Synthesis, DNA-binding, cytotoxicity, photo cleavage, antimicrobial and docking studies of Ru(II) polypyridyl complexes

Journal of Fluorescence

Volumn 23, Issue 5, 2013, Pages 897-908

  Srishailam, A ^a   Kumar, Yata Praveen ^a   Gabra, Nazar M D ^a   Reddy, P Venkat ^a   Deepika, N ^a   Veerababu, Nageti ^a   Satyanarayana, S ^a  

^a OSMANIA UNIVERSITY   (India)

Author keywords

Anti tumor activity; Antimicrobial; Cytotoxicity; Intercalation and docking

Indexed keywords

BINDING ENERGY; CELL CULTURE; COMPLEXATION; CYTOTOXICITY; DNA; HYDROGEN BONDS; MASS SPECTROMETRY; MICROORGANISMS; SPECTROPHOTOMETRY; SYNTHESIS (CHEMICAL); TUMORS; VISCOSITY MEASUREMENT;

1 ,10-PHENANTHROLINE; ANTI-TUMOR ACTIVITIES; ANTIMICROBIAL; ANTIMICROBIAL STUDY; DNA-BINDING PROPERTIES; MOLECULAR DOCKING; RUTHENIUM COMPLEXES; SPECTRO-PHOTOMETRIC METHOD;

RUTHENIUM COMPOUNDS;

ANTIINFECTIVE AGENT; ANTINEOPLASTIC AGENT; DNA; ORGANOMETALLIC COMPOUND; RUTHENIUM;

ARTICLE; CELL PROLIFERATION; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; DNA CLEAVAGE; DOSE RESPONSE; DRUG EFFECT; DRUG SCREENING; ESCHERICHIA COLI; HELA CELL; HUMAN; MICROBIAL SENSITIVITY TEST; PHOTOCHEMISTRY; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTI-BACTERIAL AGENTS; ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; CELL SURVIVAL; DNA; DNA CLEAVAGE; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; ESCHERICHIA COLI; HELA CELLS; HUMANS; MICROBIAL SENSITIVITY TESTS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; PHOTOCHEMICAL PROCESSES; RUTHENIUM; STAPHYLOCOCCUS AUREUS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84883451818     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10895-013-1209-7     Document Type: Article

References (60)

