Abstract
This review describes the analytical techniques used to detect DNA-probes such as Ru(II) complexes with hetero cyclic imidazo phenanthroline (IP) ligands. Studies on drug-DNA interactions are useful biochemical techniques for visualization of DNA both in vitro and in vivo. The interactions of small molecules that binds to DNA are mainly classified into two major classes, one involving covalent binding and another non-covalent binding. Covalent binding in DNA can be irreversible and may leads to inhibition of all DNA processes which subsequently leads to cell death. Usually, covalent interactions leads to permanent changes in the structure of nucleic acids. The non-covalent interaction of molecules with DNA can be due to electrostatic interaction, intercalation and groove binding. These interactions of DNA probes can be explored by various spectroscopic techniques viz. UV–visible, emission, emission quenching spectroscopy, viscosity and thermal denaturation measurements.
Similar content being viewed by others
References
Young DW (1975) Heterocyclic chemistry. Longman, London
Kumar A, Kumar R (2011) A review on synthesis of Schiff’s bases of 2-amino 4-phenyl thiazole. Int Res J Pharm 2: 11–12
Patel NB, Shaikh FM (2010) New 4-thiazolidinones of nicotinic acid with 2-amino-6-methylbenzothiazole and their biological activity. Sci Pharm 78: 753–66
Bala S, Kamboj S, Kumar A (2010) Heterocyclic 1, 3, 4-oxadiazole compounds with diverse biological activities: a comprehensive review. J Pharm Res 3:2993–2997
Nagababu P, Barui AK, Thulasiram B, Devi CS, Satyanarayana S, Patra CR, Sreedhar B (2015) Antiangiogenic activity of mononuclear copper (II) polypyridyl complexes for the treatment of cancers. J Med Chem 58:5226–5241
Storr T, Thompson KH, Orvig C (2006) Design of targeting ligands in medicinal inorganic chemistry. Chem Soc Rev 35:534–544
Incesu Z, Bljnkli K, Akalin G, Gundogdukaraburu N (2013) The effects of some phenanthroline ruthenium (Ii) complexes on A549 cell proliferation. Turk J Pharm Sci 10:193–203
Devi CS, Satyanarayana S (2012) Review: synthesis, characterization, and DNA-binding properties of Ru (II) molecular “light switch” complexes. J Coord Chem 65:474–486
Devi CS, Nagababu P, Natarajan S, Deepika N, Reddy PV, Veerababu N, Singh SS, Satyanarayana S (2014) Cellular uptake, cytotoxicity, apoptosis and DNA-binding investigations of Ru (II) complexes. Eur J Med Chem 72:160–169
Berners-Price SJ, Appleton TG, Kelland LR (2000) The chemistry of Cisplatin in aqueous solution. In: Kelland LR, Farrell NP (eds) Platinum-based drugs in cancer therapy. Humana Press, Totowa, pp 3–35
Chaires JB (1998) Drug-DNA interactions. Curr Opin Struct Biol 8:314–320
Jakupec MA, Galanski M, Keppler BK (2003) Tumour-inhibiting platinum complexes-state of the art and future perspectives. Rev Physiol Biochem Pharmacol 146:1–53
Schmidt CE, Möller J, Hesslau U, Bauer M, Gabbert T, Kremer B (2005) Universitätskliniken im Spannungsfeld des Krankenhausmarktes. Anaesthesist 54:694–702
Thulasiram B, Kumar YP, Aerva RR, Satyanarayana S, Nagababu P (2017) Correlation between molecular modelling and spectroscopic techniques in investigation with DNA binding interaction of ruthenium (ii) complexes. J Fluoresc 27:587–594
Mattes WB, Hartley JA, Kohn KW (1986) DNA sequence selectivity of guanine–N7 alkylation by nitrogen mustards. Nucleic Acid Res 14:2971–2987
