Iron(III) Catecholates for Cellular Imaging and Photocytotoxicity in Red Light

被引:32
作者
Basu, Uttara [1 ]
Pant, Ila [2 ]
Khan, Imran [2 ]
Hussain, Akhtar [1 ]
Kondaiah, Paturu [2 ]
Chakravarty, Akhil R. [1 ]
机构
[1] Indian Inst Sci, Dept Inorgan & Phys Chem, Bangalore 560012, Karnataka, India
[2] Indian Inst Sci, Dept Mol Reprod Dev & Genet, Bangalore 560012, Karnataka, India
关键词
apoptosis; bioinorganic chemistry; DNA cleavage; iron; photocytotoxicity; NEAR-IR LIGHT; DNA CLEAVAGE; COMPLEXES; LIGANDS; METAL; DIOXYGENASES; BLEOMYCIN; MECHANISM; THERAPY; BINDING;
D O I
10.1002/asia.201402207
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron(III) complexes [ Fe(L)(L') (NO3)]-in which L is phenyl-N, N-bis[(pyridin-2-yl) methyl]methanamine (1), (anthracen-9-yl)N, N-bis[(pyridin-2-yl) methyl] methanamine (2), (pyreny-1-yl)-N, N-bis[(pyridin- 2-yl) methyl] methanamine (3-5), and L' is catecholate (1-3), 4-tert-butyl catecholate (4), and 4-(2-aminoethyl)benzene- 1,2-diolate (5)-were synthesized and their photocytotoxic proper-ties examined. The five electron-paramagnetic complexes displayed a FeIII/ Fe-II redox couple near similar to 0.4 V versus a saturated calomel electrode (SCE) in DMF/0.1m tetrabutylammonium perchlorate (TBAP). They showed unpre-cedented photocytotoxicity in red light (600-720 nm) to give IC50-15 mm in various cell lines by means of apoptosis to generate reactive oxygen species. They were ingested in the nucleus of HeLa and HaCaT cells in 4 h, thereby interacting favorably with calf thymus (ct)-DNA and photocleaving pUC19 DNA in red light of 785 nm to form hydroxyl radicals.
引用
收藏
页码:2494 / 2504
页数:11
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