메뉴 건너뛰기




Volumn 2, Issue JUL, 2014, Pages

Bis-indole derivatives with antitumor activity turn out to be specific ligands of human telomeric G-quadruplex

Author keywords

Anticancer activity; G quadruplex; Phenanthroline derivatives; Pyridine derivatives; Telomeric damage; Thermal stabilization

Indexed keywords


EID: 84987660604     PISSN: None     EISSN: 22962646     Source Type: Journal    
DOI: 10.3389/fchem.2014.00054     Document Type: Article
Times cited : (30)

References (41)
  • 1
    • 84860143899 scopus 로고    scopus 로고
    • The polymorphisms of DNA G-quadruplex investigated by docking experiments with telomestatin enantiomers
    • Alcaro, S., Costa, G., Distinto, S., Moraca, F., Ortuso, F., Parrotta, L., et al. (2012). The polymorphisms of DNA G-quadruplex investigated by docking experiments with telomestatin enantiomers. Curr. Pharm. Des. 18, 1873-1879. doi: 10.2174/138161212799958495
    • (2012) Curr. Pharm. Des , vol.18 , pp. 1873-1879
    • Alcaro, S.1    Costa, G.2    Distinto, S.3    Moraca, F.4    Ortuso, F.5    Parrotta, L.6
  • 3
  • 4
    • 84875464903 scopus 로고    scopus 로고
    • Quantitative visualization of DNA G-quadruplex structures in human cells
    • Biffi, G., Tannahill, D., McCafferty, J., and Balasubramanian, S. (2013). Quantitative visualization of DNA G-quadruplex structures in human cells. Nat. Chem. 5, 182-186. doi: 10.1038/nchem.1548
    • (2013) Nat. Chem , vol.5 , pp. 182-186
    • Biffi, G.1    Tannahill, D.2    McCafferty, J.3    Balasubramanian, S.4
  • 5
    • 84867744921 scopus 로고    scopus 로고
    • DNA secondary structures: stability and function of G-quadruplex structures
    • Bochman, L. N., Paeschke, K., and Zakian, V. A. (2012). DNA secondary structures: stability and function of G-quadruplex structures. Nat. Rev. Gen. 13, 770-780. doi: 10.1038/nrg3296
    • (2012) Nat. Rev. Gen , vol.13 , pp. 770-780
    • Bochman, L.N.1    Paeschke, K.2    Zakian, V.A.3
  • 6
    • 77952017562 scopus 로고    scopus 로고
    • Structural and conformational requisites in DNA quadruplex groove binding: another piece to the puzzle
    • Cosconati, S., Marinelli, L., Trotta, R., Virno, A., De Tito, S., Romagnoli, R., et al. (2010). Structural and conformational requisites in DNA quadruplex groove binding: another piece to the puzzle. J. Am. Chem. Soc. 132, 6425-6433. doi: 10.1021/ja1003872
    • (2010) J. Am. Chem. Soc , vol.132 , pp. 6425-6433
    • Cosconati, S.1    Marinelli, L.2    Trotta, R.3    Virno, A.4    De Tito, S.5    Romagnoli, R.6
  • 7
    • 70450158916 scopus 로고    scopus 로고
    • Tandem application of virtual screening and NMR experiments in the discovery of brand new DNA quadruplex groove binders
    • Cosconati, S., Marinelli, L., Trotta, R., Virno, A., Mayol, L., Novellino, E., et al. (2009). Tandem application of virtual screening and NMR experiments in the discovery of brand new DNA quadruplex groove binders. J. Am. Chem. Soc. 131, 16336-16337. doi: 10.1021/ja9063662
    • (2009) J. Am. Chem. Soc , vol.131 , pp. 16336-16337
    • Cosconati, S.1    Marinelli, L.2    Trotta, R.3    Virno, A.4    Mayol, L.5    Novellino, E.6
  • 8
    • 84869996732 scopus 로고    scopus 로고
    • Shooting for selective druglike G-quadruplex binders: evidence for telomeric DNA damage and tumor cell death
    • Cosconati, S., Rizzo, A., Trotta, R., Pagano, B., Iachettini, S., De Tito, S., et al. (2012). Shooting for selective druglike G-quadruplex binders: evidence for telomeric DNA damage and tumor cell death. J. Med. Chem. 55, 9785-9792. doi: 10.1021/jm301019w
    • (2012) J. Med. Chem , vol.55 , pp. 9785-9792
    • Cosconati, S.1    Rizzo, A.2    Trotta, R.3    Pagano, B.4    Iachettini, S.5    De Tito, S.6
  • 9
    • 47249089630 scopus 로고    scopus 로고
    • Polymorphism of human telomeric quadruplex structures
    • Dai, J., Carver, M., and Yang, D. (2008). Polymorphism of human telomeric quadruplex structures. Biochimie 90, 1172-1183. doi: 10.1016/j.biochi.2008.02.026
