PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
Tytuł artykułu

Inhibitory cholinoesteraz w terapii choroby Alzheimera

Treść / Zawartość
Identyfikatory
Warianty tytułu
EN
Cholinesterase inhibitors in Alzheimer disease therapy
Języki publikacji
PL
Abstrakty
EN
In recent years, a progressive increase in age-related disorders could be observed in most western countries, among which Alzheimer’s disease (AD) is one of the most challenging. The progress of AD is characterized by a severe loss in memory and cognition, leading to behavioral changing, depression and death. Currently approved treatments, including the acetylcholinesterase inhibitors (AChEIs) donepezil, galantamine and rivastigmine and N-methyl-d-aspartate (NMDA) antagonist memantine, do not halt the progression of the disease. The discovering of multifunctional compounds considering that several dual binding site AChEIs were able to reach different targets, guided the development of new drug design strategy, the multi-target-directed ligand (MTDL) approach. This review shows briefly summaries past and present research on the cholinesterase inhibitors (ChIs) able to interact with other targets contributing in aetiology of Alzheimer’s disease.
Rocznik
Strony
767--788
Opis fizyczny
Bibliogr. 120 poz., schem.
Twórcy
autor
  • Wydział Chemii Uniwersytetu Warszawskiego ul. Pasteura 1, 02-093 Warszawa
autor
  • Wydział Chemii Uniwersytetu Warszawskiego ul. Pasteura 1, 02-093 Warszawa
Bibliografia
  • [1] A. Alzheimer, R. A. Stelzmann, H.N. Schnitzlein, F.R. Murtagh, Clinical Anat., 1995, 8, 429.
  • [2] M. Prince, E. Albanese, M. Guerchet, M. Prina, World Alzheimer Report 2014, Alzheimer’s Disease International (ADI), Londyn, 2014.
  • [3] R. Mayeux, Y. Stern, Cold Spring Harb Perspect. Med., 2012, 2, a006239.
  • [4] A. Castro, A. Martinez, Curr. Pharm. Des., 2006, 12, 4377.
  • [5] A.C. Alons, I. Grundke-Iqbal, K. Iqbal, Nat. Med., 1996, 2, 783.
  • [6] A. Mudher, S. Lovestone, Trends in Neurosciances, 2002, 25, 22.
  • [7] J.K. Andersen, Nat. Med., 2004, 10, S18.
  • [8] J.L. Cummings, Rev. Neurol. Dis., 2004, 1, 60.
  • [9] P.T. Francis, A.M. Palmer, M. Snape, G.K. Wilcock, J. Neurol. Neurosurg. Psychiatry, 1999, 66, 137.
  • [10] C.G. Parsons, A. Stoffler, W. Danysz, Neuropharmacology, 2007, 53, 699.
  • [11] C.G. Parsons, W. Danysz, G. Quack, Neuropharmacology, 1999, 38, 735.
  • [12] A. Cavalli, M.L. Bolognesi, A. Minarini, M. Rosini, V. Tumiatti, M. Recanatini, C. Melchiorre, J. Med. Chem., 2008, 51, 347.
  • [13] J. Hardy, D.J. Selkoe, Science, 2002, 297, 353.
  • [14] C. Venugopal, C.M. Demos, K.S. Rao, M.A. Pappolla, K. Sambamurti, CNS Neurol. Disord. Drug Targets, 2008, 7, 278.
  • [15] F. Hernandez, E. Gomez de Barreda, A. Fuster-Matanzo, J.J. Lucas, J. Avila, Exp. Neurol., 2010, 223, 322.
  • [16] M.J. Berridge, Neurochem Res 2011, 36, 1149.
  • [17] D. Di Bona, G. Scapagnini, G. Candore, L. Castiglia, G. Colonna-Romano, G. Duro, D. Nuzzo, F. Iemolo, D. Lio, M. Pellicano, V. Scafidi, C. Caruso, S. Vasto, Curr. Pharm. Des., 2010, 16, 684.
  • [18] B.J. Everitt, T.W. Robbins, Annu. Rev. Psychol., 1997, 48, 649.
  • [19] M.E. Hasselmo, Trends Cogn. Sci., 1999, 3, 351.
