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Volumn 227, Issue , 2015, Pages 77-88

A novel carbohydrate derived compound FCP5 causes DNA strand breaks and oxidative modifications of DNA bases in cancer cells

Author keywords

1,5 Anhydro 6 deoxy methane sulfamido D glucitol; Comet assay; DNA damage; DNA repair; Functional carb pharmacophores; Genotoxicity

Indexed keywords

1,5 ANHYDRO 6 DEOXY METHANE SULFAMIDO DEXTRO GLUCITOL; ADENOSINE; CARBOHYDRATE; THYMINE; UNCLASSIFIED DRUG; 1,5-ANHYDRO-6-DEOXYMETHANESULFAMIDOGLUCITOL; DNA; SORBITOL; SULFONAMIDE;

EID: 84921327792     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2014.12.023     Document Type: Article
Times cited : (12)

References (59)
  • 2
    • 0000709078 scopus 로고
    • Carbohydrates as drugs and potential therapeutics
    • Z.J. Witczak, Carbohydrates as drugs and potential therapeutics, Curr. Med. Chem. 1 (1995) 392-405.
    • (1995) Curr. Med. Chem. , vol.1 , pp. 392-405
    • Witczak, Z.J.1
  • 3
    • 0002806046 scopus 로고    scopus 로고
    • Z.J. Witczak, K. Nieforth (Eds.), Carbohydrates: New and Old Targets for Rational Drug Design, Marcel Dekker, New York
    • Z.J. Witczak, in: Z.J. Witczak, K. Nieforth (Eds.), Carbohydrates: New and Old Targets for Rational Drug Design, Carbohydrates in Drug Design, Marcel Dekker, New York, 1997, pp. 1-37.
    • (1997) Carbohydrates in Drug Design , pp. 1-37
    • Witczak, Z.J.1
  • 4
    • 0000084638 scopus 로고    scopus 로고
    • Complex carbohydrates in drug research
    • J. McAuliffe, O. Hindsgaul, Complex carbohydrates in drug research, Chem. Ind. (1997) 170-174.
    • (1997) Chem. Ind. , pp. 170-174
    • McAuliffe, J.1    Hindsgaul, O.2
  • 5
    • 0034092365 scopus 로고    scopus 로고
    • Emerging roles of carbohydrates and glycomimetics in anticancer drug design
    • J.J. Barchi Jr., Emerging roles of carbohydrates and glycomimetics in anticancer drug design, Curr. Pharm. Des. 6 (2000) 485-501.
    • (2000) Curr. Pharm. Des. , vol.6 , pp. 485-501
    • Barchi, J.J.1
  • 8
    • 68249116079 scopus 로고    scopus 로고
    • From carbohydrate leads to glycomimetic drugs
    • B. Ernst, J.L. Magnani, From carbohydrate leads to glycomimetic drugs, Nat. Rev. Drug Discovery 8 (2009) 661-669.
    • (2009) Nat. Rev. Drug Discovery , vol.8 , pp. 661-669
    • Ernst, B.1    Magnani, J.L.2
  • 12
    • 84858314405 scopus 로고    scopus 로고
    • A focus on glucose-mediated drug delivery to the central nervous system
    • I.D. Serrano, M.M. Ribeiro, M.A. Castanho, A focus on glucose-mediated drug delivery to the central nervous system, Mini Rev. Med. Chem. 12 (2012) 301-312.
    • (2012) Mini Rev. Med. Chem. , vol.12 , pp. 301-312
    • Serrano, I.D.1    Ribeiro, M.M.2    Castanho, M.A.3
  • 13
    • 84911304823 scopus 로고
    • Protein-carbohydrate interactions: Basic molecular features
    • F.A. Quiocho, Protein-carbohydrate interactions: basic molecular features, Pure Appl. Chem. 61 (1989) 1293-1306.
    • (1989) Pure Appl. Chem. , vol.61 , pp. 1293-1306
    • Quiocho, F.A.1
  • 14
    • 0003012148 scopus 로고    scopus 로고
    • How water provides the impetus for molecular recognition in aqueous solution
    • R.U. Lemieux, How water provides the impetus for molecular recognition in aqueous solution, Acc. Chem. Res. 29 (1996) 373-380.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 373-380
    • Lemieux, R.U.1
  • 15
    • 0031915833 scopus 로고    scopus 로고
    • The how and why of protein-carbohydrate interaction: A primer to the theoretical concept and a guide to application in drug design
    • H.J. Gabius, The how and why of protein-carbohydrate interaction: a primer to the theoretical concept and a guide to application in drug design, Pharm. Res. 15 (1998) 23-30.
