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Research Article

Synthesis, structural characterisation and antibacterial activity of bis(1-phenyl-1,3-butanedionato)non-oxovanadium(IV) hydroxamates

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Pages 708-714 | Received 08 Oct 2009, Accepted 08 Dec 2009, Published online: 03 Mar 2010

References

  • Butler A, Carrano CJ. Coordination chemistry of vanadium in biological system. Coord Chem Rev 1991; 109:61–105.
  • Sutradhar M, Mukherjee G, Drew MGB, Ghosh S. Simple general method of generating non-oxo, non-amavadine model octacoordinated vanadium(IV) complexes of some tetradentate ONNO chelating ligands from various oxovanadium(IV/V) compounds and structural characterization of one of them. Inorg Chem 2007;46:5069–5075.
  • Sharma N, Meena Thakur, M, Kumar V, Chaudhry SC. Synthesis and characterization of non-oxovanadium(IV) complexes of biphenylphenols. Ind Chem 2008;47A:685–689.
  • Kehl H, ed. Chemistry and Biology of Hydroxamic Acids, NY, Karger S, 1982:6
  • Köster B. ABC transporter-mediated uptake of iron, siderophores, heme and vitamin B12. Res Microbiol 2001;152:291–301.
  • Arnold M, Brown DA, Degg O, Errington W, Hasse W, Herlihy K, Kemp TJ, Nimir H, Werner R. Hydroxamate-bridged dinuclear nickel complexes as models for urease inhibition. Inorg Chem 1998;37:2920–2925.
  • Botos I, Scapozza L, Zhang D, Liotta LA, Meyer EF. Batimastat, a protein matrix metalloproteinase inhibitor, exhibits an unexpected mode of binding. Proc Nat Acad Sci USA 1996;93:2749–2754.
  • Miller MJ. Synthesis and therapeutic potential of hydroxamic acid based siderophores and analogs. Chem Rev 1989;89:1563–1579.
  • Dixon NE, Hinds JA, Fihelly AK, Gazzola C, Winzor DJ, Blakeley RL, Zerner B. The molecular size and the mechanism of inhibition by hydroxamic acids. Spectrophotometric titrations of enzymes with reversible inhibitors. Canad J Biochem 1980;58:1323–1334.
  • Wilker SH, Prescott JM. Stereospecificity of amino acid hydroxamate inhibition of aminopeptidases. J Biol Chem 1983;258:13517–13521.
  • Baker JO, Wilkes SH, Bayliss ME, Prescott JM. Hydroxamates and aliphatic boronic acids: marker inhibitors for aminopeptidase. Biochemistry 1983;22:2098–2103.
  • Kurzak B, Kozlowski H, Farkas E. Hydroxamic and aminohydroxamic acids and their complexes with metal ions. Coord Chem Rev 1992;114:169–200.
  • Boukhris S, Souizi A, Robert A. One-pot synthesis of α-chlorohydroxamic acids using gem dicyano epoxides. Tetrahed Lett 1996;37:179–182.
  • Schrami J, Tkallecová M, Pataridis S, Soukupová L, Blchta V, Roithová J, Exner O. Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NHOH proton exchange. Magn Reso Chem 2005;43:535–542.
  • Salmon L, Prost E, Merienne C, Hardré R, Morgant G. A convenient preparation of aldonohydroxamic acids in water and crystal structure of l-erythronohydroxamic acid. Carbohydr Res 2001;335:195–204.
  • Santana MD, Garcia G, Peréz J, Molinis E, López G. Mononuclear hydroxamate five-coordinate nickel(II) complexes: structural and spectroscopic characterization. Inorg Chem 2001;40:5701–5703.
  • Marmion CJ, Griffith D, Nolan KB. Hydroxamic acids–an intriguing family of enzyme inhibitors and biomedical ligands. Eur J Inorg Chem 2004;3003–3016.
  • Banerjee TK, Brahma SK, Bag SP. Synthesis and spectroscopic studies of vanadium(IV) hydroxamates and their mixed ligated derivatives. Ind J Chem 1993;32A:776–780.
  • Banerjee TK, Brahma SK, Bag SP. Studies on some simple and mixed ligated oxovanadium(V) complexes of hydroxamic acids. Ind J Chem 1992;31A:202–204.
  • Fisher DC, Barclay-Peet SJ, Balfe CA, Raymond KN. Synthesis and characterization of vanadium (V) and -(IV) hydroxamate complexes. X-ray crystal structures of oxochlorobis(benzohydroxamato)vanadium(V) and oxoisopropoxo(N,N’-dihydroxy-N,N’-diisopropylheptanediamido)vanadium(V). Inorg Chem 1989;28:4399–4403.
  • Shechter Y, Fridkin M, Gold Washer I, Gershonov E. Vanadium compounds in the treatment of elevated blood sugar levels US Patent 5888993, 2002.
