the water solution of Hyperbranched ferrocene and strengthen the medicinal effect. In order to combines functional Ferrocene and hydrophilic and medicinal properties of glycoside, glycoside was modified to Hyperbranched ferrocene. The biomedical materials was builded up, which has good hydrophilicity and non-toxic side effects. Such as some antibacterial and antitumor drugs. It provides experimental data and theoretical basis for biomedical applications.DNA is a kind of important biological macromolecules. It is not only the carrier of genetic information, but also exogenous molecular targets. Drug molecules interact with DNA to interfere with the DNA replication and transcription. Exploring the interaction between DNA and exogenous molecular can provide the theoretical basis, which as the medicinal materials for application.In this paper, through a series of intermediate steps, using the Click chemistry, β-D-pyran glycoside was grafted onto the Hyperbranched ferrocene. The structure of every step product was characterized through infrared spectrum(FTIR) and nuclear magnetic resonance hydrogen spectrum(1H-NMR). The experiment also determined their thermal stability, solubility, redox characteristic and UV absorption characteristics. Molecular structure of Glycosidic functional Hyperbanched Ferrocenes is modeled though ChemDraw and Materials Studio. We using the optimization function of software get the electronic distribution and bonding parameters under the stable state. It provides numerical theory for people to build the required molecules.Based on this, we test the interaction between glycosidic functional Hyperbanched Ferrocenes and the biological macromolecules DNA and explore their mechanism through Ultraviolet-visible spectroscopy(UV), electrochemical analysis, fluorescence spectroscopy and synchronous fluorescence spectrometry. The results show that:(1)The builded molecular is consistent with the target molecular. Under the application temperature(100 ℃), it has the good thermal stability.(2)The results of cyclic voltammograms(CV) and pulse volt-ampere curve(DPV) show that the products containing ferrocene have corresponding redox properties, but everyone is different. The electrode reaction of small molecular products is reversible, and the electrode reaction of macromolecular product is irreversible, such as azide based Hyperbanched Ferrocenes and glycosidic functional Hyperbanched Ferrocenes. Because of the effect of branched, hindering the electron transfer of Fe3+/Fe2+. But they still has the obvious redox properties(Fe3+/Fe2+). This feature is of great importance in the subsequent design medicinal materials for its function reservation.(3)Glycosidic functional Hyperbanched Ferrocenes makes DNA molecules stretch and enhance its fluorescence intensity. But it did not change the structure of DNA. We hypothesized that the force is hydrogen bonding interaction,electrostatic attraction, hydrophilic effect and intermolecular. It proved that the glycosidic functional Hyperbanched Ferrocenes formed hydrogen bonds with DNA, and produces the corresponding drug function by influencing the structure of DNA.The study provides basic research data for glycosidic functional Hyperbanched Ferrocenes in the application of biomedical materials. And it also provides the experimental basis in the application research of antibacterial and antitumor in the next step.