Citation: ZENG Ling-Xiao, LI Xin-Ran, JIN Hong-Wei, LIU Zhen-Ming, ZHANG Liang-Ren. Comparison of the Selectivity of Human Adenosine Receptor Anta nists Based on Structure and Pharmacophore Features[J]. Acta Physico-Chimica Sinica, ;2015, 31(8): 1584-1596. doi: 10.3866/PKU.WHXB201505253 shu

Comparison of the Selectivity of Human Adenosine Receptor Anta nists Based on Structure and Pharmacophore Features

1.
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical, Peking University, Beijing 100191, P. R. China

Received Date: 17 April 2015
Available Online: 25 May 2015
Fund Project: 国家自然科学基金(21272017) (21272017)教育部博士点基金(20090001120049)资助项目 (20090001120049)

Adenosine receptors (ARs) are crucial therapeutic targets, and selective adenosine receptor anta nists are promising for numerous therapeutic applications. In this study, three dimensional models of human adenosine A₁, A_2B, and A₃ receptors (A₁AR, A_2BAR, A₃AR, respectively) were generated by homology modeling. In addition, pharmacophore models of the anta nists of four human adenosine receptor subtypes were developed using the LigandScout 3.12 program. Furthermore, Induced Fit Docking module of Schrödinger program was implemented to investigate receptor-ligand interactions. The results show that because of the subfamily-wide conservation of the core pocket residues, the ligand binding pockets of the three raw AR homology models are extremely similar, which poses challenges for subtype selective ligand recognition. However, the pharmacophore models of the four AR subtypes differ in pharmacophore features and spatial configuration, which are also consistent with previous site-directed mutagenesis studies. This indicates that binding site optimization is a crucial step in model generation, and the distributions for a set of pharmacophore features in ligand-based pharmacophore, including hydrogen bond acceptors, hydrogen bond donors, hydrophobic centroids, and aromatic rings, can reflect the position and direction characterization of hydrogen bonds and hydrophobic cavities, which aid identification and characterization of binding sites. This study may provide a significant theoretical foundation for further raw model optimization in homology modeling and discovery of novel selective human adenosine receptor anta nists.
- Pharmacophore,
- Human adenosine receptor,
- Anta nist,
- Selectivity
1. [1]
  
  (1) Krishnan, A.; Almen, M. S.; Fredriksson, R.; Schioth, H. B. PLoS One 2012, 7 (1), e29817.
2. [2]
  (2) Lappano, R.; Maggiolini, M. Nat. Rev. Drug Discov. 2011, 10 (1), 47. doi: 10.1038/nrd3320
3. [3]
  (3) Liang, F.; Yue, J.; Wang, J.; Zhang, L.; Fan, R.; Zhang, H.; Zhang, Q. Med. Oncol. 2015, 32 (3), 49. doi: 10.1007/s12032-015-0486-1
4. [4]
  (4) Overington, J. P.; Al-Lazikani, B.; Hopkins, A. L. Nat. Rev. Drug Discov. 2006, 5 (12), 993. doi: 10.1038/nrd2199
5. [5]
  (5) Chen, J. F.; Eltzschig, H. K.; Fredholm, B. B. Nat. Rev. Drug Discov. 2013, 12 (4), 265. doi: 10.1038/nrd3955
6. [6]
  (6) Ke, Y. R.; Jin, H. W.; Liu, Z. M.; Zhang, L. R. Acta Phys. -Chim. Sin. 2010, 26 (10), 2833. [柯艳蓉, 金宏威, 刘振明, 张亮仁. 物理化学学报, 2010, 26 (10), 2833.] doi: 10.3866/PKU.WHXB20100916
7. [7]
  (7) Robeva, A. S.; Woodard, R. L.; Jin, X.; Gao, Z.; Bhattacharya, S.; Taylor, H. E.; Rosin, D. L.; Linden, J. Drug Develop. Res. 1996, 39 (3-4), 243.
8. [8]
  (8) Fredholm, B. B.; AP, I. J.; Jacobson, K. A.; Klotz, K. N.; Linden, J. Pharmacol. Rev. 2001, 53 (4), 527.
9. [9]
  (9) Jacobson, K. A.; Gao, Z. G. Nat. Rev. Drug Discov. 2006, 5 (3), 247. doi: 10.1038/nrd1983
10. [10]
  (10) Sliwoski, G.; Kothiwale, S.; Meiler, J.; Lowe, E. W., Jr. Pharmacol. Rev. 2014, 66 (1), 334.
11. [11]
  (11) Congreve, M.; Langmead, C. J.; Mason, J. S.; Marshall, F. H. J. Med. Chem. 2011, 54 (13), 4283. doi: 10.1021/jm200371q
12. [12]
  (12) Costanzi, S. Methods Mol. Biol. 2012, 857, 259.