  • [20] E. Perry, M. Walker, J. Grace, R. Perry, Trends Neurosci., 1999, 22, 273.
  • [21] P.J. Whitehouse, D.L. Price, R.G. Struble, A.W. Clark, J.T. Coyle, M.R. Delon, Science, 1982, 215, 1237.
  • [22] E.K. Perry, B.E. Tomlinson, G. Blessed, K. Bergmann, P.H. Gibson, R.H. Perry, Br. Med. J., 1978, 2, 1457.
  • [23] J.J. Buccafusco, A.V. Terry Jr., J, Pharmacol, Exp, Ther,. 2000, 295, 438.
  • [24] N.H. Greig, T. Utsuki, Q.S. Yu, Curr. Med. Res. Opin., 2001, 17, 159.
  • [25] A.L. Guillozet, J.F. Smiley, D.C. Mash, M.M. Mesulam, Ann. Neurol., 1997, 42, 909.
  • [26] J. Vetulani, Roczn. Psychogeriatr.. 2003, 6, 1.
  • [27] S. Bellantonio, G.A. Kuchel, Trends Pharmacol. Sci.. 2002, 23, 192.
  • [28] R.J. Harvey, S. Eagger, Rev. Contemp. Pharmacother.. 1995, 6, 335.
  • [29] J.M. Knapp, D.S. Knopman, P.R. Solomon, W.W. Pendlebury, C.S. Davis, S.I. Gracon, JAMA. 1994, 271, 985.
  • [30] M.W. Fariss, V.R. Mumaw, L.P. Walton, Toxicol, In Vitro. 1996, 10, 383.
  • [31] R.J. Polinsky, Clin. Ther., 1998, 20, 634.
  • [32] L.J. Scott, K.L. Goa, Drugs, 2000, 60, 1095.
  • [33] H.M. Bryson, P. Benfield, Donepezil. Drugs Aging., 1997, 10, 234.
  • [34] A. Nordberg, A.L. Svensson, Drug. Saf., 1998, 19, 465.
  • [35] S.M. Stahl, J. Clin. Psychiat., 2000, 61, 710.
  • [36] N.C. Inestrosa, A. Alvarez, F. Calderon, Mol. Psychiatry, 1996, 1, 359.
  • [37] M. Hoshi, A. Takashima, M. Murayama, K. Yasutake, N. Yoshida, K. Ishiguro, T. Hoshino, K. Ima¬hori, J. Biol. Chem., 1997, 272, 2038.
  • [38] D.J. Selkoe, Nature, 1999, 399, A23.
  • [39] G.V. De Ferrari, M.A. Canales, I. Shin, L.M. Weiner, I. Silman, N.C. Inestrosa, Biochemistry, 2001, 40, 10447.
  • [40] M. Bartolini, C. Bertucci, V. Cavrini, V. Andrisano, Biochem. Pharmacol., 2003, 65, 407.
  • [41] J.L. Sussman, M. Harel, F. Frolow, C. Oefner, A. Goldman, L. Toker, I. Silman, Science, 1991, 253, 872.
  • [42] G. Kryger, I. Silman, J.L. Sussman, Structure, 1999, 7, 297.
  • [43] H.M. Greenblatt, I. Sillman, J.L. Sussman, Drug. Dev. Res., 2000, 50, 573.
  • [44] D. Munoz-Torrero, P. Camps, Curr. Med. Chem., 2006, 13, 399.
  • [45] Y.P. Pang, F. Hong, P. Quiram, T. Jelacic, S. Brimijoin, J. Chem. Soc. Perkin Trans. 1, 1997, 171.
  • [46] L. Nilsson, A. Nordberg, J. Hardy, P. Wester, B. Winblad, J. Neural. Transm., 1986, 67, 275.
  • [47] X.C. Tang, P. De Sarno, K. Sugaya, E. Giacobini, J. Neurosci. Res. 1989, 24, 276.
  • [48] P. Camps, B. Cusack, W.D. Mallender, R.E. El Achab, J. Morral, D. Munoz-Torrero, T.L. Rosenberry, Mo.l Pharmacol., 2000, 57, 409.
