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Research Article

Synthesis, characterization and biological studies of sulfonamide Schiff’s bases and some of their metal derivatives

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Pages 58-68 | Received 23 Jan 2011, Accepted 21 Mar 2011, Published online: 03 May 2011

References

  • 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 Enzyme Inhib Med Chem 2004;19:79–84.
  • Pacchiano F, Carta F, McDonald PC, Lou Y, Vullo D, Scozzafava A et al. Ureido-substituted benzenesulfonamides potently inhibit carbonic anhydrase IX and show antimetastatic activity in a model of breast cancer metastasis. J Med Chem 2011;54:1896–1902.
  • Supuran CT. Diuretics: from classical carbonic anhydrase inhibitors to novel applications of the sulfonamides. Curr Pharm Des 2008;14:641–648.
  • Supuran CT. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nature Rev Drug Discov 2007;8:167–181.
  • Cryer PE, Axelrod L, Grossman AB, Heller SR, Montori VM, Seaquist ER et al. Evaluation and management of adult hypoglycemic disorders: an Endocrine Society Clinical Practice Guideline. J Clin Endocrinol Metab 2009;94:709–728.
  • Cooper DS. Antithyroid drugs. N Engl J Med 2005;352:905–917.
  • Supuran CT, Casini A, Scozzafava A. Protease inhibitors of the sulfonamide type: anticancer, antiinflammatory, and antiviral agents. Med Res Rev 2003;23:535–558.
  • Chohan ZH, Scozzafava A, Supuran CT. Synthesis of biologically active Co(II), Cu(II), Ni(II) and Zn(II) complexes of symmetrically 1,10-disubstituted ferrocene-derived compounds. Synth React Inorg Met-Org Chem 2003;33:241.
  • Castillo-Blum SE, Barba-Behrens N. Coordination Chemistry of Some Biologically Active Ligands. Coord Chem Rev 2000;196:3–30.
  • Menabuoni L, Scozzafava A, Mincione F, Briganti F, Mincione G, Supuran CT. Carbonic anhydrase inhibitors. Water-soluble, topically effective intraocular pressure lowering agents derived from isonicotinic acid and aromatic/heterocyclic sulfonamides: is the tail more important than the ring? J Enzym Inhib 1999;14:457–474.
  • Pastorekova S, Parkkila S, Pastorek J, Supuran CT. Carbonic anhydrases: current state of the art, therapeutic applications and future prospects. J Enzyme Inhib Med Chem 2004;19:199–229.
  • Chohan ZH. Synthesis and biological properties of Cu(II) complexes with 1,10-disubstituted ferrocenes. Synth React Inorg Met-Org Chem 2004;34:833.
  • Chohan ZH, Shad HA. Structural elucidation and biological significance of 2-hydroxy-1-naphthaldehyde derived sulfonamides and their first row d-transition metal chelates. J Enzyme Inhib Med Chem 2008;23:369–379.
  • Chohan ZH, Shad HA, Youssoufi MH, Hadda TB. Some new biologically active metal-based sulfonamide. E J Med Chem 2010;45:2893–2915.
  • Chohan ZH. Synthesis of cobalt(II) and nickel(II) complexes of Ceclor (cefaclor) and preliminary experiments on their antibacterial character. Chem Pharm Bull 1991;39:1578–1580.
  • Atta-ur-Rahman Choudhary, MI, Thomsen WJ. Bioassay techniques for drug development. The Netherlands: Harwood Academic Publishers 2001:22.
  • Chohan ZH, Supuran CT. Structural and biological properties of first row d-transition metal complexes with N-substituted sulphonamides. J Enzyme Inhib Med Chem 2008;23:240–251.
  • McLaughlin JL, Chang C-J, Smith DL. In: Atta-ur-Rahman, ed. Studies in Natural Products Chemistry, “Bentch-Top” Bioassays for the Discovery of Bioactive Natural Products: An Update, Structure and Chemistry (Part-B), Vol. 9. The Netherlands: Elsevier Science Publishers B.V. 1991:383.
  • Meyer BN, Ferrigni NR, Putnam JE, Jacobsen LB, Nichols DE, McLaughlin JL. Brine shrimp: a convenient general bioassay for active plant constituents. Planta Med 1982;45:31–34.