13. [13]
  (13) Katritch, V.; Kufareva, I.; Abagyan, R. Neuropharmacology 2011, 60 (1), 108. doi: 10.1016/j.neuropharm.2010.07.009
14. [14]
  (14) Güner, O. F. Pharmacophore Perception, Development, and Use in Drug Design; International University Line: San Die , 2000; Vol. 2.
15. [15]
  (15) Khedkar, S. A.; Malde, A. K.; Coutinho, E. C.; Srivastava, S. Med. Chem. 2007, 3 (2), 187. doi: 10.2174/157340607780059521
16. [16]
  (16) Liu, W.; Chun, E.; Thompson, A. A.; Chubukov, P.; Xu, F.; Katritch, V.; Han, G. W.; Roth, C. B.; Heitman, L. H.; Ijzerman, A P.; Cherezov, V.; Stevens, R. C. Science 2012, 337 (6091), 232. doi: 10.1126/science.1219218
17. [17]
  (17) Boeckmann, B.; Bairoch, A.; Apweiler, R.; Blatter, M. C.; Estreicher, A.; Gasteiger, E.; Martin, M. J.; Michoud, K.; O'Donovan, C.; Phan, I.; Pilbout, S.; Schneider, M.Nucleic. Acids Res. 2003, 31 (1), 365. doi: 10.1093/nar/gkg095
18. [18]
  (18) Discovery Studio 2.5, Release 2.5; Accelrys Software Inc.: San Die , 2009.
19. [19]
  (19) Laskowski, R. A.; MacArthur, M. W.; Moss, D. S.; Thornton, J. M. J. Appl. Cystallogr. 1993, 26, 283. doi: 10.1107/S0021889892009944
20. [20]
  (20) Lin, K. J.; Zhu, D. J.; Leng, Y. G.; You, Q. D. Acta Phys. -Chim. Sin. 2012, 28 (7), 1783. [林克江, 朱冬吉, 冷勇敢, 尤启冬. 物理化学学报, 2012, 28 (7), 1783.] doi: 10.3866/PKU.WHXB201204192
21. [21]
  (21) Gaulton, A.; Bellis, L. J.; Bento, A. P.; Chambers, J.; Davies, M.; Hersey, A.; Light, Y.; McGlinchey, S.; Michalovich, D.; Al-Lazikani, B.; Overington, J. P. Nucleic. Acids Res. 2012, 40 (Database issue), D1100.
22. [22]
  (22) Xia, J.; Jin, H.; Liu, Z.; Zhang, L.; Wang, X. S. J. Chem. Inf. Model. 2014, 54 (5), 1433. doi: 10.1021/ci500062f
23. [23]
  (23) Xia, J.; Tilahun, E. L.; Reid, T. E.; Zhang, L.; Wang, X. S. Methods 2015, 71, 146. doi: 10.1016/j.ymeth.2014.11.015
24. [24]
  (24) Qiao, K.; Zeng, L. X.; Jin, H. W.; Liu, Z. M.; Zhang, L. R. Acta Phys. -Chim. Sin. 2012, 28 (6), 1509. [乔康, 曾凌晓, 金宏威, 刘振明, 张亮仁. 物理化学学报, 2012, 28(6), 1509.] doi: 10.3866/PKU. WHXB201203272
25. [25]
  (25) Wolber, G.; Langer, T. J. Chem. Inf. Model. 2005, 45 (1), 160. doi: 10.1021/ci049885e
26. [26]
  (26) Schrödinger Suite 2013; Schrödinger, LLC: New York, 2013.
27. [27]
  (27) Ballesteros, J. A.; Weinstein, H. Methods Neurosci. 1995, 25, 366.
28. [28]
  (28) Kiesman, W. F.; Zhao, J.; Conlon, P. R.; Dowling, J. E.; Petter, R. C.; Lutterodt, F.; Jin, X.; Smits, G.; Fure, M.; Jayaraj, A.; Kim, J.; Sullivan, G.; Linden, J. J. Med. Chem. 2006, 49 (24), 7119.
29. [29]
  (29) Giovannoni, M. P.; Vergelli, C.; Cilibrizzi, A.; Crocetti, L.; Biancalani, C.; Graziano, A.; Dal Piaz, V.; Loza, M. I.; Cadavid, M. I.; Diaz, J. L.; Gavalda, A. Bioorg. Med. Chem. 2010, 18 (22), 7890. doi: 10.1016/j.bmc.2010.09.043
30. [30]
  (30) Chang, L. C.; Kuenzel, J. V.; Mulder-Krieger, T.; Westerhout, J.; Spangenberg, T.; Brussee, J.; Ijzerman, A. P. J. Med. Chem. 2007, 50 (4), 828. doi: 10.1021/jm0607956
31. [31]
  (31) Scheiff, A. B.; Yerande, S. G.; El-Tayeb, A.; Li, W.; Inamdar, G. S.; Vasu, K. K.; Sudarsanam, V.; Muller, C. E. Bioorg. Med. Chem. 2010, 18 (6), 2195. doi: 10.1016/j.bmc. 2010.01.072
32. [32]
  (32) Novellino, E.; Cosimelli, B.; Ehlardo, M.; Greco, G.; Iadanza, M.; Lavecchia, A.; Rimoli, M. G.; Sala, A.; Da Settimo, A.; Primofiore, G.; Da Settimo, F.; Taliani, S.; La Motta, C.; Klotz, K. N.; Tuscano, D.; Trincavelli, M. L.; Martini, C. J. Med. Chem. 2005, 48 (26), 8253.
