Design And Synthesis Of Triphenylamine Derivatives And Their Platinum (â…¡) Complexes With Optical Properties And Biological Action

Triarylamine derivatives have attracted considerable attention as optoelectronic molecule-based materials for their fluorescent characters, photostabilities and easily tailored. In this dissertation, a series of triphenylamine derivatives with the same coordination donor groups and different accept groups were designed and synthesized. Based on the comprehensive with recent developing of research on two-photon absorption materilas. And the analogous cis-platinum complexes were synthesized. The properties of optical and biological activities were systematically investigated, and the relationships between properties and structure of the compounds was studied deeply. As follow of the details:1 Synthesis, relationships between structure-properties(1) In this dissertation, two D-p-A configurational compounds (L1, L2) have been synthesized using triarylamine-based chromophores, by inducing the same coordination donor groups and different accept groups. And those ligand molecules can coordinate with metal ion forming complexes.(2) The influences on optical properties with their different withdrawing groups has been thoroughly explored both theoretically and experimentally, and rationally explanations were given.(3) Compound L3 has been synthesized by Sc(?)iff-based reaction, in which there are intramolecular hydrogen bonds. Those dual fluorescent emissions for L3 in different solution are rationally explained by the excited-state intramolecular proton transfer (ESIPT) model.2 Synthesis, optical properties, biological activities of the platinum complexes(1) The analogous cis-platinum complexes of 1 and 2 were fully characterized by 1H NMR,13C NMR, Far-IR, elemental analysis, EIS-MS and MALDI-TOF MS. The results of Z-scan determination show that the complexes bear a larger two-photon absorption than those of the corresponding ligand, which may be arise from the strong intramolecular charge transfer due to good planarity of the complexes, leading to a stronger nonlinear optical response. (2) The anti-neoplastic activity of cis-platinum, complexes 1 and 2 were tested by MTT method with different cancer cells (BGC823, Hela, SH-SY5Y). The results show that the high anti-neoplastic activities of complexes 1 and 2 are stronger than that of the tranditional cis-platinum complexes, while the toxicity of the complexes is lower.(3) In order to further explore the mechanism of anticancer of the complexes in high anti-neoplastic activity, the interactions between the complexes and DNA were measured by UV-visible, fluorescence and CD spectroscopy. The cell uptake of the complexes was observed through confocal fluorescence microscopy technique. The rationable interpretation for the interactions was given based on the detailed experimental information.