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Research Article

Metal-based new sulfonamides: Design, synthesis, antibacterial, antifungal, and cytotoxic properties

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Pages 403-412 | Received 25 Mar 2011, Accepted 26 May 2011, Published online: 04 Aug 2011

References

  • Yamada S. Recent aspects of the stereochemistry of schiff-base-metal complexes. Coord Chem. Rev 1966;1(4):415–437.
  • Jeewoth T, Bhowon MG and Wah HLK. Synthesis, characterization and antibacterial properties of Schiff bases and Schiff base metal complexes derived from 2,3-diamino- pyridine. Trans Met Chem 1999;24:445–448.
  • Ostrosky-Zeichner L, Rex JH, Pappas PG, Hamill RJ, Larsen RA, Horowitz HW et al. Antifungal susceptibility survey of 2,000 bloodstream Candida isolates in the United States. Antimicrob Agents Chemother 2003;47:3149–3154.
  • Lv J, Liu T, Cai S, Wang X, Liu L, Wang Y. Synthesis, structure and biological activity of cobalt(II) and copper(II) complexes of valine-derived schiff bases. J Inorg Biochem 2006;100:1888–1896.
  • del Campo R, Criado JJ, García E, Hermosa MR, Jiménez-Sánchez A, Manzano JL et al. Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity. J Inorg Biochem 2002;89:74–82.
  • Belaid S, Landreau A, Djebbar S, Benali-Baitich O, Bouet G, Bouchara JP. Synthesis, characterization and antifungal activity of a series of manganese(II) and copper(II) complexes with ligands derived from reduced N,N’-O-phenylenebis(salicylideneimine). J Inorg Biochem 2008;102:63–69.
  • Gust R, Ott I, Posselt D, Sommer K. Development of cobalt(3,4-diarylsalen) complexes as tumor therapeutics. J Med Chem 2004;47:5837–5846.
  • Hassan MU, Chohan ZH, Andrea S, Supuran CT. Carbonic anhydrase inhibitors: Schiff’s bases of aromatic and heterocyclic sulfonamides and their metal complexes. J Enz Inhib Med Chem 2004;19:263–279.
  • Chohan ZH, Shaikh AU, Naseer MM. Metal-based isatin-bearing sulfonamides: Their synthesis, characterization and biological properties. Appl Organomet Chem 2006;20:729–739.
  • Chohan ZH, Antibacterial copper(II) complexes of 1,1′-symmetric ferrocene-derived Schiff-base ligands: Studies of the effect of anions on their antibacterial properties. Appl Organomet Chem 2002;16:17–32.
  • Hassan MU, Chohan ZH, Supuran CT. Antibacterial Zn(II) compounds of Schiff bases derived from some benzothiazoles. Main Group Metal Chem 2002;25:291–305.
  • Chohan ZH, Scozzafava A, Supuran CT. Zinc complexes of benzothiazole-derived Schiff bases with antibacterial activity. J Enzyme Inhib Med Chem 2003;18:259–263.
  • Chohan ZH, Scozzafava A, Supuran CT. Unsymmetrical 1,1′-disubstituted ferrocenes: Synthesis of Co(ii), Cu(ii), Ni(ii) and Zn(ii) chelates of ferrocenyl -1-thiadiazolo-1′-tetrazole, -1-thiadiazolo-1′-triazole and -1-tetrazolo-1′-triazole with antimicrobial properties. J Enzyme Inhib Med Chem 2002;17:261–266.
  • Puccetti L, Fasolis G, Vullo D, Chohan ZH, Scozzafava A, Supuran CT. Carbonic anhydrase inhibitors. Inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, IX, and XII with Schiff’s bases incorporating chromone and aromatic sulfonamide moieties, and their zinc complexes. Bioorg Med Chem Lett 2005;15:3096–3101.
  • Chohan ZH, Shad HA, Tahir MN. 4-[(E)-(5-Chloro-2-hydroxy-benzyl-idene)amino]benzene-sulfonamide. Acta Crystallogr Sect e Struct Rep Online 2008;65:o57.
  • Chohan ZH, Shad HA, Tahir MN, Khan IU. 4-{2-[(5-Chloro-2-hydroxy-benzyl-idene)amino]eth-yl}benzene-sulfonamide. Acta Crystallogr Sect e Struct Rep Online 2008;64:o725.
  • 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. (2001). Bioassay techniques for drug development. The Netherlands: Harwood Academic Publishers.
  • McLaughlin JL, Chang CJ, Smith DL. (1991). 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., 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. (1971). Probit analysis. 3rd ed. Cambridge: Cambridge University Press.