    • (1998) Pharm. Res. , vol.15 , pp. 23-30
    • Gabius, H.J.1
  • 17
    • 75149144542 scopus 로고    scopus 로고
    • New hopes from old drugs: Revisiting DNA-binding small molecules as anticancer agents
    • K. Gurova, New hopes from old drugs: revisiting DNA-binding small molecules as anticancer agents, Future Oncol. 5 (2009) 1685-1704.
    • (2009) Future Oncol. , vol.5 , pp. 1685-1704
    • Gurova, K.1
  • 18
    • 0022760339 scopus 로고
    • Synthesis of some derivatives of 6-amino-1,5-anhydro-6-deoxy-D-glucitol and 2-amino-1,5-anhydro-2-deoxy-D-glucitol
    • Z.J. Witczak, R.L. Whistler, Synthesis of some derivatives of 6-amino-1,5-anhydro-6-deoxy-D-glucitol and 2-amino-1,5-anhydro-2-deoxy-D-glucitol, Carbohydr. Res. 150 (1986) 121-131.
    • (1986) Carbohydr. Res. , vol.150 , pp. 121-131
    • Witczak, Z.J.1    Whistler, R.L.2
  • 19
    • 0030968310 scopus 로고    scopus 로고
    • Microgel electrophoresis: Sensitivity, mechanisms and DNA electrostretching
    • N.P. Singh, R.E. Stephens, Microgel electrophoresis: sensitivity, mechanisms and DNA electrostretching, Mutat. Res. 383 (1997) 167-175.
    • (1997) Mutat. Res. , vol.383 , pp. 167-175
    • Singh, N.P.1    Stephens, R.E.2
  • 22
    • 33644835864 scopus 로고    scopus 로고
    • Imatinibmesylate (STI571) abrogates the resistance to doxorubicin in human K562 chronic myeloid leukemia cells by inhibition of BCR/ABL kinase-mediated DNA repair
    • I. Majsterek, T. Sliwinski, T. Poplawski, D. Pytel, M. Kowalski, A. Slupianek, T. Skorski, J. Blasiak, Imatinibmesylate (STI571) abrogates the resistance to doxorubicin in human K562 chronic myeloid leukemia cells by inhibition of BCR/ABL kinase-mediated DNA repair, Mutat. Res. 603 (2006) 74-82.
    • (2006) Mutat. Res. , vol.603 , pp. 74-82
    • Majsterek, I.1    Sliwinski, T.2    Poplawski, T.3    Pytel, D.4    Kowalski, M.5    Slupianek, A.6    Skorski, T.7    Blasiak, J.8
  • 25
    • 84921411999 scopus 로고    scopus 로고
    • OpenEye Scientific Software Inc, Santa Fe, NM, USA
    • OEChem, version 1.7.7, OpenEye Scientific Software Inc, Santa Fe, NM, USA, www.eyesopen.com, 2010.
    • (2010) OEChem, Version 1.7.7
  • 26
    • 84921367431 scopus 로고    scopus 로고
    • OpenEye Scientific Software, Inc., Santa Fe, NM, USA
    • QUACPAC 1.6.3.1: OpenEye Scientific Software, Inc., Santa Fe, NM, USA, http://www.eyesopen.com.
    • QUACPAC 1.6.3.1
  • 28
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
    • O. Trott, A.J. Olson, AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading, J. Comput. Chem. 31 (2010) 455-461.
    • (2010) J. Comput. Chem. , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 32
    • 84884212050 scopus 로고    scopus 로고
    • Spectroscopic studies of the effects of anticancer drug mitoxantrone interaction with calf-thymus DNA
    • S. Agarwal, D.K. Jangir, R. Mehrotra, Spectroscopic studies of the effects of anticancer drug mitoxantrone interaction with calf-thymus DNA, J. Photochem. Photobiol. B 5 (2013) 177-182.
    • (2013) J. Photochem. Photobiol. B , vol.5 , pp. 177-182
    • Agarwal, S.1    Jangir, D.K.2    Mehrotra, R.3
  • 33
    • 84864284116 scopus 로고    scopus 로고
    • Assessment of amsacrine binding with DNA using UV-visible, circular dichroism and Raman spectroscopic techniques
    • D.K. Jangir, S.K. Dey, S. Kundu, R. Mehrotra, Assessment of amsacrine binding with DNA using UV-visible, circular dichroism and Raman spectroscopic techniques, Photochem. Photobiol B. 3 (2012) 38-43.
    • (2012) Photochem. Photobiol B. , vol.3 , pp. 38-43
    • Jangir, D.K.1    Dey, S.K.2    Kundu, S.3    Mehrotra, R.4