    • (2008) Biochimie , vol.90 , pp. 1172-1183
    • Dai, J.1    Carver, M.2    Yang, D.3
  • 10
    • 84855536627 scopus 로고    scopus 로고
    • Selective G-quadruplex DNA stabilizing agents based on bisquinolinium and bispyridinium derivatives of 1, 8-naphthyridine
    • Dhamodharan, V., Harikrishna, S., Jagadeeswaran, C., Halder, K., and Pradeepkumar, P. I. (2012). Selective G-quadruplex DNA stabilizing agents based on bisquinolinium and bispyridinium derivatives of 1, 8-naphthyridine. J. Org. Chem. 77, 229-242. doi: 10.1021/jo201816g
    • (2012) J. Org. Chem , vol.77 , pp. 229-242
    • Dhamodharan, V.1    Harikrishna, S.2    Jagadeeswaran, C.3    Halder, K.4    Pradeepkumar, P.I.5
  • 11
    • 84890516811 scopus 로고    scopus 로고
    • Exploring the chemical space of G-quadruplex binders: discovery of a novel chemotype targeting the human telomeric sequence
    • Di Leva, F. S., Zizza, P., Cingolani, C., D'Angelo, C., Pagano, B., Amato, J., et al. (2013). Exploring the chemical space of G-quadruplex binders: discovery of a novel chemotype targeting the human telomeric sequence. J. Med. Chem. 56, 9646-9654. doi: 10.1021/jm401185b
    • (2013) J. Med. Chem , vol.56 , pp. 9646-9654
    • Di Leva, F.S.1    Zizza, P.2    Cingolani, C.3    D'Angelo, C.4    Pagano, B.5    Amato, J.6
  • 12
    • 23944513381 scopus 로고    scopus 로고
    • Telomeres in evolution and evolution of telomeres
    • Fajkus, J., Sýkorová, E., and Leitch, A. R. (2005). Telomeres in evolution and evolution of telomeres. Chromosome Res. 13, 469-479. doi: 10.1007/s10577-005-0997-2
    • (2005) Chromosome Res , vol.13 , pp. 469-479
    • Fajkus, J.1    Sýkorová, E.2    Leitch, A.R.3
  • 13
    • 84875883286 scopus 로고    scopus 로고
    • Energetics of ligand binding to G-quadruplexes
    • Giancola, C., and Pagano, B. (2013). Energetics of ligand binding to G-quadruplexes. Top Curr. Chem. 330, 211-242. doi: 10.1007/128_2012_347
    • (2013) Top Curr. Chem , vol.330 , pp. 211-242
    • Giancola, C.1    Pagano, B.2
  • 14
  • 15
    • 77957967704 scopus 로고    scopus 로고
    • "One ring to bind them all"-Part II: identification of promising G-quadruplex ligands by screening of cyclophane-type macrocycles
    • Granzhan, A., Monchaud, D., Saettel, N., Guédin, A., Mergny, J. L., and Teulade-Fichou, M. P. (2010). "One ring to bind them all"-Part II: identification of promising G-quadruplex ligands by screening of cyclophane-type macrocycles. J. Nucleic Acids 2010:460561. doi: 10.4061/2010/460561
    • (2010) J. Nucleic Acids , vol.2010
    • Granzhan, A.1    Monchaud, D.2    Saettel, N.3    Guédin, A.4    Mergny, J.L.5    Teulade-Fichou, M.P.6
  • 16
    • 0025279931 scopus 로고
    • Telomeres shorten during ageing of human fibroblasts
    • Harley, C. B., Futcher, A. B., and Greider, C. W. (1990). Telomeres shorten during ageing of human fibroblasts. Nature 345, 458-460. doi: 10.1038/345458a0
    • (1990) Nature , vol.345 , pp. 458-460
    • Harley, C.B.1    Futcher, A.B.2    Greider, C.W.3
  • 18
    • 0030923688 scopus 로고    scopus 로고
    • Clinical implications of telomerase in cancer
    • Kim, N. W. (1997). Clinical implications of telomerase in cancer. Eur. J. Cancer 33, 781-786. doi: 10.1016/S0959-8049(97)00057-9
    • (1997) Eur. J. Cancer , vol.33 , pp. 781-786
    • Kim, N.W.1
  • 19
    • 78049395874 scopus 로고    scopus 로고
    • Solution structures of all parallel-stranded monomeric and dimeric G-quadruplex scaffolds of the human c-kit2 promoter
    • Kuryavyi, V., Phan, A. T., and Patel, D. J. (2010). Solution structures of all parallel-stranded monomeric and dimeric G-quadruplex scaffolds of the human c-kit2 promoter. Nucleic Acids Res. 38, 6757-6773. doi: 10.1093/nar/gkq558
    • (2010) Nucleic Acids Res , vol.38 , pp. 6757-6773
    • Kuryavyi, V.1    Phan, A.T.2    Patel, D.J.3
  • 20
    • 77953192496 scopus 로고    scopus 로고
