Photoinduced DNA Crosslink Formation by Dichloridooxidovanadium(IV) Complexes of Polypyridyl Bases

被引:11
作者
Banerjee, Samya [1 ]
Dixit, Akanksha [2 ]
Kumar, Arun [1 ]
Mukherjee, Sanjoy [1 ]
Karande, Anjali A. [2 ]
Chakravarty, Akhil R. [1 ]
机构
[1] Indian Inst Sci, Dept Inorgan & Phys Chem, Bangalore 560012, Karnataka, India
[2] Indian Inst Sci, Dept Biochem, Bangalore 560012, Karnataka, India
关键词
Bioinorganic chemistry; DNA crosslinking; Vanadium; Antitumor agents; Apoptosis; CANCER; REPAIR;
D O I
10.1002/ejic.201500587
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Oxidovanadium(IV) complexes [VO(pyphen)Cl-2] (1) and [VO(pydppz)Cl-2] (2), where pyphen is 2-(2-pyridyl)-1,10-phenanthroline and pydppz is 3-(pyridin-2-yl)dipyrido[3,2-a:2,3-c]phenazine, show remarkable photoinduced DNA crosslinking ability and photocytotoxicity. The complexes are non-electrolytes in DMF, 1:1 electrolytes in 20% aqueous DMF, and 1:2 electrolytes in 20% aqueous DMF upon photoirradiation with visible light of 400-700 nm. The paramagnetic complexes, which have one unpaired electron, show a d-d band near 780 nm in aqueous DMF. The IR data suggest a V=O moiety trans to a V-N bond. Complex [VO(pydppz)Cl-2] (2), as a novel photoinducible nuclear ds-DNA crosslinking agent, shows visible-light-induced cytotoxicity in HeLa and MCF-7 cancer cells by an apoptotic pathway, giving IC50 values of 0.87 +/- 0.07 and 1.4 +/- 0.2 M, respectively, while being essentially nontoxic (IC50 > 40 M) in the dark and less toxic in normal MCF-10A cells.
引用
收藏
页码:3986 / 3990
页数:5
相关论文
共 21 条
[1]   Remarkable enhancement in photocytotoxicity and hydrolytic stability of curcumin on binding to an oxovanadium(IV) moiety [J].
Banerjee, Samya ;
Pant, Ila ;
Khan, Imran ;
Prasad, Puja ;
Hussain, Akhtar ;
Kondaiah, Paturu ;
Chakravarty, Akhil R. .
DALTON TRANSACTIONS, 2015, 44 (09) :4108-4122
[2]   Endoplasmic reticulum targeted chemotherapeutics: the remarkable photo-cytotoxicity of an oxovanadium(IV) vitamin-B6 complex in visible light [J].
Banerjee, Samya ;
Dixit, Akanksha ;
Shridharan, Radhika N. ;
Karande, Anjali A. ;
Chakravarty, Akhil R. .
CHEMICAL COMMUNICATIONS, 2014, 50 (42) :5590-5592
[3]   Photocytotoxic Oxidovanadium(IV) Complexes of Polypyridyl Ligands Showing DNA-Cleavage Activity in Near-IR Light [J].
Banerjee, Samya ;
Hussain, Akhtar ;
Prasad, Puja ;
Khan, Imran ;
Banik, Bhabatosh ;
Kondaiah, Paturu ;
Chakravarty, Akhil R. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (24) :3899-3908
[4]  
Bonnett R., 2000, Chemical Aspects of Photodynamic Therapy
[5]   DNA Interstrand Cross-Linking Agents and their Chemotherapeutic Potential [J].
Brulikova, L. ;
Hlavac, J. ;
Hradil, P. .
CURRENT MEDICINAL CHEMISTRY, 2012, 19 (03) :364-385
[6]   A comparative study of the photosensitizing characteristics of some cyanine dyes [J].
Delaey, E ;
van Laar, F ;
De Vos, D ;
Kamuhabwa, A ;
Jacobs, P ;
de Witte, P .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2000, 55 (01) :27-36
[7]   Targeted single-wall carbon nanotube-mediated Pt(IV) prodrug delivery using folate as a homing device [J].
Dhar, Shanta ;
Liu, Zhuang ;
Thomale, Juergen ;
Dai, Hongjie ;
Lippard, Stephen J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (34) :11467-11476
[8]  
Florea Ana-Maria, 2011, Cancers (Basel), V3, P1351, DOI 10.3390/cancers3011351
[9]  
Frisch M. J., 2016, Gaussian 03 Revision B.03
[10]   Redox activation of metal-based prodrugs as a strategy for drug delivery [J].
Graf, Nora ;
Lippard, Stephen J. .
ADVANCED DRUG DELIVERY REVIEWS, 2012, 64 (11) :993-1004