View More View Less
  • 1 Department of Inorganic Chemistry, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., Sector 5, 050663, Bucharest, Romania
Restricted access

Abstract

New complexes of type [Cu(L1)2(OH2)]·4H2O (1), [Cu(L2)(OH2)]·0.5H2O (2) and [Cu3(L3)2(OH2)3]·0.5H2O (3) were synthesized by [1 + 1], [1 + 2] and [1 + 3], respectively, template condensation of 2,4,6-triamino-1,3,5-triazine and salicylic aldehyde in the presence of copper(II). The features of complexes have been established from microanalytical, IR and UV–Vis data. The thermal analyses have evidenced the thermal intervals of stability and also the accompanying thermodynamic effects. Processes as water elimination and oxidative degradation of the organic ligands were observed. After water elimination, complexes revealed a similar thermal behaviour. The final product of decomposition was copper(II) oxide as powder X-ray diffraction indicated.

  • 1. Menicagli, R, Samaritani, S, Signore, G, Vaglini, F, Dalla Via, L. In vitro cytotoxic activities of 2-alkyl-4,6-diheteroalkyl-1,3,5-triazines: new molecules in anticancer research. J Med Chem 2004 47:46494652 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 2. Mandal, S, Bérubé, G, Asselin, E, Mohammad, I, Richardson, VJ, Gupta, A, Pramanik, SK, Williams, AL, Mandal, SK. A novel series of potent cytotoxic agents targeting G2/M phase of the cell cycle and demonstrating cell killing by apoptosis in human breast cancer cells. Bioorg Med Chem Lett 2007 17:49554960 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 3. Zheng, M, Xu, C, Ma, J, Sun, Y, Du, F, Liu, H, Lin, L, Li, C, Ding, J, Chena, K, Jiang, H. Synthesis and antitumor evaluation of a novel series of triaminotriazine derivatives. Bioorg Med Chem 2007 15:18151827 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 4. Hu, Z, Ma, T, Chen, Z, Ye, Z, Zhang, G, Lou, Y, Yu, Y. Solid-phase synthesis and antitumor evaluation of 2,4-diamino-6-aryl-1,3,5-triazines. J Comb Chem 2009 11:267273 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 5. Agarwal, A, Srivastava, K, Puri, SK, Chauhan, PMS. Syntheses of 2,4,6-trisubstituted triazines as antimalarial agents. Bioorg Med Chem Lett 2005 15:531533 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 6. Melato, S, Prosperi, D, Coghi, P, Basilico, N, Monti, D. A combinatorial approach to 2,4,6-trisubstituted triazines with potent antimalarial activity: combining conventional synthesis and microwave-assistance. Chem Med Chem 2008 3:873876.

