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Synthesis, structure and properties of V(III, IV and V) complexes with ONO Schiff bases

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The synthesis and physicochemical properties of vanadium(III,IV,V) complexes with Schiff base ligands based on 3,5-dibromo-4-methoxy-salicylaldehyde and phenylacetic hydrazide (H2L1), 5-chlorosalicylaldehyde and 4-hydroxybenzhydrazide (H2L2) and 5- chlorosalicylaldehyde and 2-hydroxybenzhydrazide (H2L3) were presented. The formulas of the complexes {[V(L1)(HL2)]·EtOH (1), [VO(L2)(phen)]·2H2O (2) and [VO(L3)(EtO)] (3)} were proposed based on the elemental analysis, IR and UV-Vis spectra. Additionally, the IR and UV-Vis spectra (in solvents as well as in a solid state) have been discussed from the vanadium oxidation state point of view. The single crystal structure of 3 shows triclinic, P-1 space group, structure is stabilized by hydrogen bonds and strong π-π stacking interactions. The oxidation state of the metal centre was also confirmed by the magnetic susceptibility measurements. The stability of the complexes was measured in pH = 7.00 and in pH = 2.00 which allows to evaluate the use of these compounds as insulin mimetic compounds.
Słowa kluczowe
Rocznik
Strony
37--46
Opis fizyczny
Bibliogr. 24 poz., rys., tab.
Twórcy
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
  • Jagiellonian University, Faculty of Chemistry, Gronostajowa 2, 30-387 Kraków, Poland
Bibliografia
  • 1. Rehder D. Perspectives for vanadium in health issues. Future Medicinal Chemistry. 2016; 8:325-338.
  • 2. Datta C, Das D, Mondal P, Chakraborty B, Sengupta M, Bhattacharjee CR. Novel water soluble neutral vanadium(I)-antibiotic complex: Aantioxidant, immunomodulatory and molecular docking studies. European Journal of Medicinal Chemistry. 2015; 97:214-224.
  • 3. Cransab DC, Trujillo AM, Pharazyn PS, Cohen MD. How environment affects drug activity: Localization, compartmentalization and reactions of a vanadium insulin-enhancing compound, dipicolinatooxovanadium(V). Coordination Chemistry Reviews. 2011; 255(19-20):2178-2192.
  • 4. Poucheret P, Verma S, Grynpas MD, McNeill JH. Vanadium and diabetes. Molecular and Cellular Biochemistry. 1998; 188:73–80.
  • 5. Rehder D. Structure and function of vanadium compounds in living organisms. Biometals. 1992; 5(1):3-12.
  • 6. Doucette KA, Hassell KN, Crans DC. Selective speciation improves efficacy and lowers toxicity of platinum anticancer and vanadium antidiabetic drugs. Journal of Inorganic Biochemistry. 2016; 165:56-70.
  • 7. Levina A, McLeod AI, Gasparini SJ, Nguyen A, De Silva WGM, Aitken JB, Harris HH, Glover C, Johannessen B, Lay PA. Reactivity and Speciation of Anti-Diabetic Vanadium Complexes in Whole Blood and Its Components: The Important Role of Red Blood Cells. Inorganic Chemistry. 2015; 54(16):7753-7766.
  • 8. Thompson KH, Orvig C. Vanadium in diabetes: 100 years from Phase 0 to Phase I. Journal of Inorganic Biochemistry. 2006; 100(12):925-1935.
  • 9. Abbasi Z, Salehi M, Khaleghian A, Kubicki M. Co(III), V(IV) and Cu(II) complexes of bidentate N,O-donor Schiff base ligands: Characterization, anticancer activities and metal oxide nanoparticles preparation via solid state thermal decomposition. Applied Organometallic Chemistry. 2018; 32:e4542.
  • 10. Crans DC, Yang L, Haase A, Yang X. Health Benefits of Vanadium and Its Potential as an Anticancer Agent. Metal ions in life sciences. 2018; 18:251-279.
  • 11. Rozzo C, Sanna D, Garribba E, Serra M, Cantara A, Palmieri G, Pisano M. Antitumoral effect of vanadium compounds in malignant melanoma cell lines. Journal of Inorganic Biochemistry. 2017;174:14-24.
  • 12. Bishayee A Waghray A, Patel MA, Chatterjee M. Vanadium in the detection, prevention and treatment of cancer: The in vivo evidence. Cancer Letters. 2010; 294(1):1-12.
  • 13. Irving E, Stoker AW. Vanadium Compounds as PTP Inhibitors. Molecules. 2017; 22(12):2269.
  • 14. Bhanot S, Michoulas A, McNeill JH. Antihypertensive effects of vanadium compounds in hyperinsulinemic, hypertensive rats. Molecular and Cellular Biochemistry. 1995; 153(1-2):205-209.
  • 15. Abdel‐Rahman LH, Abu‐Dief AM, Azza MB, Abdel‐Mawgoud AH. Three novel Ni(II), VO(II) and Cr(III) mononuclear complexes encompassing potentially tridentate imine ligand: Synthesis, structural characterization, DNA interaction, antimicrobial evaluation and anticancer activity. Applied Organometallic Chemistry. 2017; 31(e3750):1-14.
  • 16. Iyyam S, Sorimuthu P, Subramanian P, Kandaswamy M. A novel insulin mimetic vanadium–flavonol complex: Synthesis, characterization and in vivo evaluation in STZ-induced rats. European Journal of Medicinal Chemistry. 2013; 63:109-117.
  • 17. Smith DM, Pickering RM, Lewith GT. A systematic review of vanadium oral supplements for glycaemic control in type 2 diabetes mellitus. QJM: An International Journal of Medicine. 2008; 101:351-358.
  • 18. Spałek T, Pietrzyk P, Sojka Z. Application of the genetic algorithm joint with the Powell method to nonlinear least-squares fitting of powder EPR spectra. Journal of Chemical Information and Modeling. 2005; 45:18-29
  • 19. Nonius COLLECT. Nonius BV, Delft, The Netherlands; 1998.
  • 20. Otwinowski Z, Minor W., Processing of X-ray diffraction data collected in oscillation mode. Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by Carter Jr CW, Sweet RM, New York: Academic Press; 1997. p. 307–326.
  • 21. Sheldrick GM. Crystal structure refinement with SHELXL. Acta Crystallographica C Structural Chemistry. 2015; 71:3-8.
  • 22. Brandenburg K, Putz H. DIAMOND. Crystal Impact GbR, Bonn, Germany; 2015.
  • 23. Schilt AA, Taylor RC. Infra-red spectra of 1:10-phenanthroline metal complexes in the rock salt region below 2000 cm−1. Journal of Inorganic and Nuclear Chemistry. 1959; 9:211-221.
  • 24. Sanna D, Várnagy K, Lihi N, Micera G, Garribba E. Formation of New Non-oxido Vanadium(IV) Species in Aqueous Solution and in the Solid State by Tridentate (O, N, O) Ligands and Rationalization of Their EPR Behavior. Inorganic Chemistry. 2013; 52:8202-8213.
Uwagi
Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2019).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-8c251f93-2588-45e0-91a7-50fca74ee5fa
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