33. [33]
  (33) Mishra, C. B.; Barodia, S. K.; Prakash, A.; Kumar, J. B. S.; Luthra, P. M. Bioorg. Med. Chem. 2010, 18 (7), 2491. doi: 10.1016/j.bmc.2010.02.048
34. [34]
  (34) Moorjani, M.; Zhang, X.; Chen, Y.; Lin, E.; Rueter, J. K.; Gross, R. S.; Lanier, M. C.; Tellew, J. E.; Williams, J. P.; Lechner, S. M.; Malany, S.; Santos, M.; Ekhlassi, P.; Castro-Palomino, J. C.; Crespo, M. I.; Prat, M.; Gual, S.; Diaz, J. L.; Saunders, J.; Slee, D. H. Bioorg. Med. Chem. Lett. 2008, 18 (4), 1269. doi: 10.1016/j.bmcl.2008.01.036
35. [35]
  (35) Gillespie, R. J.; Cliffe, I. A.; Dawson, C. E.; Dourish, C. T.; Gaur, S.; Jordan, A. M.; Knight, A. R.; Lerpiniere, J.; Misra, A.; Pratt, R. M.; Roffey, J.; Stratton, G. C.; Upton, R.; Weiss, S. M.; Williamson, D. S. Bioorg. Med. Chem. Lett. 2008, 18 (9), 2924. doi: 10.1016/j.bmcl.2008.03.072
36. [36]
  (36) Gillespie, R. J.; Cliffe, I. A.; Dawson, C. E.; Dourish, C. T.; Gaur, S.; Giles, P. R.; Jordan, A. M.; Knight, A. R.; Lawrence, A.; Lerpiniere, J.; Misra, A.; Pratt, R. M.; Todd, R. S.; Upton, R.; Weiss, S. M.; Williamson, D. S. Bioorg. Med. Chem. Lett. 2008, 18 (9), 2920. doi: 10.1016/j.bmcl.2008.03.076
37. [37]
  (37) Gillespie, R. J.; Bamford, S. J.; Clay, A.; Gaur, S.; Haymes, T.; Jackson, P. S.; Jordan, A. M.; Klenke, B.; Leonardi, S.; Liu, J.; Mansell, H. L.; Ng, S.; Saadi, M.; Simmonite, H.; Stratton, G. C.; Todd, R. S.; Williamson, D. S.; Yule, I. A. Bioorg. Med. Chem. 2009, 17 (18), 6590. doi: 10.1016/j.bmc.2009.07.078
38. [38]
  (38) Silverman, L. S.; Caldwell, J. P.; Greenlee, W. J.; Kisel f, E.; Matasi, J. J.; Tulshian, D. B.; Arik, L.; Foster, C.; Bertorelli, R.; Monopoli, A.; Ongini, E. Bioorg. Med. Chem. Lett. 2007, 17 (6), 1659. doi: 10.1016/j.bmcl.2006.12.104
39. [39]
  (39) Firooznia, F.; Cheung, A. W.; Brinkman, J.; Grimsby, J.; Gubler, M. L.; Hamid, R.; Marcopulos, N.; Ramsey, G.; Tan, J.; Wen, Y.; Sarabu, R. Bioorg. Med. Chem. Lett. 2011, 21 (7), 1933. doi: 10.1016/j.bmcl.2011.02.053
40. [40]
  (40) Cheung, A. W.; Brinkman, J.; Firooznia, F.; Flohr, A.; Grimsby, J.; Gubler, M. L.; Guertin, K.; Hamid, R.; Marcopulos, N.; Norcross, R. D.; Qi, L.; Ramsey, G.; Tan, J.; Wen, Y.; Sarabu, R. Bioorg. Med. Chem. Lett. 2010, 20 (14), 4140. doi: 10.1016/j.bmcl.2010.05.056
41. [41]
  (41) Kalla, R. V.; Elzein, E.; Perry, T.; Li, X.; Palle, V.; Varkhedkar, V.; Gimbel, A.; Maa, T.; Zeng, D.; Zablocki, J. J. Med. Chem. 2006, 49 (12), 3682. doi: 10.1021/jm051268+
42. [42]
  (42) Kim, Y. C.; Ji, X.; Melman, N.; Linden, J.; Jacobson, K. A. J. Med. Chem. 2000, 43 (6), 1165. doi: 10.1021/jm990421v
43. [43]