1. Lippard SJ (1987) Chemistry and molecular biology of platinum anticancer drugs. Pure Appl Chem 59:731-742
2. Salim A, Abu-Surrah MK (2006) Platinum Group Antitumor Chemistry: design and development of New Anticancer Drugs Complementary to Cisplatin. Curr Med Chem 13:1337-1357
3. Zhang Z, Bi C, Schmitt SM, Fan Y, Dong L, Jian Zuo Q, Dou P (2012) 1, 10-Phenanthroline promotes copper complexes into tumor cells and induces apoptosis by inhibiting the proteasome activity. J Biol Inorg Chem 17(8):1257-1267
4. Giovagnini L, Ronconi L, Aldinucci D, Lorenzon D, Sitran S, Fregona D (2005) Synthesis, Characterization, and Comparative in Vitro Cytotoxicity Studies of Platinum(II), Palladium(II), and Gold(III) Methyl sarcosine dithiocarbamate Complexes. J Med Chem 48:1588-1595
5. Perez-Rebolledo A, DaniloAyala J, de Lima GM, Marchini N, Bombieri G, Zani CL, Souza-Fagundes EM, Beraldo H (2005) Structural studies and cytotoxic activity of N(4)-phenyl-2-benzoylpyridine thiosemicarbazone Sn(IV) complexes. Eur J Med Chem 40(5):467-472
6. Liu J, Zheng W, Shi S, Tan C, Chen J, Zheng K, Ji L (2008) Synthesis, antitumor activity and structure-activity relationships of a series of Ru(II) complexes. J Inorg Biochem 102:193
7. Liu Y-J, Liang Z-H, Li Z-Z, Yao J-H, Huang H-L (2011) Ruthenium(II) Polypyridyl Complexes: synthesis and Studies of DNA Binding, Photocleavage, Cytotoxicity, Apoptosis, Cellular Uptake, and Antioxidant Activity. DNA Cell Biol 30(10):829-838
8. Li X, Xie Y-Y, Zhong N-J, Liang Z-H, He J, Huang H-L, Liu Y-J (2012) DNA-binding and photocleavage, cytotoxicity, apoptosis and antioxidant activity studies of ruthenium(II) complexes. Transit Met Chem 37:197-205
9. Puckett CA, Barton JK (2008) Mechanism of cellular uptake of a ruthenium polypyridyl complex. Biochem 47:11711-11716
10. Sigel A, Sigel H Eds. (1996) Metal ions in biological systems, interaction of metal ions with nucleotides, nucleic acids, and their constituents. Marcel Dekker, New York 32- 854
11. Pyle AM, Morii T, Barton JK (1990) Probing Microstructures in Double Helical DNA with Chiral Metal Complexes: recognition of Changes in Base-Pairs Propeller Twisting in Solution. J Am Chem Soc 112:9432
12. Sigman DS, Mazumdre A, Perrin DM (1993) Chemical nucleases. Chem Rev 93:2295-2316
13. Erkkila KE, Odom DT, Barton JK (1999) Recognition and Reaction of Metallointercalators with DNA. Chem Rev 99:2777
14. Ji LN, Zou XH, Liu JG (2001) Shape- and enantioselective interaction of Ru(II)/Co(III) polypyridyl complexes with DNA. Coord Chem Rev 513:216-217
15. Xiong Y, Ji LN (1999) Synthesis, DNA-binding and DNA-mediated luminescence quenching of Ru(II) polypyridine complexes. Coord Chem Rev 711:185-186
16. Pelligrini PP, Aldrich-Wright JR (2003) Evidence for chiral discrimination of ruthenium (II) polypyridyl complexes by DNA. Dalton Trans 3:176
17. Lawrence D, Vaidyanathan VG, Nair BU (2006) Synthesis, characterization and DNA binding studies of two mixed ligand complexes of ruthenium (II). J Inorg Biochem 100:1244
18. 2 Complexes. Inorg Chim Acta 357:901
19. 2+ complexes (bipy = 2,2' - bipyridine; terpy = 2,2': 6',2" - terpyridine; L = imiddazole, pyrazole and derivatives, cytochrome c). Dalton Trans 21(2):256-267
20. Sava G, Pacer S, Berganmo A, Cocchettio M, Mestroni G, Allesio E (1995) Effects of ruthenium complexes on experimental tumors: irrelevance of cytotoxicity for metastasis inhibition. Chem Biol Interact 95:109-126
21. Beckford FA, Shaloski M Jr., Leblanc G, Thessbng J, Lesley C (2009) Microwave synthesis of mixed ligand diimine-thiosemicarbazone complexes of ruthenium (II): biophysical reactivity and Cytotoxicity. Dalton Trans 48:10757-10764
22. Morris RE, Aird RE, Murdoch PD, Chen HM, Cummings J, Hughes ND, Parsons S, Parkin A, Boyd G, Jodrell DI, Sadler PJ (2001) Inhibition of Cancer Cell Growth by Ruthenium(II) Arene Complexes. J Med Chem 44:3616-3621
23. Friedman AE, Chambron JC, Sauvage JP, Turro NJ, Barton JK (1990) Molecular "Light Switch" for DNA Ru(bpy)2(dppz) 2+. J Am Chem Soc 112:4960
24. Hartshorn RM, Barton JK (1992) Novel Dipyridophenazine Complexes of Ruthenium (II): exploring Luminescent Reporters of DNA. J Am Chem Soc 114:5919
25. Praveen Kumar Yata M, Shilpa P, Nagababu MR, Reddy LR, Kotha NM, Gabra SS (2012) Study of DNA Light Switch Ru(II) Complexes: synthesis, Characterization, Photocleavage and Antimicrobial Activity. J Fluoresc 22:835-847
26. Shobha Devi C, Yata Praveen Kumar P, Nagababu MS, Reddy R, Gabra NM, Satyanarayana S (2012) DNA binding characteristics of Ru(II) Complexes and their "light switch" on off effect in presence of Co(II) and EDTA. J Iran Chem Soc 9:671-680
27. Shobha Devi C, Satyanarayana S (2012) Synthesis, characterization and DNA - binding properties of Ru(II) molecular "light switch" complexes. J Coord Chem 65:474-486
28. Shilpa M, Penubaka Nagababu J, Naveen Lavanya Latha A, Gaytri Devi A, Nagarjuna YP, Kumar SS (2011) DNA-interactions of ruthenium(II) & Cobalt(III) phenanthroline and bipyridyl complexes with a planar aromatic ligand 2-(2 fluoronyl) 1H-imidazo [4,5-f][1,10-Phenanthroline]. J Incl Phenom Macrocycl Chem 70:187-195