  • [49] A. Cavalli, G. Bottegoni, C. Raco, M. De Vivo, M. Recanatini, J. Med. Chem., 2004, 47, 3991.
  • [50] Y.P. Pang, P. Quiram, T. Jelacic, F. Hong, S. Brimijoin, J. Biol. Chem., 1996, 271, 23646.
  • [51] J. Liu, W. Ho, N.T. Lee, P.R. Carlier, Y. Pang, Y. Han, Neurosci. Lett., 2000, 282, 165.
  • [52] W. Li, R. Pi, H.H. Chan, H. Fu, N.T. Lee, H.W. Tsang, Y. Pu, D.C. Chang, C. Li, J. Luo, K. Xiong, Z. Li, H. Xue, P.R. Carlier, Y. Pang, K.W. Tsim, M. Li, Y. Han, J. Biol. Chem., 2005, 280, 18179.
  • [53] H. Fu, W. Li, Y. Lao, J. Luo, N.T. Lee, K.K. Kan, H.W. Tsang, K.W. Tsim, Y. Pang, Z. Li, D.C. Chang, M. Li, Y. Han, J. Neurochem., 2006, 98, 1400.
  • [54] X.Q. Xiao, N.T. Lee, P.R. Carlier, Y. Pang, Y.F. Han, Neurosci. Lett., 2000, 290, 197.
  • [55] M.L. Bolognesi, A. Cavalli, L. Valgimigli, M. Bartolini, M. Rosini, V. Andrisano, M. Recanatini, C. Melchiorre, J. Med. Chem., 2007, 50, 6446.
  • [56] H. Fu, W. Li, J. Luo, N.T. Lee, M. Li, K.W. Tsim, Y. Pang, M.B. Youdim, Y. Han, Biochem. Biophys. Res. Commun., 2008, 366, 631.785
  • [57] M.L. Bolognesi, M. Bartolini, F. Mancini, G. Chiriano, L. Ceccarini, M. Rosini, A. Milelli, V. Tumiatti, V. Andrisano, C. Melchiorre, Chem. Med. Chem. 2010, 5, 1215.
  • [58] P. Camps, X. Formosa, D. Munoz-Torrero, J. Petrignet, A. Badia, M.V. Clos, J. Med. Chem., 2005, 48, 1701.
  • [59] W.G. Lewis, L.G. Green, F. Grynszpan, Z. Radic, P.R. Carlier, P. Taylor, M.G. Finn, K.B. Sharpless, Angew Chem. Int. Ed. Engl., 2002, 41, 1053.
  • [60] R. Manetsch, A. Krasinski, Z. Radic, J. Raushel, P. Taylor, K.B. Sharpless, H.C. Kolb, J. Am. Chem. Soc., 2004, 126, 12809.
  • [61] D. Shao, C. Zou, C. Luo , X. Tang, Y. Li, Bioorg. Med. Chem. Lett., 2004, 14, 4639.
  • [62] P. Camps, X. Formosa, C. Galdeano, T. Gomez, D. Munoz-Torrero, M. Scarpellini, E. Viayna, A. Badia, M.V. Clos, A. Camins, M. Pallas, M. Bartolini, F. Mancini, V. Andrisano, J. Estelrich, M. Lizondo, A. Bidon-Chanal, F.J. Luque, J. Med. Chem., 2008, 51, 3588.
  • [63] A. Gella, N. Durany, Cell Adh. Migr., 2009, 3, 88.
  • [64] H.P. Lee, X. Zhu, G. Casadesus, R.J. Castellani, A. Nunomura, M.A. Smith, H.G. Lee, G. Perry, Expert Rev. Neurother., 2010, 10, 1201.
  • [65] G. Perry, A. Nunomura, K. Hirai, X. Zhu, M. Perez, J. Avila, R.J. Castellani, C.S. Atwood, G. Aliev, L.M. Sayre, A. Takeda, M.A. Smith, Free Radic. Biol. Med., 2002, 33, 1475.
  • [66] R.A. Floyd, K.Hensley, Neurobiol. Aging, 2002, 23, 795.
