Mitochondria‐Targeted Photoinduced Anticancer Activity of Oxidovanadium(IV) Complexes of Curcumin in Visible Light. Issue 14 (25th March 2014)

• Record Type: Journal Article
• Authors: Prasad, Puja; Pant, Ila; Khan, Imran; Kondaiah, Paturu; Chakravarty, Akhil R.
• Is Part Of: European journal of inorganic chemistry. Issue 14(2014)
• Page Start: 2420
• Page End: 2431
• Publication Date: 2014-03-25
• Subjects: Bioinorganic chemistry -- ­Medicinal chemistry -- Anticancer agents -- Vanadium -- Ligand effects; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201402001
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract: Oxidovanadium(IV) complexes [VO(py‐aebmz)(B)]Cl (1, 2 ) and [VO(napth‐py‐aebmz)(cur)]Cl [3 ; py‐aebmz = 2‐(1 H ‐benzimidazol‐2‐yl)‐ N ‐(pyridin‐2‐ylmethylene)ethanamine, HB = acetylacetone (Hacac, 1 ) and curcumin (Hcur, 2 ), napth‐py‐aebmz = naphthalimide conjugated to py‐aebmz ] have been prepared, characterized and their photoinduced DNA cleavage activities and photocytotoxicities studied. Complexes1 –3 each exhibited an irreversible cyclic voltammetric response of the V IV /V III redox couple at around –0.85 V versus SCE in dmf/0.1M tbap. The complexes showed DNA photocleavage activity in visible light of 454, 530 and 647 nm through hydroxyl radical and singlet oxygen pathways. Fluorescence microscopy data suggest mitochondrial localization of complex3 bearing a naphthalimide with a two‐fold increase in photocytotoxicity in HaCaT cells with an IC50 value of 6.3 μM and a three‐fold increase in MCF‐7 cells with an IC50 of 5.4 μM compared with complex2 . Both2 and3 were non‐toxic in the dark. Abstract : A Schiff‐base oxidovanadium(IV) complex of curcumin bearing a pendant naphthalimide specifically targets cellular mitochondria and exhibits remarkable photocytotoxicity in visible light with low dark toxicity in keratinocyte HaCaT and breast cancer MCF‐7 cells. The apoptotic cell death involves 1 O2 and · OH species.