29. Ashwini Kumar K, Reddy KL, Satyanarayana S (2010) Study of the interaction between ruthenium (II) complexes and CT-DNA, Synthesis, Characterization, Photocleavage and Antimicrobial activity studies. Supramol Chem 22:629-643
30. Vidhisha S, Reddy KL, Ashwini Kumar K, Satyanarayana S (2010) Synthesis, DNA interactions of ruthenium (II) complexes with polypyridyl ligand: 2-(2, 5-dimethoxyphenyl)-1H-imidazo [4, 5-f][1, 10]-phenanthroline. Transit Met Chem 35:1027-1034
31. Ashwini Kumar K, Reddy KL, Satyanarayana S (2010) Synthesis, DNA interaction and Photocleavage studies of ruthenium(II) complexes with 2- (pyrrole) imidazo [4,5-f] [1,10-phenanthroline as an intercalative ligand. Transit Met Chem 35:713-720
32. Reddy KL, Harish Y, Reddy K, Satyanarayana S (2009) DNA- binding and Photocleavage properties of Ru(ΙΙ) polypyridyl complexes with DNA and their toxicity studies on eukaryotic microorganisms. Nucleosides Nucleotides Nucleic Acids 28:953-968
33. Ashwini Kumar K, Reddy KL, Satyanarayana S (2010) Synthesis, characterization and DNA binding studies of ruthenium(II) complexes with 2-benzo[b] furan-2-yl-1H-imidazo [4,5-f] [1,10] phenanthroline as an intercalative ligand. J Coord Chem 63:3676-3687
34. Nagababu P, Shilpa M, Ira Bhatnagar PBN, Sreenivas Y, Kumar P, Reddy KL, Satyanarayana S (2010) Synthesis, Characterization, DNA Binding Properties, Fluorescence Studies and Toxic activity of cobalt(III) and ruthenium(II) polypyridyl complexes. J Fluoresc 21(2):563-572
35. Shilpa M, Nagababu P, Kumar YP, Naveena J, Latha L, Rajender Reddy M, Satyanaraayana S (2011) DNA-interactions of ruthenium(II) complexes with planar aromatic ligands. J Fluoresc 21:1155-1164
36. 2+. J Inorg Biochem 99:2372-2380
37. 2+. Trans Met Chem 32:762-768
38. Tan LF, Chao H (2007) DNA-binding and photocleavage studies of mixed polypyridyl ruthenium (II) complexes with calf thymus DNA. Inorg Chim Acta 360:2016-2022
39. Liu JG, Ye BH, Li H, Zhen QX, Ji LN (1999) Polypyridyl ruthenium(II) complexes containing intramolecular hydrogen-bond ligand: syntheses, characterization and DNA-binding properties. J Inorg Biochem 76:265-271
40. Perrin D, Annarego WLF, Perrin DR (1980) Purification of laboratory chemicals, 2nd edn. Pergamon Press, New York
41. Marmur J (1961) A procedure for the isolation of deoxyribonucleic acid from micro-organisms. J Mol Biol 3:208-218
42. Reichmann ME, Rice SA, Thomas CA, Doty P (1954) Crystalline Δ4-Androsten-17β-o1-3, 16-dione. J Am Chem Soc 76:3047-3053
43. Yamada M, Tanaka Y, Yoshimoto Y, Kuroda Shimao S (1992) Synthesis and properties of diamino-substituted dipyrido [3, 2-a: 20, 30-c] phenazine. J Bull Chem Soc Jpn 65:1006-1011
44. Sullivan BP, Salmon DJ, Meyer T (1978) Mixed Phosphine 2, 2′- Bipyridine Complexes of Ruthenium. Inorg Chem 17:3334-3341
45. Wolfe A, Shimer GH, Meehan T (1987) Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA. Biochemistry 26:6392-6396
46. Mc Ghee JD, Von Hippel PH (1974) Theoretical aspects of DNAprotein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice. J Mol Biol 86:469-489
47. Chaires JB, Dattagupta N, Crothers DM (1982) Self association of daunomycin. Biochemistry 21:3927-3932
48. Satyanarayana S, Dabrowiak JC, Chaires JB (1993) Tris (phenanthroline) ruthenium (II) enantiomer interactions with DNA: mode and specificity of binding. Biochemistry 32:2573-2584
49. 3+ ions with DNA. J Inorg Biochem 37:271-282
50. Steck EA, Day AR (1943) Reactions of Phenanthraquinone and Retenequinone with Aldehydes and Ammonium Acetate in Acetic Acid Solution. J Am Chem Soc 65:452
51. Tan L, Shen J, Liu J, Jin LZL, Weng C (2012) Spectral characteristics, DNA-binding and cytotoxicity of two functional Ru(II) mixed-ligand complexes. Dalton Trans 41:4575
52. Zhou XH, Ye BH, Li H, Liu JG, Xiang Y, Ji LN (1999) Mono and bi-nuclear ruthenium(II) containing a new asymmetric ligand 3-(pyrazin-2-yl)-as-triazino[5, 6-f]1,10-phenanthroline: synthesis, Characterization and DNA-binding properties. J Chem Soc Dalton Trans 9:1423
53. 2+. Inorg Chem 37:139-141
54. 2+: a Novel "Light Switch" for DNA and Photo-oxidant for Mononucleotides. Inorg Chem 36:584-592
55. 2+. Inorg Biochem 100:1487-1494
56. Joseph R, Lakowicz GW (1973) Quenching of fluorescence by oxygen. Probe for structural fluctuations in macromolecules. Biochemistry 12:4161-4170
57. Lakowicz JR (1983) Principles of fluorescence spectroscopy. Plenum Press, New York
58. Drew WL, Barry AL, 'Toole RO, Sherris JC (1972) Clinical Microbiology and Immunology Reliability of the Kirby-Bauer Disc Diffusion Method for Detecting Methicillin-Resistant Strains of Staphylococcus aureus. Appl Environ Microbiol 24:240
59. Satyanarayana S, Dabrowiak JC, Chaires JB (1992) Neither delta- nor lambda- tris- (phenanthroline) ruthenium (II) binds to DNA by classical intercalation. Biochemistry 31:9319
60. 2+ complexes and their antimicrobial activity. Appl Organomet Chem 23:409-420