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Volumn 18, Issue 2, 2013, Pages 1464-1476

Crystal structure, antibacterial and cytotoxic activities of a new complex of Bismuth(III) with sulfapyridine

Author keywords

Antimicrobial activity; Bi(III) complex; Cytotoxic activity; Sulfapyridine; X ray structure

Indexed keywords

ANTIINFECTIVE AGENT; BISMUTH; SULFAPYRIDINE;

EID: 84874594680     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules18021464     Document Type: Article
Times cited : (31)

References (46)
  • 1
    • 52249094198 scopus 로고    scopus 로고
    • Desperately seeking new antibiotics
    • Payne, D.J. Desperately Seeking New Antibiotics. Science 2008, 321, 1644-1645.
    • (2008) Science , vol.321 , pp. 1644-1645
    • Payne, D.J.1
  • 2
    • 77957980707 scopus 로고    scopus 로고
    • Origins and evolution of antibiotic resistance
    • Davies, J.; Davies, D. Origins and evolution of antibiotic resistance. Microbiol. Mol. Biol. Rev. 2010, 74, 417-433.
    • (2010) Microbiol. Mol. Biol. Rev. , vol.74 , pp. 417-433
    • Davies, J.1    Davies, D.2
  • 3
    • 78751477224 scopus 로고    scopus 로고
    • Challenges of antibacterial discovery
    • Silver, L.L. Challenges of antibacterial discovery. Clin. Microbiol. Rev. 2011, 24, 71-109.
    • (2011) Clin. Microbiol. Rev. , vol.24 , pp. 71-109
    • Silver, L.L.1
  • 4
    • 0000478463 scopus 로고
    • The biosynthesis of folic acid. II. Inhibition by sulfonamides
    • Brown, G.M. The biosynthesis of folic acid. II. Inhibition by sulfonamides. J. Biol. Chem. 1962, 237, 536-540.
    • (1962) J. Biol. Chem. , vol.237 , pp. 536-540
    • Brown, G.M.1
  • 6
    • 34548543539 scopus 로고    scopus 로고
    • Biocoordination chemistry of bismuth: Recent advances
    • Yang, N.; Sun, H. Biocoordination chemistry of bismuth: Recent advances. Coord. Chem. Rev. 2007, 251, 2354-2366.
    • (2007) Coord. Chem. Rev. , vol.251 , pp. 2354-2366
    • Yang, N.1    Sun, H.2
  • 7
    • 63449117180 scopus 로고    scopus 로고
    • Adverse events with bismuth salts for Helicobacter pylori eradication: Systematic review and meta-analysis
    • Ford, A.C.; Malfertheiner, P.; Giguere, M.; Santana, J.; Khan, M.; Moayyedi, P. Adverse events with bismuth salts for Helicobacter pylori eradication: Systematic review and meta-analysis. World J. Gastroenterol. 2008, 14, 7361-7370.
    • (2008) World J. Gastroenterol. , vol.14 , pp. 7361-7370
    • Ford, A.C.1    Malfertheiner, P.2    Giguere, M.3    Santana, J.4    Khan, M.5    Moayyedi, P.6
  • 8
    • 79960457815 scopus 로고    scopus 로고
    • Twice-a-day bismuth-containing quadruple therapy for helicobacter pylori eradication: A randomized trial of 10 and 14 days
    • Dore, M.P.; Farina, V.; Cuccu, M.; Mameli, L.; Massarelli, G.; Graham, D.Y. Twice-a-Day Bismuth-Containing Quadruple Therapy for Helicobacter Pylori Eradication: A Randomized Trial of 10 and 14 Days. Helicobacter 2011, 16, 295-300.
