Synthesis, spectroscopic, thermal and biological aspect of mixed ligand copper(II) complexes

Journal of Thermal Analysis and Calorimetry

Volumn 96, Issue 3, 2009, Pages 1019-1028

  Kharadi, G J ^a   Patel, K D ^a  

^a V P AND R P T P SCIENCE COLLEGE   (India)

Author keywords

Antibacterial activity; Copper(II) Clioquinol complexes; Freeman Carroll method; Spectroscopic; TG DTG analysis

Indexed keywords

8-HYDROXYQUINOLINE; ACTIVATION ENTHALPIES; ACTIVATION ENTROPIES; ANTI-MICROBIAL ACTIVITY; ANTIBACTERIAL ACTIVITY; ANTIBIOTIC PROPERTY; BACTERIAL SPECIES; BIOLOGICAL ASPECTS; CLIOQUINOL; COPPER COMPLEXES; DRUG DESIGN; ENERGY OF ACTIVATION; FREEMAN-CARROLL METHOD; IN-VITRO; METAL SALT; MIXED LIGAND COMPLEXES; MIXED-LIGANDS; ORDER OF REACTION; PREEXPONENTIAL FACTOR; PSEUDOMONAS AERUGINOSA; SERRATIA MARCESCENS; SPECTROSCOPIC; TG/DTG ANALYSIS; THERMAL ANALYSIS;

ACTIVATION ENERGY; BACTERIOLOGY; CHELATION; COMPLEXATION; COPPER; ESCHERICHIA COLI; LIGANDS; METAL ANALYSIS; METAL IONS; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL); THERMOANALYSIS;

COPPER COMPOUNDS;

EID: 68349089227     PISSN: 13886150     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10973-009-0038-z     Document Type: Article

References (60)