  • 34
    • 84897419835 scopus 로고    scopus 로고
    • Chromosome loss caused by DNA fragmentation induced in main nuclei and micronuclei of human lymphoblastoid cells treated with colcemid
    • M. Yamamoto, A. Wakata, Y. Aoki, Y. Miyamae, S. Kodama, Chromosome loss caused by DNA fragmentation induced in main nuclei and micronuclei of human lymphoblastoid cells treated with colcemid, Mutat. Res. 762 (2014) 10-16.
    • (2014) Mutat. Res. , vol.762 , pp. 10-16
    • Yamamoto, M.1    Wakata, A.2    Aoki, Y.3    Miyamae, Y.4    Kodama, S.5
  • 35
    • 0025021892 scopus 로고
    • Hydrogen peroxide-induced DNA damage in bovine lens epithelial cells
    • N.J. Kleiman, R.R. Wang, A. Spector, Hydrogen peroxide-induced DNA damage in bovine lens epithelial cells, Mutat. Res. 240 (1990) 35-45.
    • (1990) Mutat. Res. , vol.240 , pp. 35-45
    • Kleiman, N.J.1    Wang, R.R.2    Spector, A.3
  • 36
    • 0024797778 scopus 로고
    • Relationship between DNA fragmentation and apoptosis in the programmed cell death in the rat prostate following castration
    • H.F. English, N. Kyprianou, J.T. Isaacs, Relationship between DNA fragmentation and apoptosis in the programmed cell death in the rat prostate following castration, Prostate 15 (1989) 233-250.
    • (1989) Prostate , vol.15 , pp. 233-250
    • English, H.F.1    Kyprianou, N.2    Isaacs, J.T.3
  • 39
    • 12944262229 scopus 로고    scopus 로고
    • Molecular and cellular regulation of glucose transporter (GLUT) proteins in cancer
    • M.L. Macheda, S. Rogers, J.D. Best, Molecular and cellular regulation of glucose transporter (GLUT) proteins in cancer, J. Cell. Physiol. 202 (2005) 654-662.
    • (2005) J. Cell. Physiol. , vol.202 , pp. 654-662
    • Macheda, M.L.1    Rogers, S.2    Best, J.D.3
  • 40
    • 79954626829 scopus 로고    scopus 로고
    • Hypoglycemic/hypoxic condition in vitro mimicking the tumor microenvironment markedly reduced the efficacy of anticancer drugs
    • H. Onozuka, T. Katsuya, E. Hiroyasu, Hypoglycemic/hypoxic condition in vitro mimicking the tumor microenvironment markedly reduced the efficacy of anticancer drugs, Cancer Sci. 102 (2011) 975-982.
    • (2011) Cancer Sci. , vol.102 , pp. 975-982
    • Onozuka, H.1    Katsuya, T.2    Hiroyasu, E.3
  • 43
    • 43049171554 scopus 로고    scopus 로고
    • Cellular life span and the Warburg effect
    • H. Kondoh, Cellular life span and the Warburg effect, Exp. Cell Res. 314 (2008) 1923-1928.
    • (2008) Exp. Cell Res. , vol.314 , pp. 1923-1928
    • Kondoh, H.1
  • 44
    • 77949695096 scopus 로고    scopus 로고
    • The emerging potential of poly (ADP-Ribose) polymerase inhibitors in the treatment of breast cancer
    • Y. Drew, R. Plummer, The emerging potential of poly (ADP-Ribose) polymerase inhibitors in the treatment of breast cancer, Curr. Opin. Obstet. Gynecol. 22 (2011) 67-71.
    • (2011) Curr. Opin. Obstet. Gynecol. , vol.22 , pp. 67-71
    • Drew, Y.1    Plummer, R.2
  • 45
    • 1942469956 scopus 로고    scopus 로고
    • MGMT: It's role in cancer aetiology and cancer therapeutics
    • S.L. Gerson, MGMT: it's role in cancer aetiology and cancer therapeutics, Nat. Rev. Cancer 4 (2004) 296-307.
    • (2004) Nat. Rev. Cancer , vol.4 , pp. 296-307
    • Gerson, S.L.1
  • 46
    • 77956693456 scopus 로고    scopus 로고
    • Perspective on the pipeline of drugs being developed with modulation of DNA damage as a target
    • R. Plummer, Perspective on the pipeline of drugs being developed with modulation of DNA damage as a target, Clin. Cancer Res. 16 (2010) 4527-4531.
    • (2010) Clin. Cancer Res. , vol.16 , pp. 4527-4531
    • Plummer, R.1
  • 48
    • 84888083058 scopus 로고    scopus 로고
