BODIPY appended copper(ii) complexes for cellular imaging and singlet oxygen mediated anticancer activity in visible light. Issue 106 (1st November 2016)

• Record Type: Journal Article
• Authors: Bhattacharyya, Arnab; Dixit, Akanksha; Banerjee, Samya; Roy, Bijan; Kumar, Arun; Karande, Anjali A.; Chakravarty, Akhil R.
• Is Part Of: RSC advances. Volume 6:Issue 106(2016)
• Page Start: 104474
• Page End: 104482
• Publication Date: 2016-11-01
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra23118g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : BODIPY-appended copper(ii ) complexes are for cellular imaging and visible light-induced remarkable PDT activity in HeLa/MCF-7 cells with 1 O2 -mediated cellular apoptosis. Abstract : Copper(ii ) complexes of N, N, N -donor dipicolylamine ligands, viz. [Cu(L 1 )Cl2 ] (1 ), [Cu(L 2 )Cl2 ] (2 ) and [Cu(L 3 )Cl2 ] (3 ) with L 2 and L 3 having BODIPY (borondipyrromethene) moieties were synthesized, characterized and their photocytotoxicity studied. Complex 1 was structurally characterized by X-ray crystallography. It has copper(ii ) in a distorted square-pyramidal geometry ( τ = 0.11) with two chloride ligands in axial-equatorial cis -disposition. The one-electron paramagnetic and redox active complexes are non-electrolytic in DMF. They behave as 1 : 1 and 1 : 2 electrolytes in 1 : 1 and 1 : 9 (v/v) DMF–H2 O. The BODIPY complexes 2 and 3 show respective visible bands at 501 nm and 535 nm in DMF. Complex 2 displays an emission band at 515 nm in DMF ( λ ex = 465 nm) with a quantum yield ( Φ F ) value of 0.14. This complex, as a fluorogenic probe for cellular imaging, shows cytosolic localisation of the complex in HeLa and MCF-7 cancer cells. Complex 3 having a diiodo BODIPY unit in L 3 is non-emissive but acts as an efficient photosensitizer showing a significant PDT effect with apoptotic cell death forming singlet oxygen as ROS ( ϕ Δ = 0.53) and giving respective IC50 values of 0.15 ± 0.02 and 0.17 ± 0.03 μM in HeLa and MCF-7 cancer cells in visible light of 400–700 nm, while being less toxic in the dark.