    • (2011) Helicobacter , vol.16 , pp. 295-300
    • Dore, M.P.1    Farina, V.2    Cuccu, M.3    Mameli, L.4    Massarelli, G.5    Graham, D.Y.6
  • 11
    • 77952151766 scopus 로고    scopus 로고
    • High efficacy of 14-day triple therapy-based, bismuth-containing quadruple therapy for initial helicobacter pylori eradication
    • Sun, Q.; Liang, X.; Zheng, Q.; Liu, W.; Xiao, S.; Gu, W.; Lu, H. High Efficacy of 14-Day Triple Therapy-Based, Bismuth-Containing Quadruple Therapy for Initial Helicobacter pylori Eradication. Helicobacter 2010, 15, 233-238.
    • (2010) Helicobacter , vol.15 , pp. 233-238
    • Sun, Q.1    Liang, X.2    Zheng, Q.3    Liu, W.4    Xiao, S.5    Gu, W.6    Lu, H.7
  • 12
    • 0036436622 scopus 로고    scopus 로고
    • 2
    • Thurston, J.H.; Marlier, E.M.; Whitmire, K.H. Towards a molecular model for bismuth(III) subsalicylate. Synthesis and solid-state structure of [Bi(Hsal)3(bipy)(C7H8]2 and [Bi(Hsal)(sal)(1,10- phenanthroline)(C7H8]2. Chem. Commun. 2002, 2834-2835. (Pubitemid 35375704)
    • (2002) Chemical Communications , Issue.23 , pp. 2834-2835
    • Thurston, J.H.1    Marlier, E.M.2    Whitmire, K.H.3
  • 13
    • 77749254633 scopus 로고    scopus 로고
    • Bismuth(III) complexes derived from non-steroidal anti-inflammatory drugs and their activity against Helicobacter pylori
    • Andrews, P.C.; Ferrero, R.L.; Junk, P.C.; Kumar, I.; Luu, Q.; Nguyen, K.; Taylor, J.W. Bismuth(III) complexes derived from non-steroidal anti-inflammatory drugs and their activity against Helicobacter pylori. Dalton Trans. 2010, 39, 2861-2868.
    • (2010) Dalton Trans. , vol.39 , pp. 2861-2868
    • Andrews, P.C.1    Ferrero, R.L.2    Junk, P.C.3    Kumar, I.4    Luu, Q.5    Nguyen, K.6    Taylor, J.W.7
  • 14
    • 0031689150 scopus 로고    scopus 로고
    • 2O
    • DOI 10.1016/S0162-0134(98)10032-6, PII S0162013498100326
    • Turel, I.; Goli, L.; Bukovec, P.; Gubina, M. Antibacterial tests of bismuth(III)-quinolone (ciprofloxacin, cf) compounds against Helicobacter pylori and some other bacteria. Crystal structure of (cfH2)2[Bi2Cl10]4H2O. J. Inorg. Biochem. 1998, 71, 53-60. (Pubitemid 28460821)
    • (1998) Journal of Inorganic Biochemistry , vol.71 , Issue.1-2 , pp. 53-60
    • Turel, I.1    Golic, L.2    Bukovec, P.3    Gubina, M.4
  • 15
    • 0030974302 scopus 로고    scopus 로고
    • Crystal structure and characterization of the bismuth(III) compound with quinolone family member (ciprofloxacin). Antibacterial study
    • DOI 10.1016/S0162-0134(96)00218-8, PII S0162013496002188
    • Turel, I.; Leban, I.; Bukovec, N. Crystal structure and characterization of the bismuth(III) compound with quinolone family member (Ciprofloxacin). Antibacterial study. J. Inorg. Biochem. 1997, 66, 241-245. (Pubitemid 27213223)
    • (1997) Journal of Inorganic Biochemistry , vol.66 , Issue.4 , pp. 241-245
    • Turel, I.1    Leban, I.2    Bukovec, N.3
  • 16
    • 0001425916 scopus 로고
    • Synthesis, characterization and molecular structures of some bismuth(III) complexes with thiosemicarbazones and dithiocarbazonic acid methylester derivatives with activity against Helicobacter Pylori
    • Diemer, R.; Dittes, U.; Nuber, B.; Seifried, V.; Opferkuch, W.; Keppler, B.K. Synthesis, characterization and molecular structures of some bismuth(III) complexes with thiosemicarbazones and dithiocarbazonic acid methylester derivatives with activity against Helicobacter Pylori. Met. Based Drugs 1995, 2, 271-292.