  • 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(2):213–236.
  • Bellamy LJ. (1971). The infrared spectra of complex molecules. New York: John Wiley.
  • Ferrero, JR. Low-frequency vibrations of inorganic and coordination compounds. New York: John Wiley.
  • Nakamoto K. (1970). Infrared spectra of inorganic and coordination compounds. 2nd ed. New York: Wiley Interscience.
  • Simmons WW. (1978). The Sadtler handbook of proton NMR spectra. Philadelphia: Sadtler Research Laboratories, Inc.
  • Pasto DJ. (1969). Organic structure determination. London: Prentice Hall International.
  • Lever ABP. (1984). Inorganic electronic spectroscopy. Amsterdam: Elsevier.
  • 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.
  • Carlin RL. (1965). Transition metal chemistry. 2nd ed. New York: Marcel Decker.
  • Burns GR. Metal complexes of thiocarbohydrazide. Inorg Chem 1968;7:277–283.
  • Chohan ZH, Kausar S. Synthesis, structural and biological studies of nickel(II), copper(II) and zinc(II) chelates with tridentate Schiff bases having NNO and NNS donor systems. Chem Pharm Bull 1993;41:951–953.
  • Balhausen CJ. (1962). An introduction to ligand field. New York: McGraw Hill.
  • 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, Kausar S. Biologically active complexes of nickel(II), copper(II) and zinc(II) with Schiff-base ligand derived from the reaction of 2-aminopyridine and pyrrol-2-carboxaldehyde–their synthesis and characterisation. Chem Pharm Bull 1992;40:2555–2556.
  • Geary WJ. The use of conductivity measurements in organic solvents for the characterisation of coordination compounds. Coord Chem Rev 1971;7:81–112.
  • Lever ABP, Lewis J and Nyholm RS. Square-planar bisethylenediamine-metal complexes. J Chem Soc 1963;59:2552.
  • 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.
  • Jain M, Singh RV. Synthesis, characterization, and biotoxicity of N N donor sulphonamide imine silicon(IV) complexes. Bioinorg Chem Appl 2006;13743.
  • 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.
  • Chohan ZH, Supuran CT, Scozzafava A. Metal binding and antibacterial activity of ciprofloxacin complexes. J Enzyme Inhib Med Chem 2005;20:303–307.
  • Chohan ZH, Hazoor A, Shad,and Nasim FH. Synthesis, characterization and biological properties of sulfonamide-derived compounds and their transitionmetal complexes. Appl Organometal Chem 2009;23:319–328.
  • Patel MN, Patel NH, Patel KN, Dholakiya PP, Patel DH. Synthesis, characterization, and biocidal studies of some transition metal complexes containing bidentate monobasic hydroxyaldehydes and a neutral bidentate Schiff base. Synth React Inorg Metal-Org Chem 2003;33:51–62.
  • Chohan ZH, Sherazi SKA. Synthesis and spectroscopic studies of biologically active Co(II), Cu(II) and Ni(II) complexes of hydrazine derived Schiff-base ligands. J Chem Soc Pak 1997;19:196.
  • Chohan ZH, Shad HA, Youssoufi MH, Ben Hadda T. Some new biologically active metal-based sulfonamide. Eur J Med Chem 2010;45:2893–2901.
  • Chohan ZH, Supuran CT. Organometallic compounds with biologically active molecules: In vitro antibacterial and antifungal activity of some 1,1′-(dicarbohydrazono)ferrocenes and their Co (II), Cu (II), Ni (II) and Zn (II) complexes. Appl Organomet Chem 2005;19:1207.
  • 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.
  • Chohan ZH, Arif M, Shafiq Z, Yaqub M, Supuran CT. In vitro antibacterial, antifungal & cytotoxic activity of some isonicotinoylhydrazide Schiff’s bases and their cobalt (II), copper (II), nickel (II) and zinc (II) complexes. J Enzyme Inhib Med Chem 2006;21:95–103.
  • Chohan ZH. Antibacterial and antifungal ferrocene incorporated dithiothione and dithioketone compounds. Appl. Organomet. Chem. 2006;20:112–116.
  • 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.

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