Abstract
Three new dinuclear Pd(II) complexes with general formula [{Pd(en)Cl}2(μ-L)](NO3)2 [L is bridging ligand quinoxaline (Pd1), quinazoline (Pd2) and phthalazine (Pd3)] were synthesized and characterized by elemental microanalyses, UV–Vis, IR and NMR (1H and 13C) spectroscopy. The interaction of dinuclear Pd1–Pd3 complexes with calf thymus DNA (CT-DNA) has been monitored by viscosity measurements, UV–Vis and fluorescence emission spectroscopy in aqueous phosphate buffer solution (PBS) at pH 7.40 and 37 °C. In addition, these experimental conditions have been applied to investigate the binding affinities of Pd1–Pd3 complexes to the bovine serum albumin (BSA) by fluorescence emission spectroscopy. In vitro antiproliferative and apoptotic activities of the dinuclear Pd(II) complexes have been tested on colorectal and lung cancer cell lines. All tested Pd(II) complexes had lower cytotoxic effect than cisplatin against colorectal cancer cells, but also had similar or even higher cytotoxicity than cisplatin against lung cancer cells. All complexes induced apoptosis of colorectal and lung cancer cells, while the highest antiproliferative effect exerted Pd2 complex.
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Barton MK (2016) CA Cancer J Clin 66:91–92
Mehlen P, Puisieux A (2006) Nat Rev Cancer 6:449–458
Weigelt B, Peterse JL, van’t Veer LJ (2005) Nat Rev Cancer 5:591–602
Bugarčić ŽD, Bogojeski J, van Eldik R (2015) Coord Chem Rev 229:91–106
Kapdi AR, Fairlamb IJ (2014) Chem Soc Rev 43:4751–4777
Manzotti C, Pratesi G, Menta E, Di Domenico R, Cavalletti E, Fiebig HH, Kelland LR, Farrell N, Polizzi D, Supino R, Pezzoni G, Zunino F (2000) Clin Cancer Res 6:2626–2634
Lukas J, Lukas C, Bartek J (2011) Nat Cell Biol 13(10):1161–1169
Oren M (2003) Cell Death Differ 10(4):431–442
Shahabadi N, Kashanian N, Fatahi SA (2011) Bioinorg Chem Appl 2011:7
Komeda S, Moulaei T, Woods KK, Chikuma M, Farrell NP, Williams DL (2006) J Am Chem Soc 128:16092–16103
Wei XL, Xiao JB, Wang YF, Bai YL (2010) Spectrochim Acta Part A 75:299–304
Kandagal PB, Ashoka S, Seetharamappa J, Shaikh SMT, Jadegoud Y, Ijare OB (2006) J Pharm Biomed Anal 41(3):393–399
Guo XJ, Hao AJ, Han XW, Kang PL, Jiang YC, Zhang XJ (2011) Mol Biol Rep 38:4185–4192
Dimiza F, Fountoulaki S, Papadopoulos AN, Kontogiorgis CA, Tangoulis V, Raptopoulou CP, Psycharis V, Terzis A, Kessissoglou DP, Psomas G (2011) Dalton Trans 40:8555–8568
Dimiza F, Perdih F, Tangoulis V, Turel I, Kessissoglou DP, Psomas G (2011) J Inorg Biochem 105:476–489
Milinković SU, Parac TN, Djuran MI, Kostić NM (1997) J Chem Soc Dalton Trans 2771–2776
Hohmann H, van Eldik R (1990) Inorg Chim Acta 174:87–92
Živković MD, Ašanin DP, Rajković S, Djuran MI (2011) Polyhedron 30:947–952
Ašanin DP, Živković MD, Rajković S, Warźajtis B, Rychlewska U, Djuran MI (2013) Polyhedron 51:255–262
Zhao G, Lin H, Zhu S, Sun HY, Chen Y (1998) J Inorg Biochem 70:219–226
Komeda S, Kalayda GV, Lutz M, Spek AL, Yamanaka Y, Sato T, Chikuma M, Reedijk JJ (2003) J Med Chem 46:1210–1219
Mosmann T (1983) J Immunol Methods 65(1–2):55–63
Milovanović M, Djeković A, Volarević V, Petrović B, Arsenijević N, Bugarcić ZD (2010) J Inorg Biochem 104(9):944–949
Shounan Y, Feng X, O’Connell PJ (1998) J Immunol Methods 217:61–70
Kim KH, Sederstrom JM (2015) Curr Protoc Mol Biol 111(1):28.6.1–28.6.11