1. DA Egan R O'Kennedy E Moran D Cox E Prosser RD Thornes 1990 The pharmacology, metabolism, analysis, and applications of coumarin and coumarin related compounds Drug Metab Rev 22 503 529
2. J Casley Smith JR Coll 1993 Inhibition of monoamine oxidases by coumarin-3-acyl derivatives: oedemas and computational study Phys Surg 22 67 71
3. P Laurin M Klich C Dupuis-Hamelin P Mauvais P Lassaigne A Bonnefoy B Musicki 1999 Synthesis and in vitro evaluation of novel highly potent coumarin inhibitors of gyrase B Bioorg Med Chem Lett 9 2079 2084
4. JRS Hoult M Paya 1996 Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential Gen Pharmacol 27 713 722 (Pubitemid 26233347)
5. SP Pillai SR Menon LA Mitscher CA Pillai DA Shankel 1999 Umbelliferone analogues and their potential to inhibit benzo(a)pyrene- and hydrogen peroxide-induced mutations J Nat Prod 63 1358 1362
6. A Maucher M Kager E von Anger 1993 Evaluation of the antitumour activity of coumarin in prostate cancer models J Cancer Res Clin Oncol 119 150 154
7. S Sharma D Stutzman JG Kellof VE Steele 1994 Screening of potential chemopreventive agents using biochemical markers of carcinogenesis Cancer Res 54 5848 5855
8. D Egan P James D Cooke R O'Kennedy 1997 Studies on the cytostatic and cytotoxic effects and mode of action of 8-nitro-7-hydroxycoumarin Cancer Lett 118 201 211
9. A Maucher M Kager E von Anger 1994 Antitumour activity of coumarin in prostate and mammary cancer models J Cancer Res Clin Oncol 120 S14 S16
10. Y Kimura H Okuda S Arichi K Baba M Kozawa 1985 Inhibition of the formation of 5-hydroxy-6,8,11,14-eicosatetraenoic acid from arachidonic acid in polymorphonuclear leukocytes by various coumarins Biochim Biophys Acta 834 224 229
11. J Hoffmanova A Kozubik L Dusek J Pachernik 1998 Inhibitors of lipoxygenase metabolism exert synergistic effects with retinoic acid on differentiation of human leukemia HL-60 cells Eur J Pharmacol 350 273 284
12. F Borges F Roleira N Milhazes L Santana E Uriarte 2005 Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity Curr Med Chem 12 887 916
13. IA Khan MV Kulkarni M Gopal MD Shahabuddin COM Sun 2005 Synthesis and biological evaluation of novel angularly fused ploycyclic coumarins Bioorg Med Chem 15 3584 7
14. KF Devienne MS Goncalves Raddi R Gomes Coelho W Vilegas 2005 Structure-antimicrobial activity of some natural isocoumarins and their analogues Phytomedicine 12 378 381
15. I Kostova G Momekov M Zaharieva M Karaivanova 2005 Cytotoxic activity of new lanthanum (III) complexes of bis-coumarins Eur J Med Chem 40 542 551 (Pubitemid 40732523)
16. I Kostova I Manolov G Momekov 2004 Cytotoxic activity of new neodymium (III) complexes of bis-coumarins Eur J Med Chem 39 765 775
17. I Kostova I Manolov M Karaivanova 2001 Synthesis, physicochemical characterization, and cytotoxic screening of new zirconium complexes with coumarin derivatives Arch Pharm 334 157 162
18. I Kostova I Manolov M Karaivanova 2001 New lanthanide complexes of 4-methyl-7-hydroxycoumarin and their pharmacological activity Eur J Med Chem 36 339 347 (Pubitemid 32675226)
19. I Kostova I Manolov I Nicolova ND Danchev 2001 New metal complexes of 4-methyl-7-hydroxycoumarin sodium salt and their pharmacological activity Farmaco 56 707 713 (Pubitemid 32916355)
20. G Finn B Craven D Egan 2001 Study of the in vitro cytotoxic potential of natural and synthetic coumarin derivatives using human normal and neoplastic skin cell lines Melanoma Res 11 461 467
21. G Finn B Craven D Egan 2002 In vitro cytotoxic potential and mechanism of action of selected coumarins, using human renal cell lines Cancer Lett 183 61 68
22. G Finn B Craven D Egan 2003 Investigation of intracellular signalling events mediating the mechanism of action of 7-hydroxycoumarin and 6-nitro-7-hdroxycoumarin in human renal cells Cancer Lett 205 69 79
23. G Finn B Craven D Egan 2005 Activation of mitogen activated protein kinase pathways and melanogenesis by novel nitro- derivatives of 7-hydroxycomarin in human malignant melanoma cells Eur J Pharm Sci 26 16 25
24. G Finn B Craven D Egan 2004 A study of the role of cell cycle events mediating the action of coumarin derivatives in human malignant melanoma cells Cancer Lett 214 43 54
25. G Finn B Craven D Egan 2004 Daphnetin induced differentiation of human renal carcinoma cells and its mediation by p38 mitogen-activated protein kinase Biochem Pharmacol 67 1779 1788
26. G Finn B Craven D Egan 2003 Modulation of mitogen-activated protein kinases by 6-nitro-7-hydroxycoumarin mediates apoptosis in renal carcinoma cells Eur J Pharmacol 481 159 167
27. 2O and [Ag(hnc)] (hncH = 4-hydroxy-3-nitro-2H-chromen-2-one) Polyhedron 24 949 957
28. CW Ritchie AI Bush A Mackinnon S Macfarlane M Mastwyk L MacGregor 2003 Metal-protein attenuation with iodochlorhydroxyquin (clioquinol) targeting a amyloid deposition and toxicity in alzheimer disease: a pilot phase 2 clinical trial Arch Neurol 60 1685 1691
29. T Nguyen A Hamby S Massa 2005 Clioquinol down-regulates mutant huntingtin expression in vitro and mitigates pathology in a Huntington's disease mouse Proc Natl Acad Sci 102 11840 11845