    • (1995) Met. Based Drugs , vol.2 , pp. 271-292
    • Diemer, R.1    Dittes, U.2    Nuber, B.3    Seifried, V.4    Opferkuch, W.5    Keppler, B.K.6
  • 17
    • 1642383627 scopus 로고    scopus 로고
    • Syntheses, crystal structures and antimicrobial activities of monomeric 8-coordinate, and dimeric and monomeric 7-coordinate bismuth(III) complexes with tridentate and pentadentate thiosemicarbazones and pentadentate semicarbazone ligands
    • DOI 10.1016/j.jinorgbio.2004.01.011, PII S0162013404000194
    • Nomiya, K.; Sekino, K.; Ishikawa, M.; Honda, A.; Yokoyama, M.; Kasuga, N.C.; Yokoyama, H.; Nakano, S.; Onodera, K. Syntheses, crystal structures and antimicrobial activities of monomeric 8-coordinate, and dimeric and monomeric 7-coordinate bismuth(III) complexes with tridentate and pentadentate thiosemicarbazones and pentadentate semicarbazone ligands. J. Inorg. Biochem. 2004, 98, 601-615. (Pubitemid 38369289)
    • (2004) Journal of Inorganic Biochemistry , vol.98 , Issue.4 , pp. 601-615
    • Nomiya, K.1    Sekino, K.2    Ishikawa, M.3    Honda, A.4    Yokoyama, M.5    Kasuga, N.C.6    Yokoyama, H.7    Nakano, S.8    Onodera, K.9
  • 18
    • 84867297806 scopus 로고    scopus 로고
    • One dodecahedral bismuth(III) complex derived from 2-acetylpyridine N (4)-pyridylthiosemicarbazone: Synthesis, crystal structure and biological evaluation
    • Li, M.; Lu, Y.; Yang, M.; Li, Y.; Zhang, L.; Xie, S. One dodecahedral bismuth(III) complex derived from 2-acetylpyridine N(4)- pyridylthiosemicarbazone: Synthesis, crystal structure and biological evaluation. Dalton Trans. 2012, 41, 12882-12887.
    • (2012) Dalton Trans. , vol.41 , pp. 12882-12887
    • Li, M.1    Lu, Y.2    Yang, M.3    Li, Y.4    Zhang, L.5    Xie, S.6
  • 19
    • 84869461248 scopus 로고    scopus 로고
    • A nine-coordinated bismuth(III) complex derived from pentadentate 2,6-diacetylpyridine bis(4N-methylthiosemicarbazone): Crystal structure and both in vitro and in vivo biological evaluation
    • Li, M.; Yang, M.; Niu, J.; Zhang, L.; Xie, S. A nine-coordinated bismuth(III) complex derived from pentadentate 2,6-diacetylpyridine bis(4N-methylthiosemicarbazone): Crystal structure and both in vitro and in vivo biological evaluation. Inorg. Chem. 2012, 51, 12521-12526.
    • (2012) Inorg. Chem. , vol.51 , pp. 12521-12526
    • Li, M.1    Yang, M.2    Niu, J.3    Zhang, L.4    Xie, S.5
  • 20
    • 84862780419 scopus 로고    scopus 로고
    • Synthesis, crystal structures, in vitro biological evaluation of zinc(II) and bismuth(III) complexes of 2-acetylpyrazine N(4)-phenylthiosemicarbazone
    • Li, M.; Zhang, L.; Yang, M.; Niu, J.; Zhou, J. Synthesis, crystal structures, in vitro biological evaluation of zinc(II) and bismuth(III) complexes of 2-acetylpyrazine N(4)-phenylthiosemicarbazone. Bioorg. Med. Chem. Lett. 2012, 22, 2418-2423.