Rajković S, Warźajtis B, Živković MD, Glišić BÐ, Rychlewska U, Djuran MI (2018) Bioinorg Chem Appl 2018:12
Živković MD, Rajković S, Glišić BÐ, Drašković NS, Djuran MI (2017) Bioorg Chem 72:190–198
Chattopadhyay S, Chakraborty P, Drew MGB, Ghosh A (2009) Inorg Chim Acta 362:502–508
Zhang J-A, Pan M, Zhang J-Y, Zhang H-K, Fan Z-J, Kang B-S, Su C-Y (2009) Polyhedron 28(1):45–149
Sathyaraj G, Weyhermuller T, Nair BU (2010) Eur J Med Chem 45:284–291
Radisavljević S, Bratsos I, Scheurer A, Korzekwa J, Masnikosa R, Tot A, Gligorijević N, Radulović S, Rilak Simović A (2018) Dalton Trans 47:13696–13712
Kimar CV, Barton JK, Turro NJ (1985) J Am Chem Soc 107(19):5518–5523
Jiang M, Li Y, Wub Z, Liu Z, Yan C (2009) J Inorg Biochem 103:833–844
Kelly TM, Tossi AB, McConnell DJ, Strekas TC (1985) Nucleic Acids Res 13:6017–6034
Toneatto J, Arguello GA (2011) J Inorg Biochem 105(5):645–651
Sulkowska A (2002) J Mol Struct 614:227–232
Jannesari Z, Hadadzadeh H, Amirghofran Z, Simpson J, Khayamian T, Maleki B (2015) Spectrochim Acta Part A Mol Biomol Spectrosc 136:1119–1133
Ćoćić D, Jovanović S, Nišavić M, Baskić D, Todorović D, Popović S, Bugarčić ŽD, Petrović B (2017) J Inorg Biochem 175:67–79
Makarska-Bialokoz M (2018) Spectrochim Acta Part A Mol Biomol Spectrosc 193:23–32
Rajendiran V, Karthik R, Palaniandavar M, Stoeckli-Evans H, Periasamy VS, Akbarsha MA, Srinag BS, Krishnamurthy H (2007) Inorg Chem 46:8208–8221
Jovanović S, Obrenčević K, Bugarčić ŽD, Popović I, Žakula J, Petrović B (2016) Dalton Trans 45:12444–12457
Li Y, Lu W, Saini SK, Moukha-Chafiq O, Pathak V, Ananthan S (2016) Oncotarget 7(10):11263–11270
Sibiya MA, Raphoko L, Mangokoana D, Makola R, Nxumalo W, Matsebatlela TM (2019) Molecules 24(3):407–423
Tanaka M, Kataoka H, Yano S, Ohi H, Kawamoto K, Shibahara T, Mizoshita T, Mori Y, Tanida S, Kamiya T, Joh T (2013) BMC Cancer 13:237–246
Cosaert J, Quoix E (2002) Br J Cancer 87(8):825–833
Kacar O, Adiguzel Z, Yilmaz VT, Cetin Y, Cevatemre B, Arda N, Baykal AT, Ulukaya E, Acilan C (2014) Anticancer Drugs 25(1):17–29
Adiguzel Z, Baykal AT, Kacar O, Yilmaz VT, Ulukaya E, Acilan C (2014) J Proteome Res 13(11):5240–5249
Smalley KS, Contractor R, Haass NK, Lee JT, Nathanson KL, Medina CA, Flaherty KT, Herlyn M (2007) Br J Cancer 96(3):445–449
Zhang B, Luo H, Xu Q, Lin L, Zhang B (2017) Oncotarget 8(8):13620–13631
Kacar O, Cevatemre B, Hatipoglu I, Arda N, Ulukaya E, Yilmaz VT, Acilan C (2017) Bioorg Med Chem 25(6):1770–1777
Acknowledgements
This work has been financially supported by the Ministry of Education, Science and Technological Development of the Republic of Serbia, under Grant nos. 172036, 172011, 175071, 175069 and 175103. This research has also received funding from the Serbian Academy of Sciences and Arts under strategic projects programme—Grant agreement no. 01-2019-F65 and project of this institution no. F128, as well as bilateral project with PR China (06/2018).
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Franich, A.A., Živković, M.D., Ćoćić, D. et al. New dinuclear palladium(II) complexes with benzodiazines as bridging ligands: interactions with CT-DNA and BSA, and cytotoxic activity. J Biol Inorg Chem 24, 1009–1022 (2019). https://doi.org/10.1007/s00775-019-01695-w
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DOI: https://doi.org/10.1007/s00775-019-01695-w