Hurley LH, Petrusek R (1979) Proposed structure of the anthramycin–DNA adduct. Nature 282:529–531
Lerman LS (1961) Structural considerations in the interaction of DNA and acridines. J Mol Biol 3:18IN13–30IN14
Boger DL, Winston CT (2001) Thiazole orange as the fluorescent intercalator in a high resolution fid assay for determining DNA binding affinity and sequence selectivity of small molecules. Bioorg Med Chem 9:2511–2518
Tse WC, Boger DL (2004) A fluorescent intercalator displacement assay for establishing DNA binding selectivity and affinity. Acc Chem Res 37:61–69
Waring MJ (1965) Complex formation between ethidium bromide and nucleic acids. J Mol Biol 13:269–282
Crawford LV, Waring MJ (1967) Supercoiling of polyoma virus DNA measured by its interaction with ethidium bromide. J Mol Biol 25:23–30
Takenaka S, Takagi M (1999) Threading intercalators as a new DNA structural probe. Bull Chem Soc Jpn 72:327–337
Wilson K, Walker J (2010) Principles and techniques of biochemistry and molecular biology. Cambridge University Press, Cambridge
Spiro TG (1980) Nucleic acid-metal ion interactions. Krieger Pub Co
Long EC, Barton JK (1990) On demonstrating DNA intercalation. Acc Chem Res 23:271–273
Joseph S, David WR (2001) Molecular cloning: a laboratory manual. Gold Spring Harbor, New York
Morgan RJ, Chatterjee S, Baker AD, Strekas TC (1991) Effects of ligand planarity and peripheral charge on intercalative binding of Ru (2, 2′-bipyridine) 2L2 + to calf thymus DNA. Inorg Chem 30:2687–2692
Tysoe SA, Morgan RJ, Baker AD, Strekas TC (1993) Spectroscopic investigation of differential binding modes of ∆-and Λ-Ru (bpy) 2 (ppz) 2 + with calf thymus DNA. J Phy Chem 97:1707–1711
Devi CS, Nagababu P, Shilpa M, Kumar YP, Reddy MR, Gabra NM, Satyanarayana S (2012) Synthesis, characterization and DNA-binding characteristics of Ru (II) molecular light switch complexes. J Iran Chem Soc 9:671–680
Srishailam A, Kumar YP, Reddy PV, Nambigari N, Vuruputuri U, Singh SS, Satyanarayana S (2014) Cellular uptake, cytotoxicity, apoptosis, DNA-binding, photocleavage and molecular docking studies of ruthenium (II) polypyridyl complexes. J Photochem Photobiol B Biol 132: 111–23
Nagababu P, Shilpa M, Latha JN, Bhatnagar I, Srinivas PN, Kumar YP, Reddy KL, Satyanarayana S (2011) Synthesis, characterization, DNA binding properties, fluorescence studies and toxic activity of cobalt (III) and ruthenium (II) polypyridyl complexes. J Fluoresc 21:563–572
Nagababu PE, Shilpa MY, Mustafa MD, Ramjee P, Satyanarayana S (2008) DNA-binding and photocleavage studies of ethylenediamine cobalt (III) and ruthenium (II) mixed ligand complexes. Inorg React Mech 6: 301–11
Nagababu P, Latha J, Satyanarayana S (2006) DNA-binding studies of mixed-ligand (Ethylenediamine) ruthenium (II) complexes. Chem Biodivers 3:1219–1229
Tan LF, Chao H, Li H, Liu YJ, sun B, Wei W, Ji LN (2005) Synthesis, characterization, DNA-binding and photocleavage studies of [Ru (bpy) 2 (PPIP)] 2 + and [Ru (phen) 2 (PPIP)] 2+. J Inorg Biochem 99:513–520
Pyle AM, Rehmann JP, Meshoyrer R, Kumar CV, Turro NJ, Barton JK (1989) Trans-dichlorobis(N-p-tolylpyridin-2-amine)palladium(II): synthesis, structure, fluorescence features and DNA binding. J Am Chem Soc 111:3051–3058
Wolfe A, Shimer GH Jr, Meehan T (1987) Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA. BioChemistry 26:6392–6396
Joseph R, Lakowicz GW (1973) Quenching of fluorescence by oxygen. Probe for structural fluctuations in macromolecules. BioChemistry 12:4161–4170