    • The p53/HSP70 inhibitor, 2-phenylethynesulfonamide, causes oxidative stress, unfolded protein response and apoptosis in rainbow trout cells
    • F. Zeng, C. Tee, M. Liu, J.P. Sherry, B. Dixon, B.P. Duncker, N.C. Bols, The p53/HSP70 inhibitor, 2-phenylethynesulfonamide, causes oxidative stress, unfolded protein response and apoptosis in rainbow trout cells, Aquat. Toxicol. 146 (2014) 45-51.
    • (2014) Aquat. Toxicol. , vol.146 , pp. 45-51
    • Zeng, F.1    Tee, C.2    Liu, M.3    Sherry, J.P.4    Dixon, B.5    Duncker, B.P.6    Bols, N.C.7
  • 49
    • 0030703177 scopus 로고    scopus 로고
    • Opposite base-dependent reactions of a human base excision repair enzyme on DNA containing 7, 8-dihydro-8-oxoguanine and abasic sites
    • M. Bjoras, L. Luna, B. Johnsen, E. Hoff, T. Haug, T. Rognes, E. Seeberg, Opposite base-dependent reactions of a human base excision repair enzyme on DNA containing 7, 8-dihydro-8-oxoguanine and abasic sites, EMBO J. 16 (1997) 6314-6322.
    • (1997) EMBO J. , vol.16 , pp. 6314-6322
    • Bjoras, M.1    Luna, L.2    Johnsen, B.3    Hoff, E.4    Haug, T.5    Rognes, T.6    Seeberg, E.7
  • 53
    • 77955658191 scopus 로고    scopus 로고
    • BCR/ABL downregulates DNA-PK(CS)-dependent and upregulates backup non-homologous end joining in leukemic cells
    • T. Poplawski, J. Blasiak, BCR/ABL downregulates DNA-PK(CS)-dependent and upregulates backup non-homologous end joining in leukemic cells, MolBiol. Rep. 37 (2010) 2309-2315.
    • (2010) MolBiol. Rep. , vol.37 , pp. 2309-2315
    • Poplawski, T.1    Blasiak, J.2
  • 54
    • 0025829187 scopus 로고
    • Interactions of anilinoacridines with nucleic acids: Effects of substituent modifications on DNA-binding properties
    • R.M. Wadkins, D.E. Graves, Interactions of anilinoacridines with nucleic acids: effects of substituent modifications on DNA-binding properties, Biochemistry 30 (1991) 4277-4283.
    • (1991) Biochemistry , vol.30 , pp. 4277-4283
    • Wadkins, R.M.1    Graves, D.E.2
  • 55
    • 79959224583 scopus 로고    scopus 로고
    • Molecular docking: A powerful approach for structure-based drug discovery
    • X.Y. Meng, H.X. Zhang, M. Mezei, M. Cui, Molecular docking: a powerful approach for structure-based drug discovery, Curr. Comput. Aided Drug Des. 7 (2011) 146-157.
    • (2011) Curr. Comput. Aided Drug Des. , vol.7 , pp. 146-157
    • Meng, X.Y.1    Zhang, H.X.2    Mezei, M.3    Cui, M.4
  • 56
    • 84856009982 scopus 로고    scopus 로고
    • Natural product DNA major groove binders
    • P.L. Hamilton, D.P. Arya, Natural product DNA major groove binders, Nat. Prod. Rep. 29 (2012) 134-143.
    • (2012) Nat. Prod. Rep. , vol.29 , pp. 134-143
    • Hamilton, P.L.1    Arya, D.P.2
  • 57
    • 0036224847 scopus 로고    scopus 로고
    • DNA-binding of drugs used in medicinal therapies
    • G. Bischoff, S. Hoffmann, DNA-binding of drugs used in medicinal therapies, Curr. Med. Chem. 9 (2002) 312-348.
    • (2002) Curr. Med. Chem. , vol.9 , pp. 312-348
    • Bischoff, G.1    Hoffmann, S.2
  • 58
    • 34548451133 scopus 로고    scopus 로고
    • Noncovalent interactions with DNA: An overview
    • L. Strekowski, B. Wilson, Noncovalent interactions with DNA: an overview, Mutat. Res. 623 (2007) 3-13.
    • (2007) Mutat. Res. , vol.623 , pp. 3-13
    • Strekowski, L.1    Wilson, B.2
  • 59
    • 0031716053 scopus 로고    scopus 로고
    • The mutagenic potential of DNA double-strand break repair
    • P. Pfeiffer, The mutagenic potential of DNA double-strand break repair, Toxicol. Lett. 96-97 (1998) 119-129.
    • (1998) Toxicol. Lett. , vol.96-97 , pp. 119-129
    • Pfeiffer, P.1


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