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Mitochondria‐Targeted Photoinduced Anticancer Activity of Oxidovanadium(IV) Complexes of Curcumin in Visible Light
Author(s) -
Prasad Puja,
Pant Ila,
Khan Imran,
Kondaiah Paturu,
Chakravarty Akhil R.
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201402001
Subject(s) - chemistry , singlet oxygen , acetylacetone , curcumin , fluorescence , hacat , visible spectrum , redox , photochemistry , medicinal chemistry , stereochemistry , tetrapyrrole , dioxetane , conjugated system , oxygen , chemiluminescence , in vitro , inorganic chemistry , organic chemistry , biochemistry , physics , optoelectronics , quantum mechanics , enzyme , polymer
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. Complexes 1 – 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/0.1 M 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 complex 3 bearing a naphthalimide with a two‐fold increase in photocytotoxicity in HaCaT cells with an IC 50 value of 6.3 μ M and a three‐fold increase in MCF‐7 cells with an IC 50 of 5.4 μ M compared with complex 2 . Both 2 and 3 were non‐toxic in the dark.