Studying DNA Interactions of Ni(II) Complexes of Thiosemicarbazone Containing Vic-Dioxime Ligands

Vic-dioxime ligands and their metal complexes are very important for their biological activities and thoroughly studied. In addition, several thiosemicarbazone derivatives were synthesized and their potentials as anti-tumor agents were reported. As well as this, Nickel (II) complexes, among the other metal complexes, have an important proportion in DNA interaction studies. The compounds which have all these features (vic-dioxime, thiosemicarbazone group and Ni(II)) are not evaluated for their interactions with DNA. DNA interactions of Ni(II) complex of thiosemicarbazone containing vic-dioxime ligand will be studied by using UV titration, floresans, and agaroz gel electrophoresis methods for the first time.

Tiyosemikarbazon İçeren Vis-Dioksim Ligandının Ni(II) Kompleksinin DNA Etkileşimlerinin İncelenmesi

Vis-dioksim ligantları biyolojik aktiviteleri açısından çok önemlidir ve metal kompleksleri yoğun bir şekilde çalışılmıştır. Ayrıca birçok tiyosemikarbazon türevi de sentezlenmiş ve potansiyel anti-tümör ajanları olarak rapor edilmiştir. DNA’ya bağlanma çalışmalarında kullanılan çeşitli metal kompleksleri arasında Nikel (II) kompleksleri de yer almaktadır. Bütün bu özellikleri (visdioksim, tiyosemikarbazon grubu ve Ni(II)) bir arada bulunduran bileşikler literatürde DNA’ya bağlanması açısından daha evvel hiç değerlendirilmemiştir. Tiyosemikarbazon içeren vis-dioksim ligandının Ni(II) kompleksinin DNA ile etkileşimleri UV titrasyon yöntemi, flouresans, ve agaroz jel elektroforez yöntemleri ile ilk defa çalışılmıştır.

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Arjmand, F., Aziz, M. 2009. Synthesis and characterization of dinuclear macrocyclic cobalt(ii), copper(ii) and zinc(ii) complexes derived from 2,2,2′,2′-s,s[bis(bis-n,n-2- thiobenzimidazolyloxalato-1,2-ethane)]: DNA binding and cleavage studies. Eur. J. Med. Chem., 44: 834-844.

Babahan, İ., Özmen, A., Orhan, N., Kazar, D., Değirmenci, E. H. 2014. Synthesis, characterization, and in vitro anti-neoplastic activity of novel vic-dioximes bearing thiosemicarbazone side groups and their mononuclear complexes. Bioorg. Chem., 53: 92-98.

Baguley, BC., Falkenhaug, EM. 1978. The interaction of ethidium with synthetic double-stranded polynucleotides at low ionic strength. Nucleic Acids Res., 5: 161-171.

Barton, JK., Danishefsky, A., Goldberg, J. 1984. Tris(phenanthroline)ruthenium(ii): Stereoselectivity in binding to DNA. J. Am. Chem. Soc., 106: 2172-2176.

Barton, J. K., Raphael, A. L. 1984. Photoactivated stereospecific cleavage of double-helical DNA by cobalt(iii) complexes. J. Am. Chem. Soc., 106: 2466-2468.

Chakravorty, A. 1974. Structural chemistry of transition metal complexes of oximes. Coord. Chem. Rev., 13: 1-46.

Coban, B., Tekin, I. O., Sengul, A., Yildiz, U., Kocak, I., Sevinc, N. 2016. DNA studies of newly synthesized heteroleptic platinum(ii) complexes [pt(bpy)(iip)]2+ and [pt(bpy)(miip)]2+. J. Biol. Inorg. Chem., 21: 163-175.

Coban, B., Yildiz, U. 2014. DNA-binding studies and antitumor evaluation of novel water soluble organic pip and hpip analogs. Appl. Biochem. Biotech., 172: 248-262.

Coban, B., Yildiz, U., Sengul, A. 2013. Synthesis, characterization, and DNA binding of complexes [pt(bpy)(pip)]2+ and [pt(bpy) (hpip)]2+. J. Biol. Inorg. Chem., 18: 461-471.

Eftink, MR., Ghiron, CA. 1981. Fluorescence quenching studies with proteins. Anal. Biochem., 114: 199-227.

Fu, XB., Lin, ZH., Liu, HF., Le, XY. 2014. A new ternary copper(ii) complex derived from 2-(2’-pyridyl)benzimidazole and glycylglycine: Synthesis, characterization, DNA binding and cleavage, antioxidation and hsa interaction. Spectrochim. Acta. Part A, Mol. Biomol. Spectrosc., 122: 22-33.