  • Finney DJ. Probit Analysis, 3rd ed. Cambridge: Cambridge University Press 1971.
  • Bellamy LJ. The Infrared Spectra of Complex Molecules. New York: John Wiley 1971.
  • Ferrero JR. Low-frequency vibrations of inorganic and coordination compounds. New York: John Wiley 1971.
  • Burns GR. Metal complexes of thiocarbohydrazide. Inorg Chem 1968;7:277.
  • Maurya RC, Patel P. Synthesis, magnetic and special studies of some novel metal complexes of Cu(II), Ni(II), Co(II), Zn(II), Nd(III), Th(IV), and UO2(VI) with Schiff bases derived from sulfa drugs, viz., sulfanilamide/sulfamerazine and o-vanillin. Spectr Lett 1999;32:213–236.
  • Nakamoto K. Infrared spectra of inorganic and coordination compounds, 2nd ed. New York: Wiley Interscience 1970.
  • Simmons WW. The Sadtler Handbook of Proton NMR Spectra. Sadtler Research Laboratories, Inc. Philadelphia, USA; 1978.
  • Pasto DJ. Organic structure determination. London: Prentice Hall International 1969.
  • Serbest K, Kayi H, Mustafa E, Sancak K, Ismail D. Ni(II), Cu(II), and Zn(II) complexes of tetradentate Schiff base containing two thiadiazoles units: structural, spectroscopic, magnetic properties, and molecular modeling studies. Heteroatom Chem 2008;19:700–712.
  • Bai Y, Song F, Chen M, Xing J, Liu Z, Liu S. Characterization of the rutin-metal complex by electrospray ionization tandem mass spectrometry. Anal Sci 2004;20:1147–1151.
  • Estes WE, Gavel DP, Hatfield WB, Hodgson DJ. Magnetic and structural characterization of dibromo- and dichlorobis (thiazole) copper (II). Inorg Chem 1978;17:1415–1421.
  • Lever ABP. Inorganic electronic spectroscopy. Amsterdam: Elsevier 1984.
  • Chohan ZH, Praveen M, Ghaffar A. Synthesis, characterisation and biological role of anions (nitrate, sulphate, oxalate and acetate) in Co(II), Cu(II) and Ni(II) metal chelates of some Schiff-base derived amino acids. Synth React Inorg Met-Org Chem 1998;28:1673–1687.
  • Chohan ZH, Rauf A, Naseer MM, Somra MA, Supuran CT. Antibacterial, antifungal and cytotoxic properties of some sulfonamide-derived chromones. J Enzyme Inhib Med Chem 2006;21:173–177.
  • Chohan ZH, Shaikh AU, Supuran CT. In-vitro antibacterial, antifungal and cytotoxic activity of cobalt (II), copper (II), nickel (II) and zinc (II) complexes with furanylmethyl- and thienylmethyl-dithiolenes: [1, 3-dithiole- 2-one and 1,3-dithiole-2-thione]. J Enzyme Inhib Med Chem 2006;21:733–740.
  • Geary WJ. Use of conductivity measurements in organic solvents for the characterization of coordination compounds. Coord Chem Rev 1971;7:81–112.
  • Lever ABP, Lewis J, Nyholm RS. Square-planar bisethylenediamine-metal complexes. J Chem Soc 1963;59:2552–2569.
  • Carlin RL. Transition metal chemistry, 2nd ed. New York: Marcel Decker 1965.
  • Chohan ZH, Hazoor A., Shad Tahir, MN and Thebo KH. 4-{2-[(5-Bromo-2-hydroxybenzylidene)amino]ethyl}benzenesulfonamide. Acta Cryst 2009;E65:o2450.
  • Chohan ZH, Supuran CT, Scozzafava A. Metal binding and antibacterial activity of ciprofloxacin complexes. J Enzyme Inhib Med Chem 2005;20:303–321.
  • Chohan ZH, Shad HA, Nasim FH. Synthesis, characterization and biological properties of sulfonamide-derived compounds and their transition metal complexes. Appl Organomet Chem 2009;23:319–328.
  • Chohan ZH. Antibacterial and antifungal ferrocene incorporated dithiothione and dithioketone compounds. Appl Organomet Chem 2006;20:112–116.
  • Chohan ZH, Supuran CT. In-vitro antibacterial and cytotoxic activity of cobalt (ii), copper (ii), nickel (ii) and zinc (ii) complexes of the antibiotic drug cephalothin (Keflin). J Enzyme Inhib Med Chem 2005;20:463–468.

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