    • Search Google Scholar
    • Export Citation
  • 7. Klee, N, Wong, PE, Baragaña, B, El Mazouni, F, Phillips, MA, Michael, P, Barret, MP, Gilbert, IH. Selective delivery of 2-hydroxy APA to Trypanosoma brucei using the melamine motif. Bioorg Med Chem Lett 2010 20:43644366 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 8. Baliani, A, Bueno, GJ, Stewart, ML, Yardley, V, Brun, R, Barrett, MP, Gilbert, IH. Design and synthesis of a series of melamine-based nitroheterocycles with activity against trypanosomatid parasites. J Med Chem 2005 48:55705579 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 9. Dharmendra Patel, H, Kishor Chikhalia, H, Nisha Shah, K, Dhaval Patel, P, Pankaj Kaswala, B, Vipul Buha, M. Synthesis and antimicrobial studies of s-triazine based heterocycles. J Enzym Inhib Med Chem 2010 25:121125 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 10. Saleh, M, Abbott, S, Perron, V, Lauzon, C, Penney, C, Zacharie, B. Synthesis and antimicrobial activity of 2-fluorophenyl-4,6-disubstituted [1,3,5]triazines. Bioorg Med Chem Lett 2010 20:945949 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 11. Xiong, Y-Z, Chen, F-E, Balzarini, J E De Clercq Pannecouque, C. Non-nucleoside HIV-1 reverse transcriptase inhibitors. Part 11: structural modulations of diaryltriazines with potent anti-HIV activity. Eur J Med Chem. 2008;43:12301236 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 12. Baindur, N, Chadha, N, Brandt, BM, Asgari, D, Patch, RJ, Schalk-HiHi, C, Carver, TE, Petrounia, IP, Baumann, CA, Ott, H, Manthey, C, Springer, BA, Player, MR. 2-Hydroxy-4,6-diamino-[1,3,5]triazines: a novel class of VEGF-R2 (KDR) tyrosine kinase inhibitors. J Med Chem 2005 48:17171720 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 13. Hodous, BL, Geuns-Meyer, SD, Hughes, PE, Albrecht, BK, Bellon, S, Bready, J, Caenepeel, S, Cee, VJ, Chaffee, SC, Coxon, A, Emery, M, Fretland, J, Gallant, P, Gu, Y, Hoffman, D, Johnson, RE, Kendall, R, Kim, JL, Long, AM, Morrison, M, Olivieri, PR, Patel, VF, Polverino, A, Tempest, P, Wang, L, Whittington, DA, Zhao, H. Evolution of a highly selective and potent 2-(pyridin-2-yl)-1,3,5-triazine Tie-2 kinase inhibitor. J Med Chem 2007 50:611626 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 14. Huang, W, Zheng, W, Urban, DJ, Inglese, J, Sidransky, E, Austin, CP, Thomas, CJ. N4-Phenyl modifications of N2-(2-hydroxyl)ethyl-6(pyrrolidin-1-yl)-1,3,5-triazine-2,4-diamines enhance glucocerebrosidase inhibition by small molecules with potential as chemical chaperones for Gaucher disease. Bioorg Med Chem Lett 2007 17:57835789 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 15. Courme, C, Gresh, N, Vidal, M, Lenoir, C, Garbay, c, Jean-Claude Florent, J-C, Bertounesque, E. Synthesis of aryl phosphates based on pyrimidine and triazine scaffolds. Eur J Med Chem 2010 45:244255 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 16. Wu, Y-P, Wang, C-J, Wang, Y-Y, Liu, P, Wu, W-P, Shi, Q-Z, Peng, S-M. Three copper(II) complexes constructed from a new 1,3,5-triazine derivative ligand. Polyhedron 2006 25:35333542 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 17. Zhang, L, Li, W, Zhang, J, Li, Z-J, Qin, Y-Y, Cheng, J-K, Yao, Y-G. Antiferromagnetic interactions in melamine-bridged trinuclear cobalt complex. Inorg Chem Commun 2008 11:279282 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 18. Rubino, S, Portanova, P, Albanese, A, Calvaruso, G, Orecchio, S, Fontana, G, Stocco, GC. Mono- and polynuclear complexes of Pt(II) with polypyridyl ligands: synthesis, spectroscopic and structural characterization and cytotoxic activity. J Inorg Biochem 2007 101:14731482 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 19. Rubino, S, Portanova, P, Girasolo, A, Calvaruso, G, Orecchio, S, Stocco, GC. Synthetic, structural and biochemical studies of polynuclear platinum(II) complexes with heterocyclic ligands. Eur J Med Chem 2009 44:10411048 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 20. Mandal, S, Bérubé, G, Asselin, E, Richardson, VJ, Church, JG, Bridson, J, Pham, TNQ, Pramanikd, SK, Mandal, SK. A new platinum complex of triazine demonstrates G1 arrest with novel biological profile in human breast cancer cell line, MDA-MB-468. Bioorg Med Chem Lett 2007 17:21392145 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 21. Chen, Z, Wangb, X, Li, Y, Guo, Z. Comparison of DNA binding and cleavage abilities between mono- and trinuclear copper(II) complexes of benzimidazole derivatives. Inorg Chem Commun 2008 11:13921396 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 22. Singh, K, Singh Barwa, M, Tyagi, P. Synthesis and characterization of cobalt(II), nickel(II), copper(II) and zinc(II) complexes with Schiff base derived from 4-amino-3-mercapto-6-methyl-5-oxo-1,2,4-triazine. Eur J Med Chem 2007 42:394402 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 23. Zhang, N, Li, M-X, Wanga, Z-X, Shao, M, Zhu, S-R. Synthesis, structures and thermal stabilities of five copper(II) coordination polymers based on 2,4,6-tris(pyridyl)-1,3,5-triazine and 1,2,4,5-benzenetetracarboxylate ligands. Inorg Chim Acta 2010 363:814 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 24. Pouralimardan, O, Chamayou, A-C, Janiak, C, Hosseini-Monfared, H. Hydrazone Schiff base-manganese(II) complexes: synthesis, crystal structure and catalytic reactivity. Inorg Chim Acta 2007 360:15991608 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 25. Nakamoto, K Infrared and Raman spectra of inorganic and coordination compounds 1986 Wiley New York 228229.

  • 26. Lever, ABP Inorganic electronic spectroscopy 1986 Elsevier Amsterdam, London, New York 565569.

  • 27. Dziewulska-Kułaczkowska, A, Mazur, L, Ferenc, W. Thermal, spectroscopic and structural studies of Zn(II) complex with nicotinamide. J Therm Anal Calorim 2009 96:255260 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 28. Köse, DA, Gökçe, G, Gökçeand, S, Uzun, I. Bis(N,N-diethylnicotinamide) p-chlorobenzoate complexes of Ni(II), Zn(II) and Cd(II) Synthesis and characterization. J Therm Anal Calorim 2009 95:247251 .

    • Crossref
    • Search Google Scholar
    • Export Citation
  • 29. Dziewulska-Kułaczkowska, A. Manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II) complexes with 4-oxo-4H-1-benzopyran-3-carboxaldehyde. Thermal, spectroscopic and magnetic characterization. J Therm Anal Calorim. 2010;101:10191026 .

    • Crossref
    • Search Google Scholar
    • Export Citation

Manuscript Submission: HERE

  • Impact Factor (2019): 2.731
  • Scimago Journal Rank (2019): 0.415
  • SJR Hirsch-Index (2019): 87
  • SJR Quartile Score (2019): Q3 Condensed Matter Physics
  • SJR Quartile Score (2019): Q3 Physical and Theoretical Chemistry
  • Impact Factor (2018): 2.471
  • Scimago Journal Rank (2018): 0.634
  • SJR Hirsch-Index (2018): 78
  • SJR Quartile Score (2018): Q2 Condensed Matter Physics
  • SJR Quartile Score (2018): Q2 Physical and Theoretical Chemistry

For subscription options, please visit the website of Springer.

Journal of Thermal Analysis and Calorimetry
Language English
Size A4
Year of
Foundation
1969
Volumes
per Year
4
Issues
per Year
24
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 1388-6150 (Print)
ISSN 1588-2926 (Online)