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 2418-2423
    • Li, M.1    Zhang, L.2    Yang, M.3    Niu, J.4    Zhou, J.5
  • 21
    • 84862826628 scopus 로고    scopus 로고
    • Synthesis, characterization, crystal structure and biological activities of the unusual main group 8-coordinate bismuth (III) complex derived from 2-acetylpyrazine N4- pyridylthiosemicarbazone
    • Zhang, L.; An, G.; Yang, M.; Li, M.; Zhu, X. Synthesis, characterization, crystal structure and biological activities of the unusual main group 8-coordinate bismuth (III) complex derived from 2-acetylpyrazine N4- pyridylthiosemicarbazone. Inorg. Chem. Commun. 2012, 20, 37-40.
    • (2012) Inorg. Chem. Commun. , vol.20 , pp. 37-40
    • Zhang, L.1    An, G.2    Yang, M.3    Li, M.4    Zhu, X.5
  • 23
    • 84870863664 scopus 로고    scopus 로고
    • Remarkable in vitro bactericidal activity of bismuth(III) sulfonates against Helicobacter pylori
    • Andrews, P.C.; Busse, M.; Deacon, G.B.; Ferrero, R.L.; Junk, P.C.; MacLellan, J.G.; Vom, A. Remarkable in vitro bactericidal activity of bismuth(III) sulfonates against Helicobacter pylori. Dalton Trans. 2012, 41, 11798-11806.
    • (2012) Dalton Trans. , vol.41 , pp. 11798-11806
    • Andrews, P.C.1    Busse, M.2    Deacon, G.B.3    Ferrero, R.L.4    Junk, P.C.5    MacLellan, J.G.6    Vom, A.7
  • 25
    • 84857699968 scopus 로고    scopus 로고
    • Inhibition of fumarase by bismuth(III): Implications for the tricarboxylic acid cycle as a potential target of bismuth drugs in Helicobacter pylori
    • Chen, Z.; Zhou, Q.; Ge, R. Inhibition of fumarase by bismuth(III): Implications for the tricarboxylic acid cycle as a potential target of bismuth drugs in Helicobacter pylori. Biometals 2012, 25, 95-102.
    • (2012) Biometals , vol.25 , pp. 95-102
    • Chen, Z.1    Zhou, Q.2    Ge, R.3
  • 29
    • 78449311818 scopus 로고    scopus 로고
    • [2-{E(CH2CH2)2NCH2} C6H4]nBiX3-n (E = O, NMe; X = Cl, Br, I; N = 1-3) and [2-(Me2NCH2)C6H4]BiBr2 - New Hypervalent Organobismuth(III) Compounds
    • Breunig, H.J; Nema, M.G.; Silvestru, C.; Richard, A.S.; Varga, A. [2-{E(CH2CH2)2NCH2} C6H4]nBiX3-n (E = O, NMe; X = Cl, Br, I; n = 1-3) and [2-(Me2NCH2)C6H4]BiBr2 - New Hypervalent Organobismuth(III) Compounds. Z. Anorg. Allg. Chem. 2010, 636, 2378-2386.
    • (2010) Z. Anorg. Allg. Chem. , vol.636 , pp. 2378-2386
    • Breunig, H.J.1    Nema, M.G.2    Silvestru, C.3    Richard, A.S.4    Varga, A.5
  • 30
    • 0038883711 scopus 로고
    • The crystal and molecular structure of trichlorotris-(3-sulphanilamido-6- methoxypyridazine) bismuth(iii)
    • Ferrari, M.B.; Cappacchi, L.C.; Calvaca, L.; Gasparri, G.F. The Crystal and Molecular Structure of Trichlorotris-(3-sulphanilamido-6-methoxypyridazine) bismuth(III). Acta Crystallogr. B 1972, 28, 1169-1173.