30. M Di Vaira C Bazzicalupi P Orioli L Messori B Bruni P Zatta 2004 Clioquinol, a drug for alzheimer's disease specifically interfering with brain metal metabolism: structural characterization of its zinc(ii) and copper(ii) complexes Inorg Chem 43 3795 3797
31. AA Soliman 2001 Thermogravimetric and spectroscopic studies on cadmium complexes with two salicylidene thiophenol Schiff bases J Therm Anal Calorim 63 221 231
32. GG Mohamed ZH Abdel-Wahab 2003 Salisaldehyde-2-aminobenzimidazole Schiff base complexes of Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) J Therm Anal Calorim 73 347 359
33. HA El-Borai 2005 Structural and thermal studies of some aroylhydrazone Schiff's bases-transition metal complexes J Therm Anal Calorim 81 339 346
34. SH Patel PB Pansuriya MR Chhasatia HM Parekh MN Patel 2008 Coordination chain polymeric assemblies of trivalent lanthanides with multidentate Schiff base synthetic, spectral investigation and thermal aspects J Therm Anal Calorim 91 413 418
35. Albano CL, Sciamanna R, Aquino T, Martinez JJ. European congress on computational methods in applied sciences and engineering, ECOMAS 2000, Barcelona, 11-14 Sept 2000.
36. F Carrasco 1993 The evaluation of kinetic parameters from thermogravimetric data: comparison between established methods and the general analytical equation Thermochim Acta 213 115 134
37. Vogel AI. Textbook of practical organic chemistry. 5th ed. London: Longman; 1989.
38. JAA Micky AA Farrug 1997 Synthesis and reactions of 3-cinnamoyl coumarin derivatives with activated nitriles Indian J Chem 36B 357 360
39. A Bischler 1892 Ueber die Entstehung einiger substituirter Indole Chem Ber 25 2860 2879
40. Jeffrey GH, Bassett J, Mendham J, Denney RC. Vogel's textbook of quantitative chemical analysis. 5th ed. Harlow: Longman; 1989.
41. Weiss A, Witte H. Magneto chemie. Weinheim: Verlag Chemie; 1973.
42. RG Charles H Freiser R Friedel LE Hilliard WD Johnston 1956 Infra-red absorption spectra of metal chelates derived from 8-hydroxyquinoline, 2-methyl-8-hydroxyquinoline, and 4-methyl-8-hydroxyquinoline Spectrochim Acta 8 1 8
43. PK Panchal MN Patel 2004 Synthesis, structural characterization, and antibacterial studies of some mixed-ligand first row d-transition metal complexes Synth React Inorg Met-Org Chem 34 1277 1289
44. R Carballo A Castineiras B Covelo E Garcia-Martinez J Nicolas EM Vazquez-Lopez 2004 Solid state coordination chemistry of mononuclear mixed-ligand complexes of Ni(II), Cu(II) and Zn(II) with α- hydroxycarboxylic acids and imidazole Polyhedron 23 1505 1518
45. MF Iskander L EL-Sayed NMH Salem R Werner W Haase 2005 Synthesis, characterization and magnetochemical studies of dicopper(II) complexes derived from bis(N-salicylidene)dicarboxylic acid dihydrazides J Coord Chem 58 125 139
46. 2O Inorg Chim Acta 138 41 47
47. M Melnik 1981 Mono-, bi-, tetra- and polynuclear copper(II) halogenocarboxylates Coord Chem Rev 36 1 1 44
48. Figgis BN, Lewis J. In: Lewis J, Wilkins RG, editors. Modern coordination chemistry: principles and methods. New York: Interscience; 1960. p. 400.
49. ES Freeman B Carroll 1958 The application of thermoanalytical techniques to reaction kinetics: the thermogravimetric evaluation of the kinetics of the decomposition of calcium oxalate monohydrate J Phys Chem 62 394 397
50. M Nath P Arora 1993 Spectral and thermal studies of cobalt(II), nickel(II) and copper(II) complexes of Schiff bases obtained from o-hydroxyacetophenone and amino acids Synth React Met-Org Chem 23 1523 1546
51. Sekerci F Yakupoglu 2004 Thermal analysis study of some transition metal complexes by TG and DSC methods J Therm Anal Calorim 75 189 195
52. GG Mohamed FA Nour El-Dien NEA El-Gamel 2002 Thermal behaviour of metal complexes of 6-(2-pyridylazo)-3-acetamidophenol J Therm Anal Calorim 67 135 146
53. MS Masoud AE Ali RH Mohamed M Abd El Zahar Mostafa 2005 Dielectric relaxation spectroscopy of heteronuclear cobalt(II)- copper(II) complex of 1-phenyl-3-methyl-5-pyrazolone Spectrochim Acta Part 62 1114 1119
54. Kolokolov FA, Fursina AB, Pavlov PA, Terekhov VI. Synthesis, antimicrobial and antimycotic activity of the complexes of d-elements with furan-containing carboxamidrazones. Pharma Chem Jou. 2002; 36:307-8.
55. N Raman A Kulandaisamy C Thangaraja K Jeyasubramanian 2003 Redox and antimicrobial studies of transition metal(II) tetradentate Schiff base complexes Trans Met Chem 28 29 36
56. AV Legler AS Kazachenko VI Kazbanov OV Per'yanova OF Veselova 2001 Synthesis and antimicrobial activity of silver complexes with arginine and glutamic acid Pharma Chem J 35 501 503
57. S Sharma F Athar M Maurya A Azam 2005 Copper(II) complexes with substituted thiosemicarbazones of thiophene-2-carboxaldehyde: synthesis, characterization and antiamoebic activity against E. histolytica Eur J Med Chem 40 1414 1419 (Pubitemid 41618286)
58. K Mohanan B Murukan 2005 Complexes of manganese(II), iron(II), cobalt(II), nickel(II), copper(II), and zinc(II) with a bishydrazone Synth React Inorg Met-Org Nano-Met Chem 35 837 844
59. Taylor DM, William DR. Trace element medicine and chelation theory. London: Royal Society of Chemistry; 1998.
60. Y Anjaneyula RP Rao 1986 Preparation, characterization and antimicrobial activity studies on some ternary complexes of Cu(II) with acetylacetone and various salicylic acids Synth React Inorg Met-Org Chem 16 257 272