Synthesis of A New Perylene Derivative Ligand Potential for DNA Binding

The main aim of this project was the synthesis of a novel perylene compound, named, N-(1-dehydroabietyl)-3,4,9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide (ABPMI), from N-N’-di(1-dehydroabietyl)perylene-3,4,9,10-bis(dicarboxymide) (ABPDI ) for future DNA binding studies. The product was characterized by FT-IR, UV-vis and emission spectrometry. The optical and photophysical properties have been investigated in detail. ABPMI showed moderate solubility in some common organic solvents like chloroform, DMF and methanol. In the UV-vis absorption spectra of ABPMI in chloroform and methanol three characteristic peaks have been observed at 439, 469 and 517 nm, respectively (with small red shift in methanol). In absorption spectrum of ABPMI in DMF, three peaks have been achieved at 439, 465 and 518 nm, with the reversal intensity between 0→0 and 0→1 transition. In emission spectra of ABPMI in chloroform, DMF and methanol, excimer-like peaks have been observed. The optical band gap energy of ABPMI has been calculated as 1.984 eV. The synthesized compound is promising as a potential ligand for future DNA binding studies. Keywords: Perylene diimide, Perylene monoimide, Perylene dye