Premium
Remarkable Selectivity and Photo‐Cytotoxicity of an Oxidovanadium(IV) Complex of Curcumin in Visible Light
Author(s) -
Banerjee Samya,
Dixit Akanksha,
Karande Anjali A.,
Chakravarty Akhil R.
Publication year - 2015
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.201402884
Subject(s) - chemistry , hela , cytotoxicity , photochemistry , puc19 , reactive oxygen species , fluorescence , selectivity , visible spectrum , irradiation , radical , dna , curcumin , singlet oxygen , dna damage , nuclear chemistry , medicinal chemistry , stereochemistry , oxygen , catalysis , organic chemistry , cell , in vitro , biochemistry , physics , optoelectronics , quantum mechanics , nuclear physics , plasmid
Oxidovanadium(IV) complexes of 2‐(2′‐pyridyl)‐1,10‐phenanthroline (pyphen), viz. [VO(pyphen)(acac)](ClO 4 ) ( 1 ), [VO(pyphen)(anacac)](ClO 4 ) ( 2 ) and [VO(pyphen)(cur)](ClO 4 ) ( 3 ), where acac is acetylacetonate (in 1 ), anacac is anthracenylacetylacetonate (in 2 ) and cur is curcumin monoanion (in 3 ) were synthesized, characterized and their photo‐induced DNA cleavage activities and photo‐cytotoxicities studied. The complexes are 1:1 electrolytes in DMF. The one‐electron paramagnetic complexes show a d‐d band near 760 nm in DMF. Complexes 2 and 3 are blue and green emissive, respectively, in DMSO. The complexes exhibit irreversible V IV /V III reductive responses near –1.1 V and V V /V IV oxidative responses near 0.85 V vs. SCE in DMF–0.1 M TBAP. Complexes 2 and 3 display significant and selective photo‐cytotoxicity upon irradiation with visible light giving an IC 50 value of about 5 μ M against HeLa and MCF‐7 cancer cells; they are significantly less‐toxic against normal 3T3 control cells and in the absence of light. Complex 1 was used as a control. Both cytosolic and nuclear localization of the complexes were observed on the basis of fluorescence imaging. The complexes, avid binders to calf thymus (ct) DNA, were found to photocleave supercoiled pUC19 DNA upon irradiation with near‐IR light (785 nm) by generating hydroxyl radical ( · OH) as the reactive oxygen species (ROS). Cell death events noted with HeLa and MCF‐7 cell lines likely are attributable to apoptotic pathways involving light‐assisted generation of intracellular ROS.