    • A non-empirical chromophoric interpretation of CD spectra of DNA G-quadruplex structures
    • Masiero, S., Trotta, R., Pieraccini, S., De Tito, S., Perone, R., Randazzo, A., et al. (2010). A non-empirical chromophoric interpretation of CD spectra of DNA G-quadruplex structures. Org. Biomol. Chem. 8, 2683-2692. doi: 10.1039/c003428b
    • (2010) Org. Biomol. Chem , vol.8 , pp. 2683-2692
    • Masiero, S.1    Trotta, R.2    Pieraccini, S.3    De Tito, S.4    Perone, R.5    Randazzo, A.6
  • 21
    • 77957947673 scopus 로고    scopus 로고
    • "One ring to bind them all"-part I: the efficiency of the macrocyclic scaffold for G-quadruplex DNA recognition
    • Monchaud, D., Granzhan, A., Saettel, N., Guédin, A., Mergny, J. L., and Teulade-Fichou, M. P. (2010). "One ring to bind them all"-part I: the efficiency of the macrocyclic scaffold for G-quadruplex DNA recognition. J. Nucleic Acids 2010:525862. doi: 10.4061/2010/525862
    • (2010) J. Nucleic Acids , vol.2010
    • Monchaud, D.1    Granzhan, A.2    Saettel, N.3    Guédin, A.4    Mergny, J.L.5    Teulade-Fichou, M.P.6
  • 22
    • 70349932423 scopus 로고    scopus 로고
    • AutoDock4 and AutoDockTools4: automated docking with selective receptor flexibility
    • Morris, G. M., Huey, R., Lindstrom, W., Sanner, M. F., Belew, R. K., Goodsell, D. S., et al. (2009). AutoDock4 and AutoDockTools4: automated docking with selective receptor flexibility. J. Comput. Chem. 30, 2785-2791. doi: 10.1002/jcc.21256.
    • (2009) J. Comput. Chem , vol.30 , pp. 2785-2791
    • Morris, G.M.1    Huey, R.2    Lindstrom, W.3    Sanner, M.F.4    Belew, R.K.5    Goodsell, D.S.6
  • 23
    • 66549124907 scopus 로고    scopus 로고
    • The structures of quadruplex nucleic acids and their drug complexes
    • Neidle, S. (2009). The structures of quadruplex nucleic acids and their drug complexes. Curr. Opin. Struct. Biol. 19, 239-250. doi: 10.1016/j.sbi.2009.04.001
    • (2009) Curr. Opin. Struct. Biol , vol.19 , pp. 239-250
    • Neidle, S.1
  • 24
    • 84900824121 scopus 로고    scopus 로고
    • Small-molecule quadruplex-targeted drug discovery
    • Ohnmacht, S. A., and Neidle, S. (2014). Small-molecule quadruplex-targeted drug discovery. Bioorg. Med. Chem. Lett. 24, 2602-2612. doi: 10.1016/j.bmcl.2014.04.029
    • (2014) Bioorg. Med. Chem. Lett , vol.24 , pp. 2602-2612
    • Ohnmacht, S.A.1    Neidle, S.2
  • 25
    • 84860166246 scopus 로고    scopus 로고
    • State-of-the-art methodologies for the discovery and characterization of DNA G-quadruplex binders
    • Pagano, B., Cosconati, S., Gabelica, V., Petraccone, L., De Tito, S., Marinelli, L., et al. (2012). State-of-the-art methodologies for the discovery and characterization of DNA G-quadruplex binders. Curr. Pharm. Des. 18, 1880-1899. doi: 10.2174/138161212799958332
    • (2012) Curr. Pharm. Des , vol.18 , pp. 1880-1899
    • Pagano, B.1    Cosconati, S.2    Gabelica, V.3    Petraccone, L.4    De Tito, S.5    Marinelli, L.6
  • 26
    • 81055129995 scopus 로고    scopus 로고
    • Selective binding of distamycin a derivative to G-quadruplex structure [d(TGGGGT)]4
    • Pagano, B., Fotticchia, I., De Tito, S., Mattia, C. A., Mayol, L., Novellino, E., et al. (2010). Selective binding of distamycin a derivative to G-quadruplex structure [d(TGGGGT)]4. J. Nucleic Acids 2010:247137. doi: 10.4061/2010/247137
    • (2010) J. Nucleic Acids , vol.2010
    • Pagano, B.1    Fotticchia, I.2    De Tito, S.3    Mattia, C.A.4    Mayol, L.5    Novellino, E.6
  • 27
    • 48749109524 scopus 로고    scopus 로고
    • Topology conservation and loop flexibility in quadruplex-drug recognition: crystal structures of inter-and intramolecular telomeric DNA quadruplex-drug complexes
    • Parkinson, G. N., Cuenca, F., and Neidle, S. (2008). Topology conservation and loop flexibility in quadruplex-drug recognition: crystal structures of inter-and intramolecular telomeric DNA quadruplex-drug complexes. J. Mol. Biol. 381, 1145-1156. doi: 10.1016/j.jmb.2008.06.022.