    • (1972) Acta Crystallogr. B , vol.28 , pp. 1169-1173
    • Ferrari, M.B.1    Cappacchi, L.C.2    Calvaca, L.3    Gasparri, G.F.4
  • 31
    • 76749169329 scopus 로고    scopus 로고
    • Syntheses solid-state structures, solution behavior of hypervalent organobismuth(III) compounds [2-(Et2NCH2)C6H4]nBiX3-n and DFT characterization of [2-(Me2NCH2)C6H4]nBiX3-n [X = Cl, Br, I; N = 1-3]
    • Soran, A.; Breunig, H.J.; Lippolis, V.; Arca, M.; Silvestru, C. Syntheses, solid-state structures, solution behavior of hypervalent organobismuth(III) compounds [2-(Et2NCH2)C6H4]nBiX3-n and DFT characterization of [2-(Me2NCH2)C6H4]nBiX3-n [X = Cl, Br, I; n = 1-3]. J. Organomet. Chem. 2010, 695, 850-862.
    • (2010) J. Organomet. Chem. , vol.695 , pp. 850-862
    • Soran, A.1    Breunig, H.J.2    Lippolis, V.3    Arca, M.4    Silvestru, C.5
  • 32
    • 0001813985 scopus 로고
    • The use of conductivity measurements in organic solvents for the characterisation of coordination compounds
    • Geary, W.J. The use of conductivity measurements in organic solvents for the characterisation of coordination compounds. Coord. Chem. Rev. 1971, 7, 81-122.
    • (1971) Coord. Chem. Rev. , vol.7 , pp. 81-122
    • Geary, W.J.1
  • 33
    • 0000469615 scopus 로고
    • Vibrational spectra of pyridinium salts
    • Cook, D. Vibrational spectra of pyridinium salts. Can. J. Chem. 1961, 39, 2009-2024.
    • (1961) Can. J. Chem. , vol.39 , pp. 2009-2024
    • Cook, D.1
  • 34
    • 33744805807 scopus 로고    scopus 로고
    • 2O
    • DOI 10.1016/j.jinorgbio.2006.01.042, PII S0162013406000420
    • Kremer, E; Facchin, G.; Estévez, E.; Alborés, P.; Baran, E.J.; Ellena, J.; Torre, M.H. Copper complexes with heterocyclic sulfonamides: Synthesis, spectroscopic characterization, microbiological and SOD-like activities: Crystal structure of [Cu(sulfisoxazole)2(H2O)4]·2H2O. J. Inorg. Biochem. 2006, 100, 1167-1175. (Pubitemid 43833464)
    • (2006) Journal of Inorganic Biochemistry , vol.100 , Issue.7 , pp. 1167-1175
    • Kremer, E.1    Facchin, G.2    Estevez, E.3    Albores, P.4    Baran, E.J.5    Ellena, J.6    Torre, M.H.7
  • 35
    • 38349013435 scopus 로고    scopus 로고
    • New Ni(II)-sulfonamide Complexes: Synthesis, structural characterization and antibacterial properties. X-ray diffraction of [Ni(sulfisoxazole)2(H2O)4] ·2H2O and [Ni(sulfapyridine)2]
    • Mondelli, M.; Bruné, V.; Borthagaray, G.; Ellena, J.; Nascimento, O.R.; Leite, C.Q.; Batista, A.A.; Torre, M.H. New Ni(II)-sulfonamide complexes: Synthesis, structural characterization and antibacterial properties. X-ray diffraction of [Ni(sulfisoxazole)2(H2O)4]·2H2O and [Ni(sulfapyridine)2]. J. Inorg. Biochem. 2008, 102, 285-292.
