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

Paul, S and Sahoo, S and Sahoo, S and Jayabaskaran, C and Chakravarty, AR (2022) Bichromophoric BODIPY and Biotin Tagged Terpyridyl Ruthenium(II) Complexes for Cellular Imaging and Photodynamic Therapy. In: European Journal of Inorganic Chemistry .

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Abstract

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 chromophores 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 a 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 λmax=503 nm) and high singlet oxygen quantum yield (ΦΔ=0.63 in DMSO) was studied for PDT activity. This complex produced a 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 an apoptotic photo-cytotoxic effect against HeLa and H1299 cancer cells with a photocytotoxicity index (PI) value of >625 in HeLa cells with a PDT efficacy much superior to those of its 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 a clinically relevant 3D multicellular tumor spheroid model.

Item Type:	Journal Article
Publication:	European Journal of Inorganic Chemistry
Publisher:	John Wiley and Sons Inc
Additional Information:	The copyright for this article belongs to John Wiley and Sons Inc.
Keywords:	Antitumor agents; Bioinorganic chemistry; Lysosomal localization; Photodynamic therapy; Ruthenium
Department/Centre:	Division of Biological Sciences > Biochemistry Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	31 Oct 2022 09:13
Last Modified:	31 Oct 2022 09:13
URI:	https://eprints.iisc.ac.in/id/eprint/77668

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