Oxovanadium(IV) complexes of curcumin for cellular imaging and mitochondria targeted photocytotoxicity

被引:56
|
作者
Banik, Bhabatosh [1 ]
Somyajit, Kumar [2 ]
Nagaraju, Ganesh [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
DNA CLEAVAGE; ANTICANCER ACTIVITY; BINDING; CANCER; LIGHT; CYTOTOXICITY; DEGRADATION; IRRADIATION; DELIVERY; LIGANDS;
D O I
10.1039/c4dt01487a
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Oxovanadium(IV) complexes [VO(R-tpy)(cur)](ClO4) (1, 2) of curcumin (Hcur) and terpyridine ligands (R-tpy) where R is phenyl (phtpy in 1) or p-triphenylphosphonium methylphenyl bromide (C6H4CH2PPh3Br) (TPP-phtpy in 2) were prepared and characterized and their DNA photocleavage activity, photocytotoxicity and cellular localization in cancer cells (HeLa and MCF-7) were studied. Acetylacetonate (acac) complexes [VO(R-tpy)(acac)](ClO4) of phtpy (3) and TPP-phtpy (4) were prepared and used as the control species. These complexes showed efficient cleavage of pUC19 DNA in visible light of 454 nm and near-IR light of 705 rim. Complexes 1 and 2 showed significant photocytotoxicity in visible light of 400-700 nm. FACS analysis showed sub-G1/G0 phase cell-cycle arrest in cancer cells when treated with 1 and 2 in visible light in comparison with the dark controls. Fluorescence microscopic studies revealed specific localization of the p-triphenylphosphonium complex 2 in the mitochondria of MCF-7 cancer cells whereas no such specificity was observed for complex 1.
引用
收藏
页码:13358 / 13369
页数:12
相关论文
共 50 条
  • [21] Iron(III) Catecholates for Cellular Imaging and Photocytotoxicity in Red Light
    Basu, Uttara
    Pant, Ila
    Khan, Imran
    Hussain, Akhtar
    Kondaiah, Paturu
    Chakravarty, Akhil R.
    CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (09) : 2494 - 2504
  • [22] Biotin and boron-dipyrromethene-tagged platinum(iv) prodrug for cellular imaging and mito-targeted photocytotoxicity in red light
    Bera, Arpan
    Nepalia, Amrita
    Upadhyay, Aarti
    Saini, Deepak Kumar
    Chakravarty, Akhil R.
    DALTON TRANSACTIONS, 2023, 52 (37) : 13339 - 13350
  • [23] Mitochondria localizing high-spin iron complexes of curcumin for photo-induced drug release
    Jana, Avishek
    Verma, Brijesh K.
    Garai, Aditya
    Kondaiah, Paturu
    Chakravarty, Akhil R.
    INORGANICA CHIMICA ACTA, 2018, 483 : 571 - 578
  • [24] Photocytotoxicity and DNA cleavage activity of L-arg and L-lys Schiff base oxovanadium(IV) complexes having phenanthroline bases
    Sasmal, Pijus K.
    Majumdar, Ritankar
    Dighe, Rajan R.
    Chakravarty, Akhil R.
    DALTON TRANSACTIONS, 2010, 39 (30) : 7104 - 7113
  • [25] Nuclear targeting terpyridine iron(II) complexes for cellular imaging and remarkable photocytotoxicity
    Basu, Uttara
    Khan, Imran
    Koley, Debasis
    Saha, Sounik
    Kondaiah, Paturu
    Chakravarty, Akhil R.
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 116 : 77 - 87
  • [26] Oxovanadium(IV) Silsesquioxane Complexes
    Ohde, Christian
    Limberg, Christian
    Stoesser, Reinhard
    Demeshko, Serhiy
    INORGANIC CHEMISTRY, 2010, 49 (05) : 2479 - 2485
  • [27] Photocytotoxic oxovanadium(IV) complexes of ferrocenyl-terpyridine and acetylacetonate derivatives
    Balaji, Babu
    Balakrishnan, Babita
    Perumalla, Sravanakumar
    Karande, Anjali A.
    Chakravarty, Akhil R.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 92 : 332 - 341
  • [28] Photoactivated cytotoxicity of ferrocenyl-terpyridine oxovanadium(IV) complexes of curcuminoids
    Balaji, Babu
    Balakrishnan, Babita
    Perumalla, Sravanakumar
    Karande, Anjali A.
    Chakravarty, Akhil R.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 85 : 458 - 467
  • [29] Dual-action platinum(II) Schiff base complexes: Photocytotoxicity and cellular imaging
    Banerjee, Samya
    Capper, Miles S.
    Clarkson, Guy J.
    Huang, Huaiyi
    Sadler, Peter J.
    POLYHEDRON, 2019, 172 : 157 - 166
  • [30] Iron(III) Complexes of a Pyridoxal Schiff Base for Enhanced Cellular Uptake with Selectivity and Remarkable Photocytotoxicity
    Basu, Uttara
    Pant, Ila
    Hussain, Akhtar
    Kondaiah, Paturu
    Chakravarty, Akhil R.
    INORGANIC CHEMISTRY, 2015, 54 (08) : 3748 - 3758