    • (2008) J Inorg Biochem , vol.102 , pp. 285-292
    • Mondelli, M.1    Bruné, V.2    Borthagaray, G.3    Ellena, J.4    Nascimento, O.R.5    Leite, C.Q.6    Batista, A.A.7    Torre, M.H.8
  • 36
    • 0036603192 scopus 로고    scopus 로고
    • Synthesis and characterization of sulfonamides containing 8-aminoquinoline and their Ni(II) complexes. Crystalline structures of the Ni complexes
    • Macías, B.; García, I.; Villa, M.V.; Borrás, J.; Castiñeiras, A.; Sanz, F. Synthesis and characterization of sulfonamides containing 8-aminoquinoline and their Ni(II) complexes. Crystalline structures of the Ni complexes. Polyhedron 2002, 21, 1229-1234.
    • (2002) Polyhedron , vol.21 , pp. 1229-1234
    • MacÍas, B.1    García, I.2    Villa, M.V.3    Borrás, J.4    Castiñeiras, A.5    Sanz, F.6
  • 37
    • 0036272744 scopus 로고    scopus 로고
    • Antimony and bismuth compounds in oncology
    • DOI 10.1016/S1040-8428(01)00217-7, PII S1040842801002177
    • Tiekink, E.R.T. Antimony and bismuth compounds in oncology. Crit. Rev. Oncol. Hematol. 2002, 42, 217-224. (Pubitemid 34618518)
    • (2002) Critical Reviews in Oncology/Hematology , vol.42 , Issue.3 , pp. 217-224
    • Tiekink, E.R.T.1
  • 38
    • 34047147344 scopus 로고    scopus 로고
    • Cytotoxicity, qualitative structure-activity relationship (QSAR), and anti-tumor activity of bismuth dithiocarbamate complexes
    • DOI 10.1016/j.jinorgbio.2007.01.010, PII S0162013407000220
    • Li, H.; Lai, C.S.; Wu, J.; Ho, P.C.; Vos, D.; Tiekink, E.R.T. Cytotoxicity, qualitative structureactivity relationship (QSAR), and anti-tumor activity of bismuth dithiocarbamate complexes. J. Inorg. Biochem. 2007, 101, 809-816. (Pubitemid 46529003)
    • (2007) Journal of Inorganic Biochemistry , vol.101 , Issue.5 , pp. 809-816
    • Li, H.1    Lai, C.S.2    Wu, J.3    Ho, P.C.4    De Vos, D.5    Tiekink, E.R.T.6
  • 39
    • 14844293088 scopus 로고    scopus 로고
    • Anticancer metal compounds in NCI's tumor-screening database: Putative mode of action
    • DOI 10.1016/j.bcp.2005.01.001
    • Huang, R.; Wallqvist, A.; Covell, D.G. Anticancer metal compounds in NCI's tumor-screening database: Putative mode of action. Biochem. Pharmacol. 2005, 69, 1009-1039. (Pubitemid 40349015)
    • (2005) Biochemical Pharmacology , vol.69 , Issue.7 , pp. 1009-1039
    • Huang, R.1    Wallqvist, A.2    Covell, D.G.3
  • 42
    • 0141452964 scopus 로고    scopus 로고
    • WinGX suite for small-molecule single-crystal crystallography
    • Farrugia, L.J. WinGX suite for small-molecule single-crystal crystallography. J. Appl. Crystallogr. 1999, 32, 837-838. (Pubitemid 129794704)
    • (1999) Journal of Applied Crystallography , vol.32 , Issue.4 , pp. 837-838
    • Farrugia, L.J.1
  • 44
    • 84944438568 scopus 로고
    • On enantiomorph-polarity estimation
    • Flack, H.D. On enantiomorph-polarity estimation. Acta Crystallogr. 1983, A39, 876-881.
    • (1983) Acta Crystallogr. , vol.A39 , pp. 876-881
    • Flack, H.D.1
  • 46
    • 33748998234 scopus 로고    scopus 로고
    • XRDIFF: Simulation of X-ray diffraction patterns
    • Weber, S. XRDIFF: Simulation of X-ray diffraction patterns. J. Appl. Crystallogr. 1997, 30, 565-566. (Pubitemid 127791757)
    • (1997) Journal of Applied Crystallography , vol.30 , Issue.5 , pp. 565-566
    • Weber, S.1


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