Mixed-ligand platinum(ii) complexes of curcumin and functionalized 1,10-phenanthroline bases showed targeted photocytotoxic activity in cancer cells with apoptotic cell death.

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Metrics & More Article Recommendations * sı Supporting Information ABSTRACT: [Pt(RB)(Cur)]NO 3 (RBC), [Pt(IRB)(Cur)]NO 3 (IRBC), and [Pt(L)(Cur)]NO 3 (PBC), where HCur is curcumin, L is 1-benzyl-2-(2-pyridyl)benzimidazole, and RB and IRB are red-light-active non-iodo and diiodo-BODIPY tagged to L, respectively, were synthesized and characterized, and their anticancer activities were studied (BODIPY, boron-dipyrromethene). RBC and IRBC displayed BODIPY-centered absorption bands within 615−635 nm along with the respective curcumin bands at 445 and 492 nm in 10% dimethyl sulfoxide (DMSO)− Dulbecco's phosphate-buffered saline (DPBS). Emission bands were observed at 723 and 845 nm for RBC and IRBC, respectively, in 10% DMSO−DPBS. RBC (Φ Δ , 0.27) and IRBC (Φ Δ , 0.40) generated singlet oxygen in red light (λ = 642 nm) as evidenced from 1,3diphenylisobenzofuran (DPBF) titrations. The formation of 1 O 2 from BODIPY and HO • from the curcumin was evidenced from the mechanistic pUC19 DNA photocleavage studies. The BODIPY complexes showed photocytotoxicity in A549, HeLa, and MDA-MB-231 cells while being less toxic in the dark [IC 50 : 1.3−6.9 μM, red light; 7.2−12.8 μM, 400−700 nm visible light]. The emissive RBC displayed localization in the endoplasmic reticulum (ER).Apoptotic cell death was evidenced from the Annexin-V/fluorescein isothiocyanate (FITC)/propidium iodide (PI) assay and green fluorescence in red light in the Fluo-4 AM assay due to ER stress, and mitochondrial dysfunction was evidenced from the 5,5,6,6′tetrachloro-1,1′,3,3′-tetraethylbenzimidazolylcarbocyanine iodide (JC-1) assay in A549 cells.

Red light-activable transition metal complexes have recently emerged as the viable alternative for photodynamic/photochemotherapeutic applications. Ideal photosensitizers or photochemotherapeutic agents are still an elusive goal. Here in, we have reported...

Platinum(II)‐BODIPY (boron‐dipyrromethene) complexes of 1,2‐diaminocyclohexane (dach), [Pt(dach)(ML)] (MP) and [Pt(dach)(IML)] (IMP), where H2ML is morpholine‐appended O,O‐donor mono‐styryl BODIPY‐appended catecholate and H2IML is di‐iodinated morpholine‐conjugated O,O‐donor mono‐styryl BODIPY linked catecholate, were prepared for photodynamic therapy in near‐IR light (600–720 nm) by targeting lysosomes. Complex MP exhibited a band at 596 nm (ϵ=2.9×104 M−1 cm−1) and IMP at 710 nm (ϵ=2.6×104 M−1 cm−1) within PDT window in dimethyl sulfoxide (10 %)/Dulbecco's Modified Eagle's Medium (DMSO/DMEM, pH 7.2). Complexes MP and IMP showed red emission (λem) at 615 nm (λex=580 nm, ΦF=0.04) and 718 nm (λex=685 nm) (ΦF, fluorescence quantum yield) in DMSO (10 %)‐DMEM (pH 7.2). Emissive complex MP showed lysosome‐specific localization in cellular imaging study. Complex IMP showed photocytotoxicity in near‐IR light of 600–720 nm (IC50: 0.86–1.2 μM) with apoptotic cell death forming singlet oxygen in a type‐II pathway.