  • [67] L. Holmquist, G. Stuchbury, K. Berbaum, S. Muscat, S. Young, K. Hager, J. Engel, G. Munch, Pharmacol. Ther., 2007, 113, 154.
  • [68] M. Rosini, V. Andrisano, M. Bartolini, M.L. Bolognesi, P. Hrelia, A. Minarini, A. Tarozzi, C. Melchiorre, J. Med. Chem., 2005, 48, 360.
  • [69] J. Heilmann, I. Calis, H. Kirmizibekmez, W. Schuhly, S. Harput, O. Sticher, Planta Med., 2000, 66, 746.
  • [70] S. Trombino, S. Serini, F. Di Nicuolo, L. Celleno, S. Ando, N. Picci, G. Calviello, P. Palozza, J. Agric. Food Chem., 2004, 52, 2411.
  • [71] L. Fang, B. Kraus, J. Lehmann, J. Heilmann, Y. Zhang, M. Decker, Bioorg. Med. Chem. Lett., 2008, 18, 2905.
  • [72] J.J. Yan, J.Y. Cho, H.S. Kim, K.L. Kim, J.S. Jung, S.O. Huh, H.W. Suh, Y.H. Kim, D.K. Song, Br. J. Pharmacol., 2001, 133, 89.
  • [73] R.J. Reiter, D.X. Tan, J.C. Mayo, R.M. Sainz, J. Leon, Z. Czarnocki, Acta Biochimica Polonica, 2003, 50, 1129.
  • [74] R.J. Reiter, Prog. Neurobiol., 1998, 56, 359.
  • [75] M.I. Rodriguez-Franco, M.I. Fernandez-Bachiller, C. Perez, B. Hernandez-Ledesma, B. Barto¬lome, J. Med. Chem., 2006, 49, 459.
  • [76] M.I. Fernandez-Bachiller, C. Perez, N.E. Campillo, J.A. Paez, G.C. Gonzalez-Munoz, P. Usan, E. Garcia-Palomero, M.G. Lopez, M. Villarroya, A.G. Garcia, A. Martinez, M.I. Rodriguez-Franco, Chem. Med. Chem., 2009, 4, 828.
  • [77] R.J. Reiter, D.X. Tan, M. Pilar Terron, L.J. Flores, Z. Czarnocki, Acta Biochimica Polonica, 2007, 54, 1.
  • [78] A. Siwicka, Z. Molęda, K. Wojtasiewicz, A. Zawadzka, J.K. Maurin, M. Panasiewicz, T. Pacuszka, Z. Czarnocki, J. Pineal Res., 2008, 45, 40.
  • [79] N.H. Greig, X-F. Pei, T.T. Soncrant, D.K. Ingram, N.W. Shock, A. Brossi, Med. Res. Rev., 1995, 15, 3.
  • [80] Z. Molęda, K. Wojtasiewicz, M. Panasiewicz, Z. Czarnocki, J. Pineal. Res., 2010, 49, 55.
  • [81] A. Zawadzka, I. Łozińska, Z. Molęda, M. Panasiewicz, Z. Czarnocki J. Pineal Res., 2013, 54, 435.
  • [82] A. Zawadzka, Z. Czarnocki, I. Łozińska, Z. Molęda, M. Panasiewicz, US Patent No.: 8,841,453 B2; Sep. 23, 2014.786
  • [83] A. Zawadzka, Z. Czarnocki, I. Łozińska, Z. Molęda, M. Panasiewicz, EP No.: 2 714 658 B1; Apr. 29, 2015.
  • [84] A. Zawadzka, Z. Czarnocki, I. Łozińska, Z. Molęda, M. Panasiewicz, PL Patent Nr: 219106 B1; 31.03.2015.
  • [85] J. Lundkvist, J. Naslund, Curr. Opin. Pharmacol., 2007, 7, 112.
  • [86] L. Piazzi, A. Cavalli, F. Colizzi, F. Belluti, M. Bartolini, F. Mancini, M. Recanatini, V. Andrisano, A. Rampa, Bioorg. Med. Chem. Lett., 2008, 18, 423.