González-Ruiz, V., I. Olives, A., Martín, MA., Ribelles, P., Teresa, RM., Carlos, MJ. 2011. An overview of analytical techniques employed to evidence drug-DNA interactions. Applications to the design of genosensors. In: Malgorzata Anna Komorowska, Sylwia Olsztynska-Janus (Eds.), Biomedical engineering, trends, research and technologies. InTech. India, pp. 65-90.

Kelly, JM., Tossi, AB., McConnell, DJ., OhUigin, C. 1985. A study of the interactions of some polypyridylruthenium(ii) complexes with DNA using fluorescence spectroscopy, topoisomerisation and thermal denaturation. Nucleic Acids Res., 13: 6017-6034.

Liu, YJ., Liang, ZH., Li, ZZ., Yao, JH., Huang, HL. 2011. Cellular uptake, cytotoxicity, apoptosis, antioxidant activity and DNA binding of polypyridyl ruthenium(ii) complexes. J. Organometal. Chem., 696: 2728-2735.

Medici, S., Peana, M., Nurchi, VM., Lachowicz, JI., Crisponi, G., Zoroddu, MA. 2014. Noble metals in medicine: Latest advances. Coord. Chem. Rev., 284: 329-350.

Ortmans, I., Elias, B., Kelly, J. M., Moucheron, C., KirschDeMesmaeker, A. 2004. [ru(tap)2(dppz)]2+: A DNA intercalating complex, which luminesces strongly in water and undergoes photo-induced proton-coupled electron transfer with guanosine-5[prime or minute]-monophosphate. Dalton Trans., 668-676.

Patel, M., Patel, C., Joshi, H., Vekariya, P. 2014. Square planar platinum(ii) complexes with n,s-donor ligands: Synthesis, characterisation, DNA interaction and cytotoxic activity. Appl. Biochem. Biotech., 172: 1846-1858.

Patel, MN., Patel, CR., Joshi, HN., Thakor, KP. 2014. DNA interaction and cytotoxic activities of square planar platinum(ii) complexes with n, s-donor ligands. Spectrochim. Acta. Part A, Mol. Biomol. Spectrosc., 127: 261-267.

Pelosi, G. 2010. Thiosemicarbazone metal complexes: From structure to activity. Open Crystallog. J., 3: 16-28.

Prabhakaran, R., Kalaivani, P., Huang, R., Poornima, P., Vijaya Padma, V., Dallemer, F., Natarajan, K. 2012. DNA binding, antioxidant, cytotoxicity (mtt, lactate dehydrogenase, no), and cellular uptake studies of structurally different nickel(ii) thiosemicarbazone complexes: Synthesis, spectroscopy, electrochemistry, and x-ray crystallography. J. Biol. Inorg. Chem., 18: 233-247.

Qin, QP., Chen, ZF., Shen, WY., Jiang, YH., Cao, D., Li, YL., Xu, QM., Liu, YC., Huang, KB., Liang, H. 2015. Synthesis of a platinum(ii) complex with 2-(4-methoxy-phenyl) imidazo [4,5-f ]-[1,10] phenanthrolin and study of its antitumor activity. Eur. J. Med. Chem., 89: 77-87.

Shahabadi, N., Nemati, L. 2014. Multispectroscopic studies on the interaction of a platinum(ii) complex containing l-histidine and 1,10-phenanthroline ligands with bovine serum albumin. Appl. Biochem. Biotech., 172: 2800-2814.

Shobha, DC., Nagababu, P., Natarajan, S., Deepika, N., Venkat Reddy, P., Veerababu, N., Singh, S. S., Satyanarayana, S. 2014. Cellular uptake, cytotoxicity, apoptosis and DNAbinding investigations of ru(ii) complexes. Eur. J. Med. Chem., 72: 160-169.

Sirajuddin, M., Ali, S., Badshah, A. 2013. Drug–DNA interactions and their study by uv–visible, fluorescence spectroscopies and cyclic voltametry. J. Photochem. Photobiol. B: Biol., 124: 1-19.

West, DX., Padhye, SB., Sonawane, PB. 1991. Structural and physical correlations in the biological properties of transition metal heterocyclic thiosemicarbazone and s-alkyldithiocarbazate complexes. Struct. Bond., 76: 1-50.

Xu, ZH., Chen, FJ., Xi, PX., Liu, XH., Zeng, ZZ. 2008. Synthesis, characterization, and DNA-binding properties of the cobalt(ii) and nickel(ii) complexes with salicylaldehyde 2-phenylquinoline-4-carboylhydrazone. J. Photochem. Photobiol. A: Chem., 196: 77-83.