McGhee JD, von Hippel PH (1974) Theoretical aspects of DNA-protein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice. J Mol Biol 86:469–489
Kumar CV, Barton JK, Turro NJ (1985) Photophysics of ruthenium complexes bound to double helical DNA. J Am Chem Soc 107:5518–5523
Barton JK, Goldberg JM, Kumar CV, Turro NJ (1986) Tris (phenanthroline) ruthenium (II) enantiomers with nucleic. J Am Chem Soc 108:2081–2088
Ghosh BK, Chakravorty A (1989) Electrochemical studies of ruthenium compounds part I. Ligand oxidation levels. Coord Chem Rev 95:239–294
Fisher MP, Dingman CW (1971) Role of molecular conformation in determining the electrophoretic properties of polynucleotides in agarose-acrylamide composite gels. BioChemistry 10:1895–1899
Aaij C, Borst P (1972) The gel electrophoresis of DNA. Biochim Biophys Acta 269:192–200
Sharp PA, Sugden B, Sambrook J (1973) Detection of two restriction endonuclease activities in Haemophilus parainfluenzae using analytical agarose-ethidium bromide electrophoresis. BioChemistry 12:3055–3063
Neyhart GA, Grover N, Smith SR, Kalsbeck WA, Fairley TA, Cory M, Thorp HH (1993) Binding and kinetics studies of oxidation of DNA by oxoruthenium (IV). J Am Chem Soc 115:4423–4428
Liu YJ, Chao H, Tan LF, Yuan YX, Wei W, Ji LN (2005) Interaction of polypyridyl ruthenium (II) complex containing asymmetric ligand with DNA. J Inorg Biochem 99:530–537
McGhee JD (1976) Theoretical calculations of the helix–coil transition of DNA in the presence of large, cooperatively binding ligands. Biopolymers 15:1345–1375
Satyanarayana S, Dabrowiak JC, Chaires JB (1992) Neither delta-nor lambda-tris (phenanthroline) ruthenium (II) binds to DNA by classical intercalation. BioChemistry 31:9319–9324
Barton JK, Danishefsky A, Goldberg J (1984) Tris (phenanthroline) ruthenium (II): stereoselectivity in binding to DNA. J Am Chem Soc 106:2172–2176
Satyanarayana S, Dabrowiak JC, Chaires JB (1993) Tris (phenanthroline) ruthenium (II) enantiomer interactions with DNA: mode and specificity of binding. BioChemistry 32:2573–2584
Chaires JB, Dattagupta N, Crothers DM (1982) Self-association of daunomycin. BioChemistry 21:3927–3932
Cohen G, Eisenberg H (1969) Viscosity and sedimentation study of sonicated DNA–proflavine complexes. Biopolymers 8:45–55
Stevenson P, Sones KR, Gicheru MM, Mwangi EK (1995) Comparison of isometamidium chloride and homidium bromide as prophylactic drugs for trypanosomiasis in cattle at Nguruman, Kenya. Acta Trop 59:77–84
Olmsted J III, Kearns DR (1977) Mechanism of ethidium bromide fluorescence enhancement on binding to nucleic acids. BioChemistry 16:3647–3654
Kundu S, Maity S, Bhadra R, Ghosh P (2011) Trans-dichlorobis(N-p-tolylpyridin-2-amine)palladium(II): synthesis, structure, fluorescence features and DNA binding. Indian J Chem 50: 1443–9
Acknowledgements
This work was supported by CSIR-NEERI/KZC and IICT Hyderabad, KRC No.: CSIR-NEERI/KRC/2017/MAR/KZL/1.
Author information
Authors and Affiliations
Corresponding author
Additional information
C.S. Devi and Penumaka Nagababu contributed equally.
Rights and permissions
About this article
Cite this article
Devi, C.S., Thulasiram, B., Satyanarayana, S. et al. Analytical Techniques Used to Detect DNA Binding Modes of Ruthenium(II) Complexes with Extended Phenanthroline Ring. J Fluoresc 27, 2119–2130 (2017). https://doi.org/10.1007/s10895-017-2151-x
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10895-017-2151-x