  • [87] L. Piazzi, A. Rampa, A. Bisi, S. Gobbi, F. Belluti, A. Cavalli, M. Bartolini, V. Andrisano, P. Valenti, M. Recanatini, J. Med. Chem., 2003, 46, 2279.
  • [88] T. Guo, D.W. Hobbs, Curr. Med. Chem., 2006, 13, 1811.
  • [89] L. Piazzi, A. Cavalli, F. Belluti, A. Bisi, S. Gobbi, S. Rizzo, M. Bartolini, V. Andrisano, M. Recanatini, A. Rampa, J. Med. Chem., 2007, 50, 4250.
  • [90] Y. Zhu, K. Xiao, L. Ma, B. Xiong, Y. Fu, H. Yu, W. Wang, X. Wang, D. Hu, H. Peng, J. Li, Q. Gong, Q. Chai, X. Tang, H. Zhang, J. Li, J. Shen, Bioorg. Med. Chem., 2009, 17, 1600.
  • [91] J.N. Cumming, T.X. Le, S. Babu, C. Carroll, X. Chen, L. Favreau, P. Gaspari, T. Guo, D.W. Hobbs, Y. Huang, U. Iserloh, M.E. Kennedy, R. Kuvelkar, G. Li, J. Lowrie, N.A. McHugh, L. Ozgur, J. Pan, E.M. Parker, K. Saionz, A.W. Stamford, C. Strickland, D. Tadesse, J. Voigt, L. Wang, Y. Wu, L. Zhang, Q. Zhang, Bioorg. Med. Chem. Lett., 2008, 18, 3236.
  • [92] W. Yang, W. Lu, Y. Lu, M. Zhong, J. Sun, A.E. Thomas, J.M. Wilkinson, R.V. Fucini, M. Lam, M. Randal, X.P. Shi, J.W. Jacobs, R.S. McDowell, E.M. Gordon, M.D. Ballinger, J. Med. Chem., 2006, 49, 839.
  • [93] A.K. Ghosh, N. Kumaragurubaran, L. Hong, S. Kulkarni, X. Xu, H.B. Miller, D.S. Reddy, V. Weerasena, R. Turner, W. Chang, G. Koelsch, J. Tang, Bioorg. Med. Chem. Lett., 2008, 18, 1031.
  • [94] P. Camps, X. Formosa, C. Galdeano, D. Munoz-Torrero, L. Ramirez, E. Gomez, N. Isambert, R. Lavilla, A. Badia, M.V. Clos, M. Bartolini, F. Mancini, V. Andrisano, M.P. Arce, M. Rodriguez-Franco, O. Huertas, T. Dafni, F.J. Luque, J. Med. Chem., 2009, 52, 5365.
  • [95] P. Camps, X. Formosa, C. Galdeano, T. Gomez, D. Munoz-Torrero, L. Ramirez, E. Viayna, E. Gomez, N. Isambert, R. Lavilla, A. Badia, M.V. Clos, M. Bartolini, F. Mancini, V. Andrisano, A. Bidon-Chanal, O. Huertas, T. Dafni, F.J. Luque, Chem. Biol. Interact., 2010, 187, 411.
  • [96] A. Cavalli, M.L. Bolognesi, S. Capsoni, V. Andrisano, M. Bartolini, E. Margotti, A. Cattaneo, M. Recanatini, C. Melchiorre, Angew Chem. Int. Ed. Engl., 2007, 46, 3689.
  • [97] C. Melchiorre, V. Andrisano, M.L. Bolognesi, R. Budriesi, A. Cavalli, V. Cavrini, M. Rosini, V. Tumiatti, M. Recanatini, J. Med. Chem., 1998, 41, 4186.
  • [98] M.L. Bolognesi, V. Andrisano, M. Bartolini, R. Banzi, C. Melchiorre, J. Med. Chem., 2005, 48, 24.
  • [99] M.L. Bolognesi, A. Minarini, V. Tumiatti, C. Melchiorre, Mini Rev. Med. Chem., 2006, 6, 1269.
  • [100] M.L. Bolognesi, A. Cavalli, C. Melchiorre, Neurotherapeutics, 2009, 6, 152.
  • [101] C. Holscher, Neurobiol. Dis., 1998, 5, 129.
