A New Boron 2‐(2′‐pyridyl) Imidazole Complex as a Candidate Photosensitizer for Photodynamic Therapy

Abstract

In this work, different from the literature, boron 2-(2'-pyridyl) imidazole complex (BOPIM) was derived from pyridine ring side to extend π conjugation for the first time. In addition, the core of BOPIM was brominated to increase the capacity of singlet oxygen generation via intersystem crossing to function as a photosensitizer. According to photophysical measurements, the new BOPIM derivative had comparatively large Stokes shift as 111 nm among boron-fluorine derivatives in the literature. Its singlet oxygen generation potential and toxic effect in the dark were investigated in the presence of singlet oxygen trap 1,3-Diphenylisobenzofuran (DPBF). According to the obtained results, it was seen that the new BOPIM derivative could be a good photosensitizer for photodynamic therapy.

Synthesis and singlet oxygen generation of boron- 2-(4,5-dibromo-1H-imidazole-2-yl)-3,5-dipyrazolopyridine complex for antimicrobial photodynamic therapy

“…The results showed that the pyrazole-containing porphyrin and chlorine compounds exhibited high aPDT activity against planktonic and biofilm forms of E. coli [ 13 ]. In the present study, a 2-(2′-pyridyl) imidazole (BOPIM) core, as one of the new photosensitizers in the literature [ 14 , 15 ], was used. The BOPIM structure, which has advantageous properties such as high Stokes shift, high quantum yield, fluorescence properties in solid state, and solubility in many solvents, was derivatized with 1-methyl pyrazole, which could have an antifungal effect.…”