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Bichromophoric BODIPY and Biotin Tagged Terpyridyl Ruthenium(II) Complexes for Cellular Imaging and Photodynamic Therapy

Von Wiley-VCH zur Verfügung gestellt

A perceived drawback of ruthenium(II) polypyridyl photosensitizers for phototherapeutic applications is their inadequate absorption in the visible region. Ru(II) dyads attached to light-harvesting organic chromophore are studied to address this issue.  Biotin-appended compounds having one chromophore, namely, BODIPY (boron-dipyrromethene) (1) and Ru(II)-(tpy)2 (2) or a dyad system containing BODIPY linked to Ru(II)-(tpy)2 via diphenylacetylene linker (3) were prepared and studied as photodetection agent and photosensitizes for Photodynamic Therapy (PDT) applications. The bichromophoric 3 with a strong absorption profile (ε ≈ 71000 M−1 cm−1 at lmax = 503 nm) and high singlet oxygen quantum yield (ΦΔ = 0.63 in DMSO) was studied for PDT activity. This complex produced superoxide anion radical via type-I and singlet oxygen via type-II photosensitization processes on light exposure, as evidenced from DNA photo-cleavage experiments and in vitro DCFDA assay using reactive oxygen species scavengers/quenchers. Dyad 3 displayed apoptotic photo-cytotoxic effect against HeLa and H1299 cancer cells with photocytotoxicity index (PI) value of >625 in HeLa cells with its PDT efficacy much superior than the monochromophoric analogs 1 and 2. The intrinsic emission of complex 3, utilized for cellular imaging, showed selectivity towards lysosomes. Finally, the remarkable potential of complex 3 was evidenced using clinically relevant 3D multicellular tumor spheroid model.

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