Upadhyay, A and Nepalia, A and Bera, A and Saini, DK and Chakravarty, AR (2023) A Platinum(II) Boron-dipyrromethene Complex for Cellular Imaging and Mitochondria-targeted Photodynamic Therapy in Red Light. In: Chemistry - An Asian Journal, 18 (21).
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Abstract
Cisplatin-derived platinum(II) complexes Pt(NH3)2(pacac)(NO3) (1, DPP-Pt) and Pt(NH3)2(Acac-RB)(NO3) (2, Acacplatin-RB), where Hpacac is 1,3-diphenyl-1,3-propanedione and HAcac-RB is a red-light active distyryl-BODIPY-appended acetylacetone ligand, are prepared, characterized and their photodynamic therapy (PDT) activity studied (RB abbreviated for red-light BODIPY). Complex 2 displayed an intense absorption band at λ=652 nm (ϵ=7.3�104 M�1 cm�1) and 601 nm (ϵ=3.1�104 M�1 cm�1) in 1 : 1 DMSO-DPBS (Dulbecco's Phosphate Buffered Saline). Its emission profile includes a broad maximum at ~673 nm (λex=630 nm). The fluorescence quantum yield (ΦF) of HAcac-RB and 2 are 0.19 and 0.07, respectively. Dichlorodihydrofluorescein diacetate and 1,3-diphenylisobenzofuran assay of complex 2 indicated photogeneration of singlet oxygen (Φ�: 0.36) as reactive oxygen species (ROS). Light irradiation caused only minor extent of ligand release forming chemo-active cisplatin analogue. The complex showed ~70�100 fold enhancement in cytotoxicity on light exposure in A549 lung cancer cells and MDA-MB-231 multidrug resistant breast cancer cells, giving half maximal inhibitory concentration (IC50) of 0.9�1.8 μM. Confocal imaging showed its mitochondrial localization and complex 2 exhibited anti-metastasis properties. Immunostaining of β-tubulin and Annexin V-FITC/propidium iodide staining displayed complex 2 induced photo-selective microtubule rupture and cellular apoptosis, respectively. © 2023 Wiley-VCH GmbH.
| Item Type: | Journal Article |
|---|---|
| Publication: | Chemistry - An Asian Journal |
| Publisher: | John Wiley and Sons Ltd |
| Additional Information: | The copyright for this article belongs to the John Wiley and Sons Ltd. |
| Keywords: | Acetone; Ammonia; Biochemistry; Cancer cells; Diseases; Ligands; Mitochondria; Oxygen; Photodynamic therapy; Platinum compounds, Acetylacetone; Bioinorganic chemistry; Boron dipyrromethene; Cellular imaging; Cis-platin; Cisplatin; Mitochondrias; Phosphate-buffered salines; Red light; Singlet oxygen, Cell death |
| Department/Centre: | Division of Biological Sciences > Molecular Reproduction, Development & Genetics Division of Chemical Sciences > Inorganic & Physical Chemistry |
| Date Deposited: | 28 Feb 2024 05:37 |
| Last Modified: | 28 Feb 2024 05:37 |
| URI: | https://eprints.iisc.ac.in/id/eprint/83562 |
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