  (43) Stefanachi, A.; Nicolotti, O.; Leonetti, F.; Cellamare, S.; Campagna, F.; Loza, M. I.; Brea, J. M.; Mazza, F.; Gavuzzo, E.; Carotti, A. Bioorg. Med. Chem. 2008, 16 (22), 9780. doi: 10.1016/j.bmc.2008.09.067
44. [44]
  (44) Da Settimo, F.; Primofiore, G.; Taliani, S.; Marini, A. M.; La Motta, C.; Simorini, F.; Salerno, S.; Sergianni, V.; Tuccinardi, T.; Martinelli, A.; Cosimelli, B.; Greco, G.; Novellino, E.; Ciampi, O.; Trincavelli, M. L.; Martini, C. J. Med. Chem. 2007, 50 (23), 5676. doi: 10.1021/jm0708376
45. [45]
  (45) Prie , E. M.; Kuenzel, J. V.; Ijzerman, A. P.; Camarasa, M. J.; Perez-Perez, M. J. J. Med. Chem. 2002, 45 (16), 3337. doi: 10.1021/jm0208469
46. [46]
  (46) Melman, A.; Wang, B.; Joshi, B. V.; Gao, Z. G.; Castro, S.; Heller, C. L.; Kim, S. K.; Jeong, L. S.; Jacobson, K. A. Bioorg. Med. Chem. 2008, 16 (18), 8546. doi: 10.1016/j.bmc.2008.08.007
47. [47]
  (47) Baraldi, P. G.; Cacciari, B.; Moro, S.; Spalluto, G.; Pastorin, G.; Da Ros, T.; Klotz, K. N.; Varani, K.; Gessi, S.; Borea, P. A. J. Med. Chem. 2002, 45 (4), 770. doi: 10.1021/jm0109614
48. [48]
  (48) Colotta, V.; Catarzi, D.; Varano, F.; Capelli, F.; Lenzi, O.; Filacchioni, G.; Martini, C.; Trincavelli, L.; Ciampi, O.; Pugliese, A. M.; Pedata, F.; Schiesaro, A.; Morizzo, E.; Moro, S. J. Med. Chem. 2007, 50 (17), 4061. doi: 10.1021/jm070123v
49. [49]
  (49) Jaakola, V. P.; Griffith, M. T.; Hanson, M. A.; Cherezov, V.; Chien, E. Y.; Lane, J. R.; Ijzerman, A. P.; Stevens, R. C. Science 2008, 322 (5905), 1211. doi: 10.1126/science.1164772
50. [50]
  (50) Olah, M. E.; Ren, H.; Ostrowski, J.; Jacobson, K. A.; Stiles, G. L. J. Biol. Chem. 1992, 267 (15), 10764.
51. [51]
  (51) Rivkees, S. A.; Barbhaiya, H.; Ijzerman, A. P. J. Biol. Chem. 1999, 274 (6), 3617. doi: 10.1074/jbc.274.6.3617
52. [52]
  (52) Jaakola, V. P.; Lane, J. R.; Lin, J. Y.; Katritch, V.; Ijzerman, A. P.; Stevens, R. C. J. Biol. Chem. 2010, 285 (17), 13032. doi: 10.1074/jbc.M109.096974
53. [53]
  (53) Cheng, F.; Xu, Z.; Liu, G.; Tang, Y. Eur. J. Med. Chem. 2010, 45 (8), 3459. doi: 10.1016/j.ejmech.2010.04.039
54. [54]
  (54) Thimm, D.; Schiedel, A. C.; Sherbiny, F. F.; Hinz, S.; Hochheiser, K.; Bertarelli, D. C.; Maass, A.; Muller, C. E. Biochemistry-US 2013, 52 (4), 726. doi: 10.1021/bi3012065
55. [55]
  (55) Ivanov, A. A.; Baskin, II.; Palyulin, V. A.; Piccagli, L.; Baraldi, P. G.; Zefirov, N. S. J. Med. Chem. 2005, 48 (22), 6813. doi: 10.1021/jm049418o
56. [56]
  (56) Gao, Z. G.; Kim, S. K.; Biadatti, T.; Chen, W.; Lee, K.; Barak, D.; Kim, S. G.; Johnson, C. R.; Jacobson, K. A. J. Med. Chem. 2002, 45 (20), 4471. doi: 10.1021/jm020211+
57. [57]
  (57) Muller, C. E.; Jacobson, K. A. BBA-Biomembranes 2011, 1808 (5), 1290. doi: 10.1016/j.bbamem.2010.12.017
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