Login Register Cart 0
Review Article

硅胶预测P-糖蛋白结合：分子对接研究的见解

卷 26, 期 10, 2019

页: [1746 - 1760] 页: 15

弟呕挨: 10.2174/0929867325666171129121924

价格: $65

摘要

P-糖蛋白是一种外排转运蛋白，可将物质排出细胞，对药物的药代动力学和药效学特性有重要影响。配体与P-糖蛋白之间相互作用的研究对中枢神经系统药物的设计及其穿过血脑屏障的转运具有意义。此外，由于P-糖蛋白在某些类型的癌症中过表达，因此该蛋白质负责将药物治疗从细胞中排出，因此也用于药物抗性。在这篇综述中，我们描述了报道的底物，抑制剂和调节剂的不同P-糖蛋白结合位点，并专注于提供有关药物和P-糖蛋白相互作用的有用信息的分子对接研究。在结晶结构和同源模型中的对接显示了检测结合位点和负责配体识别的关键残基的潜力。此外，通过分子对接的虚拟筛选区分P-糖蛋白配体与诱饵。我们还讨论了应用于该特定蛋白质的分子对接模拟的挑战和局限性。基于计算结构的方法在研究与P-糖蛋白相互作用的新配体方面非常有用，并提供了解P-糖蛋白分子作用机制的见解。