  • [102] T. Yagami, H. Kohma, Y. Yamamoto, Curr. Med. Chem., 2012, 19, 4816.
  • [103] D.H. Small, Neurochem. Res., 2009, 34, 1824.
  • [104] D. Ripova, V. Platilova, A. Struneka, R. Jirak, C. Hoschl, Neurobiol. Aging, 2000, 5, 729.
  • [105] A. Demuro, I. Parker, G.E. Stutzmann, J. Biol. Chem., 2010, 285, 112463.
  • [106] R. Towart, S. Kazda, Br. J. Pharmacol., 1979, 67, 409P.
  • [107] J. Marco-Contelles, R. Leon, C. de los Rios, A. Samadi, M. Bartolini, V. Andrisano, O. Huertas, X. Barril, F.J. Luque, M.I. Rodriguez-Franco, B. Lopez, M.G. Lopez, A.G. Garcia, C. Carreiras Mdo, M. Villarroya, J. Med. Chem., 2009, 52, 2724.
  • [108] F. Leblhüber, Acta Med. Aust., 1994, 21, 104.
  • [109] M.A. Raskind, J. Clin. Psychiat., 1999, 60, 45.787
  • [110] E.F. Coccaro, L.J. Sievier, Neuropsychopharmacology: The Fifth Generation of Progress, Lippincott Wiliams & Wilkins, Philadelphia 2002, str. 1709.
  • [111] A.F. Schatzenberg, S.J. Garlow, C.B. Nemeroff, Neuropsychopharmacology: The Fifth Generation of Progress, Lippincott Wiliams & Wilkins, Philadelphia 2002, str. 11039.
  • [112] G. Alper, F.K. Girgin, M. Ozgonul, G. Mentes, B. Ersoz, Eur. Neuropsychopharmacol. 1999, 9, 247.
  • [113] R. Tabakman, S. Lecht, P. Lazarovoci, BioEssays, 2003, 26, 8090.
  • [114] J. Sterling, Y. Herzig, T. Goren, N. Finkelstein, D. Lerner, W. Goldenberg, I. Miskolczi, S. Molnar, F. Rantal, T. Tamas, G. Toth, A. Zagyva, A. Zekany, J. Finberg, G. Lavian, A. Gross, R. Friedman, M. Razin, W. Huang, B. Krais, M. Chorev, M.B. Youdim, M. Weinstock, J. Med. Chem., 2002, 45, 5260.
  • [115] M.B. Youdim, T. Amit, O. Bar-Am, O. Weinreb, M. Yogev-Falach, Neurotoxic. Res., 2006, 10, 181.
  • [116] M.B. Youdim, Exp. Neurobiol., 2013, 22, 1.
  • [117] H. Kogen, N. Toda, K. Tago, S. Marumoto, K. Takami, M. Ori, N. Yamada, K. Koyama, S. Naruto, K. Abe, R. Yamazaki, T. Hara, A. Aoyagi, Y. Abe, T. Kaneko, Org. Lett., 2002, 4, 3359.
  • [118] N. Toda, K. Tago, S. Marumoto, K. Takami, M. Ori, N. Yamada, K. Koyama, S. Naruto, K. Abe, R. Yamazaki, T. Hara, A. Aoyagi, Y. Abe, T. Kaneko, H. Kogen, Bioorg. Med. Chem., 2003, 11, 1935.
  • [119] N. Toda, K. Tago, S. Marumoto, K. Takami, M. Ori, N. Yamada, K. Koyama, S. Naruto, K. Abe, R. Yamazaki, T. Hara, A. Aoyagi, Y. Abe, T. Kaneko, H. Kogen, Bioorg. Med. Chem., 2003, 11, 4389.
  • [120] Y. Abe, A. Aoyagi, T. Hara, K. Abe, R. Yamazaki, Y. Kumagae, S. Naruto, K. Koyama, S. Marumoto, K. Tago, N. Toda, K. Takami, N. Yamada, M. Ori, H. Kogen, T. Kaneko, J. Pharmacol. Sci., 2003, 93, 95.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-c9999ded-ff87-4a26-9645-92aad01aa5f1
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.