  • Maurya MR. Development of the coordination chemistry of vanadium through bis(acetylacetonato)oxovanadium(IV): synthesis, reactivity and structural aspects. Coord Chem Rev 2003;237:163–181.
  • Sharma N, Kumari M, Kumar V, Chaudhry SC, Kanwar SS. Synthesis, characterization and antibacterial activity of vanadium (IV) complexes of hydroxamic acids. J Coord Chem 2010;63:176–184.
  • Rowe RA, Jones MM. Vanadium(IV)oxy(acetylacetonate); [Bis(2,4-pentandiono)oxovanadium(IV). Inorg Synth 1957;5:113–116.
  • Hambley TW, Hawkins CJ, Kabanos TA. Synthetic, structural, and physical studies of tris(2,4pentanedionato)vanadium(IV) hexachloroantimonate(V) and tris(1-phenyl-1,3-butanedionato)vanadium (IV) hexachloroantimonate(V). Inorg Chem 1987;26:3740–3745.
  • Hauser CR, Renfrow WB. Benzohydroxamic acid. J Org Synth 1953;2:67.
  • Mackie TJ, McCartney, Practical Medical Microbiology, Melbourne, Churchill Livingstone Press, 1989:696.
  • Farkas E, Brown DA, Cittaro R, Glass WK. Metal complexes of glutamic acid-γ-hydroxamic acid (Glu- γ -ha) (N-hydroxyglutamine) in aqueous solution. J Chem Soc Dalton Trans 1993;2803–2807.
  • Liu SX, Gao S. Synthesis, crystal structure and spectral properties of VO(acetylacetone)(benzoylhydrazone)(8-quinolinol). Polyhedron 1998;17:81–84.
  • Von Dreele RB, Fay RC. Octahedral vanadium(IV) complexes. Synthesis and stereochemistry of vanadium(IV) beta-diketonates. J Am Chem Soc 1972;94:7935–7936.
  • Paine TK, Weyhermuller T, Slep LD, Neese F, Bill E, Bothe E, Wieghardt K, Chaudhuri P. Nonoxovanadium(IV) and oxovanadium(V) complexes with mixed O, X, O-donor ligands (X = S, Se, P, or PO). Inorg Chem 2004;43:7324–7338.
  • Cooper SR, Koh YB, Raymond KN. Synthetic, structural, and physical studies of bis(triethylammonium) tris(catecholato)vanadate(IV), potassium bis(catecholato)oxovanadate(IV), and potassium tris(catecholato)vanadate (III). J Am Chem Soc 1982;104:5092–5102.
  • Auerbach U, DellsVedova BSPC, Wieghardt K, Nuber B, Weiss J. Synthesis and characterization of stable pseudo-octahedral tris-phenolato complexes of vanadium-(III), -(IV), and -(V). J Chem Commun 1990;1004.
  • CJ Hawkins, Kabanos TA. Synthesis and characterization of (catecholato)bis(.beta.-diketonato)vanadium(IV) complexes. Inorg Chem 1989;28:1084–1087.
  • Henderson W, Mcindoe JS. Mass Spectrometry of Inorganic and Organometallic Compounds. Chichester: John Wiley and Sons, 2005:147.
  • Guilherme LR, Massabni AC, Cuin A, Oliveir LAA, Castellano EE, Heinrich TA, Costa-Neto CM. Synthesis, characterization, crystal structure, and biological studies of vanadium complexes with glycolic acid. J Coord Chem 2009;62:1561–1571.
  • Colak AT, Colak F, Yesilel OZ, Buyukgungor O. Synthesis, characterization, crystal structure and biological activities of supramolecular compounds of Mn(II) and Zn(II) with dipicolinic acid and 8-hydroxyquinoline. J Coord Chem 2009;62:1650–1660.
  • Yu LC, Tang ZL, Yi PG, Liu SL. Hydrothermal synthesis, crystal structures and antibacterial activities of two transition metal complexes with ciprofloxacin. J Coord Chem 2009;62:894–902.
  • Saha DK, Padhye S, Anson CE, Powell AK. Hydrothermal synthesis, crystal structure, spectroscopy, electrochemistry and antimycobacterial evaluation of the copper (II) ciprofloxacin complex: [Cu(cf)2(BF4)2]·6H2O. Inorg Chem Commun 2002;5:1022–1027.
  • Chohan ZH, Supuran CT, Scozzafava A. Metalloantibiotics: synthesis and antibacterial activity of cobalt(II), copper(II), nickel(II) and zinc(II) complexes of kefzol. J Enz Inhib Med Chem 2004;19:79–84.
  • Chohan ZH, Hassan MUI, Khan KM, Supuran CT. In-vitro antibacterial, antifungal and cytotoxic properties of sulfonamide-derived Schiff’s bases and their metal complexes. J Enz Inhib Med Chem 2005;20:183–188.
  • Vogel AI, A text book of quantitative inorganic analysis including elementary instrumental analysis. Longman, London, 1975:537.
  • Figgis BN, Lewis J, , “The magnetochemistry of complex compounds” in Modern coordination chemistry, principles and methods. Lewis J, Wilkins RG, New York, 1964:415.

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