    • (2008) J. Mol. Biol , vol.381 , pp. 1145-1156
    • Parkinson, G.N.1    Cuenca, F.2    Neidle, S.3
  • 28
    • 79960700586 scopus 로고    scopus 로고
    • The triazatruxene derivative azatrux binds to the parallel form of the human telomeric G-quadruplex under molecular crowding conditions: biophysical and molecular modeling studies
    • Petraccone, L., Fotticchia, I., Cummaro, A., Pagano, B., Ginnari-Satriani, L., Haider, S., et al. (2011). The triazatruxene derivative azatrux binds to the parallel form of the human telomeric G-quadruplex under molecular crowding conditions: biophysical and molecular modeling studies. Biochimie 93, 1318-1327. doi: 10.1016/j.biochi.2011.05.017
    • (2011) Biochimie , vol.93 , pp. 1318-1327
    • Petraccone, L.1    Fotticchia, I.2    Cummaro, A.3    Pagano, B.4    Ginnari-Satriani, L.5    Haider, S.6
  • 29
    • 34247160470 scopus 로고    scopus 로고
    • Structure of an unprecedented G-quadruplex scaffold in the human c-kit promoter
    • Phan, A. T., Kuryavyi, V., Burge, S., Neidle, S., and Patel, D. P. (2007). Structure of an unprecedented G-quadruplex scaffold in the human c-kit promoter. J. Am. Chem. Soc. 129, 4386-4392. doi: 10.1021/ja068739h
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 4386-4392
    • Phan, A.T.1    Kuryavyi, V.2    Burge, S.3    Neidle, S.4    Patel, D.P.5
  • 30
    • 0033118323 scopus 로고    scopus 로고
    • Telomeres and telomerase: broad effects on cell growth
    • Price, C. M. (1999). Telomeres and telomerase: broad effects on cell growth. Curr. Opin. Genet. Dev. 9, 218-224. doi: 10.1016/S0959-437X(99)80032-X
    • (1999) Curr. Opin. Genet. Dev , vol.9 , pp. 218-224
    • Price, C.M.1
  • 31
    • 84875896821 scopus 로고    scopus 로고
    • Circular dichroism of quadruplex structures
    • Randazzo, A., Spada, G. P., and Webba da Silva, M. (2013). Circular dichroism of quadruplex structures. Top. Curr. Chem. 330, 67-86. doi: 10.1007/128_2012_331
    • (2013) Top. Curr. Chem , vol.330 , pp. 67-86
    • Randazzo, A.1    Spada, G.P.2    Webba da Silva, M.3
  • 33
    • 56749151077 scopus 로고    scopus 로고
    • A novel small molecule that alters shelterin integrity and triggers a DNA-damage response at telomeres
    • Rodriguez, R., Muller, S., Yeoman, J. A., Trentesaux, C., Riou, J.-F., and Balasubramanian, S. (2008). A novel small molecule that alters shelterin integrity and triggers a DNA-damage response at telomeres. J. Am. Chem. Soc. 130, 15758-15759. doi: 10.1021/ja805615w
    • (2008) J. Am. Chem. Soc , vol.130 , pp. 15758-15759
    • Rodriguez, R.1    Muller, S.2    Yeoman, J.A.3    Trentesaux, C.4    Riou, J.-F.5    Balasubramanian, S.6
  • 34
    • 36049045013 scopus 로고    scopus 로고
    • Telomere damage induced by the G-quadruplex ligand RHPS4 has an antitumor effect
    • Salvati, E., Leonetti, C., Rizzo, A., Scarsella, M., Mottolese, M., Galati, R., et al. (2007). Telomere damage induced by the G-quadruplex ligand RHPS4 has an antitumor effect. J. Clin. Invest. 117, 3236-3247. doi: 10.1172/JCI32461
    • (2007) J. Clin. Invest , vol.117 , pp. 3236-3247
    • Salvati, E.1    Leonetti, C.2    Rizzo, A.3    Scarsella, M.4    Mottolese, M.5    Galati, R.6
