Oxoplatin-B, a cisplatin-based platinum(IV) complex with photoactive BODIPY for mitochondria specific “chemo-PDT” activity

Bera, A and Gautam, S and Raza, MK and Kondaiah, P and Chakravarty, AR (2021) Oxoplatin-B, a cisplatin-based platinum(IV) complex with photoactive BODIPY for mitochondria specific “chemo-PDT” activity. In: Journal of Inorganic Biochemistry, 223 .

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Abstract

Oxoplatin-B, a platinum(IV) complex [Pt(NH3)2Cl2(L1)(OH)] (1) of 4-methylbenzoic acid (HL1) functionalized with 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) was prepared, characterized and its antitumor activity studied. [Pt(NH3)2Cl2(L2)(OH)] (2) of 4-methylbenzoic acid (HL2) was studied as a control. Complex 1 showed an absorption band at 500 nm (ɛ = 4.34 × 104 M−1 cm−1) and an emission band at 515 nm (λex = 488 nm, ΦF = 0.64) in 1% dimethyl sulfoxide/Dulbecco's Modified Eagle's Medium (pH = 7.2). Visible light-induced (400–700 nm) generation of singlet oxygen was evidenced from 1,3-diphenylisobenzofuran titration study. Complex 1 showed photo-induced cytotoxicity in visible light (400–700 nm, 10 J cm−2) against human breast cancer (MCF-7), cervical cancer (HeLa) and lung cancer (A549) cells (IC50: 1.1–3.8 μM) while being less toxic in normal cells. Confocal imaging showed mitochondrial localization with additional evidence from platinum content from isolated mitochondria and 5,5,6,6′-tetrachloro-1,1′,3,3′ tetraethylbenzimi-dazoylcarbocyanine iodide (JC-1) assay. Cellular apoptosis was observed from Annexin-V-FITC (fluorescein isothiocyanate)/propidium iodide assay.

Item Type:	Journal Article
Publication:	Journal of Inorganic Biochemistry
Publisher:	Elsevier Inc.
Additional Information:	The copyright for this article belongs to Elsevier Inc.
Keywords:	1,3 diphenylisobenzofuran; 4 methylbenzoic acid; 4,4 difluoro 4 bora 3a,4a diaza s indacene; benzofuran derivative; cisplatin derivative; dimethyl sulfoxide; fluorescein isothiocyanate; functional group; iodide; lipocortin 5; oxoplatin; oxoplatin b; singlet oxygen; unclassified drug; antineoplastic agent; benzoic acid; boron derivative; calf thymus DNA; coordination compound; DNA; photosensitizing agent; platinum; prodrug, A-549 cell line; absorption; antineoplastic activity; apoptosis; Article; cancer chemotherapy; cell isolation; cellular distribution; cytotoxicity; drug structure; drug synthesis; female; human; human cell; imaging; light; MCF-7 cell line; mitochondrial targeting signal; mitochondrion; photodynamic therapy; titrimetry; animal; bovine; chemistry; DNA cleavage; drug effect; drug screening; metabolism; mitochondrial membrane potential; mitochondrion; photochemotherapy; radiation response; synthesis; tumor cell line, Animals; Antineoplastic Agents; Apoptosis; Benzoates; Boron Compounds; Cattle; Cell Line, Tumor; Coordination Complexes; DNA; DNA Cleavage; Drug Screening Assays, Antitumor; Humans; Light; Membrane Potential, Mitochondrial; Mitochondria; Photochemotherapy; Photosensitizing Agents; Platinum; Prodrugs; Singlet Oxygen
Department/Centre:	Division of Biological Sciences > Molecular Reproduction, Development & Genetics Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	22 Feb 2023 03:55
Last Modified:	22 Feb 2023 03:55
URI:	https://eprints.iisc.ac.in/id/eprint/80465

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