  • 35
    • 78649507645 scopus 로고    scopus 로고
    • PARP1 activated at telomeres upon G4 stabilization: possible target for telomere-based therapy
    • Salvati, E., Scarsella, M., Porru, M., Rizzo, A., Iachettini, S., Tentori, L., et al. (2010). PARP1 activated at telomeres upon G4 stabilization: possible target for telomere-based therapy. Oncogene 29, 6280-6293. doi: 10.1038/onc.2010.344
    • (2010) Oncogene , vol.29 , pp. 6280-6293
    • Salvati, E.1    Scarsella, M.2    Porru, M.3    Rizzo, A.4    Iachettini, S.5    Tentori, L.6
  • 36
    • 19844382620 scopus 로고    scopus 로고
    • Senescence and immortalization: role of telomeres and telomerase
    • Shay, J. W., and Wright, W. E. (2005). Senescence and immortalization: role of telomeres and telomerase. Carcinogenesis 26, 867-874. doi: 10.1093/carcin/bgh296
    • (2005) Carcinogenesis , vol.26 , pp. 867-874
    • Shay, J.W.1    Wright, W.E.2
  • 37
    • 0030786928 scopus 로고    scopus 로고
    • Inhibition of human telomerase by a G-quadruplex-interactive compound
    • Sun, D., Thompson, B., Cathers, B. E., Salazar, M., Kerwin, S. M., Trent, J. O., et al. (1997). Inhibition of human telomerase by a G-quadruplex-interactive compound. J. Med. Chem. 40, 2113-2116. doi: 10.1021/jm970199z
    • (1997) J. Med. Chem , vol.40 , pp. 2113-2116
    • Sun, D.1    Thompson, B.2    Cathers, B.E.3    Salazar, M.4    Kerwin, S.M.5    Trent, J.O.6
  • 38
    • 0042420304 scopus 로고    scopus 로고
    • DNA damage foci at dysfunctional telomeres
    • Takai, H., Smogorzewska, A., and de Lange, T. (2003). DNA damage foci at dysfunctional telomeres. Curr. Biol. 13, 1549-1556. doi: 10.1016/S0960-9822(03)00542-6
    • (2003) Curr. Biol , vol.13 , pp. 1549-1556
    • Takai, H.1    Smogorzewska, A.2    de Lange, T.3
  • 39
    • 20444391346 scopus 로고    scopus 로고
    • Chromatin in need of a fix: phosphorylation of H2AX connects chromatin to DNA repair
    • Thiriet, C., and Hayes, J. J. (2005). Chromatin in need of a fix: phosphorylation of H2AX connects chromatin to DNA repair. Mol. Cell 18, 617-622. doi: 10.1016/j.molcel.2005.05.008
    • (2005) Mol. Cell , vol.18 , pp. 617-622
    • Thiriet, C.1    Hayes, J.J.2
  • 40
    • 0030731928 scopus 로고    scopus 로고
    • Normal human chromosomes have long G-rich telomeric overhangs at one end
    • Wright, W. E., Tesmer, V. M., Huffman, K. E., Levene, S. D., and Shay, J. W. (1997). Normal human chromosomes have long G-rich telomeric overhangs at one end. Genes Dev. 11, 2801-2809. doi: 10.1101/gad.11.21.2801
    • (1997) Genes Dev , vol.11 , pp. 2801-2809
    • Wright, W.E.1    Tesmer, V.M.2    Huffman, K.E.3    Levene, S.D.4    Shay, J.W.5
  • 41
    • 0025877846 scopus 로고
    • Inhibition of telomerase by G-quartet DNA structures
    • Zahler, A. M., Williamson, J. R., Cech, T. R., and Prescott, D. M. (1991). Inhibition of telomerase by G-quartet DNA structures. Nature 350, 718-720. doi: 10.1038/350718a0
    • (1991) Nature , vol.350 , pp. 718-720
    • Zahler, A.M.1    Williamson, J.R.2    Cech, T.R.3    Prescott, D.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.