关键词: P-糖蛋白，同源建模，分子对接，血脑屏障，耐药性，ANP。

« Previous Next »
[1]
Eckford, P.D.; Sharom, F.J. ABC efflux pump-based resistance to chemotherapy drugs. Chem. Rev., 2009, 109(7), 2989-3011.
[2]
Colmenarejo, G. in silico ADME Prediction. Data Sets and Models. Curr. Comput. Aided Drug Des., 2005, 1, 365-376.
[3]
Szakács, G.; Váradi, A.; Ozvegy-Laczka, C.; Sarkadi, B. The role of ABC transporters in drug absorption, distribution, metabolism, excretion and toxicity (ADME-Tox). Drug Discov. Today, 2008, 13(9-10), 379-393.
[4]
Kim, R.B.; Fromm, M.F.; Wandel, C.; Leake, B.; Wood, A.J.; Roden, D.M.; Wilkinson, G.R. The drug transporter P-glycoprotein limits oral absorption and brain entry of HIV-1 protease inhibitors. J. Clin. Invest., 1998, 101(2), 289-294.
[5]
Linnet, K.; Ejsing, T.B. A review on the impact of P-glycoprotein on the penetration of drugs into the brain. Focus on psychotropic drugs. Eur. Neuropsychopharmacol., 2008, 18(3), 157-169.
[6]
Colabufo, N.A.; Berardi, F.; Cantore, M.; Contino, M.; Inglese, C.; Niso, M.; Perrone, R. Perspectives of P-glycoprotein modulating agents in oncology and neurodegenerative diseases: pharmaceutical, biological, and diagnostic potentials. J. Med. Chem., 2010, 53(5), 1883-1897.
[7]
Schinkel, A.H.; Jonker, J.W. Mammalian drug efflux transporters of the ATP binding cassette (ABC) family: an overview. Adv. Drug Deliv. Rev., 2003, 55(1), 3-29.
[8]
Kim, R.B. Drugs as P-glycoprotein substrates, inhibitors, and inducers. Drug Metab. Rev., 2002, 34(1-2), 47-54.
[9]
Colabufo, N.A.; Berardi, F.; Perrone, M.G.; Capparelli, E.; Cantore, M.; Inglese, C.; Perrone, R. Substrates, inhibitors and activators of P-glycoprotein: candidates for radiolabeling and imaging perspectives. Curr. Top. Med. Chem., 2010, 10(17), 1703-1714.
[10]
Chen, L.; Li, Y.; Yu, H.; Zhang, L.; Hou, T. Computational models for predicting substrates or inhibitors of P-glycoprotein. Drug Discov. Today, 2012, 17(7-8), 343-351.
[11]
Silva, R.; Vilas-Boas, V.; Carmo, H.; Dinis-Oliveira, R.J.; Carvalho, F.; de Lourdes Bastos, M.; Remião, F. Modulation of P-glycoprotein efflux pump: induction and activation as a therapeutic strategy. Pharmacol. Ther., 2015, 149, 1-123.
[12]
Geick, A.; Eichelbaum, M.; Burk, O. Nuclear receptor response elements mediate induction of intestinal MDR1 by rifampin. J. Biol. Chem., 2001, 276(18), 14581-14587.
[13]
Thomas, H.; Coley, H.M. Overcoming multidrug resistance in cancer: an update on the clinical strategy of inhibiting p-glycoprotein. Cancer Contr., 2003, 10(2), 159-165.
[14]
Callaghan, R.; Luk, F.; Bebawy, M. Inhibition of the multidrug resistance P-glycoprotein: time for a change of strategy? Drug Metab. Dispos., 2014, 42(4), 623-631.
[15]
Oldham, M.L.; Davidson, A.L.; Chen, J. Structural insights into ABC transporter mechanism. Curr. Opin. Struct. Biol., 2008, 18(6), 726-733.
[16]
Locher, K.P. Mechanistic diversity in ATP-binding cassette (ABC) transporters. Nat. Struct. Mol. Biol., 2016, 23(6), 487-493.
[17]
Altenberg, G.A.; Vanoye, C.G.; Horton, J.K.; Reuss, L. Unidirectional fluxes of rhodamine 123 in multidrug-resistant cells: evidence against direct drug extrusion from the plasma membrane. Proc. Natl. Acad. Sci. USA, 1994, 91(11), 4654-4657.
[18]
Higgins, C.F.; Gottesman, M.M. Is the multidrug transporter a flippase? Trends Biochem. Sci., 1992, 17(1), 18-21.
[19]
Raviv, Y.; Pollard, H.B.; Bruggemann, E.P.; Pastan, I.; Gottesman, M.M. Photosensitized labeling of a functional multidrug transporter in living drug-resistant tumor cells. J. Biol. Chem., 1990, 265(7), 3975-3980.
[20]
Ekins, S.; Ecker, G.F.; Chiba, P.; Swaan, P.W. Future directions for drug transporter modelling. Xenobiotica, 2007, 37(10-11), 1152-1170.
[21]
Cui, Y.; Chen, Q.; Li, Y.; Tang, L. A new model of flavonoids affinity towards P-glycoprotein: genetic algorithm-support vector machine with features selected by a modified particle swarm optimization algorithm. Arch. Pharm. Res., 2017, 40(2), 214-230.
[22]
Miyata, K.; Nakagawa, Y.; Kimura, Y.; Ueda, K.; Akamatsu, M. Structure-activity relationships of dibenzoylhydrazines for the inhibition of P-glycoprotein-mediated quinidine transport. Bioorg. Med. Chem., 2016, 24(14), 3184-3191.
[23]
Sousa, I.J.; Ferreira, M.J.; Molnár, J.; Fernandes, M.X. QSAR studies of macrocyclic diterpenes with P-glycoprotein inhibitory activity. Eur. J. Pharm. Sci., 2013, 48(3), 542-553.
[24]
Jabeen, I.; Wetwitayaklung, P.; Chiba, P.; Pastor, M.; Ecker, G.F. 2D- and 3D-QSAR studies of a series of benzopyranes and benzopyrano [3,4b][1,4]-oxazines as inhibitors of the multidrug transporter P-glycoprotein. J. Comput. Aided Mol. Des., 2013, 27(2), 161-171.
[25]
AlQudah, D.A.; Zihlif, M.A.; Taha, M.O. Ligand-based modeling of diverse aryalkylamines yields new potent P-glycoprotein inhibitors. Eur. J. Med. Chem., 2016, 110, 204-223.
[26]
Ferreira, R.J.; dos Santos, D.J.; Ferreira, M.J.; Guedes, R.C. Toward a better pharmacophore description of P-glycoprotein modulators, based on macrocyclic diterpenes from Euphorbia species. J. Chem. Inf. Model., 2011, 51(6), 1315-1324.
[27]
Li, W.X.; Li, L.; Eksterowicz, J.; Ling, X.B.; Cardozo, M. Significance analysis and multiple pharmacophore models for differentiating P-glycoprotein substrates. J. Chem. Inf. Model., 2007, 47(6), 2429-2438.
[28]
Ha, S.N.; Hochman, J.; Sheridan, R.P. Mini review on molecular modeling of P-glycoprotein (Pgp). Curr. Top. Med. Chem., 2007, 7(15), 1525-1529.
[29]
Liu, H.; Ma, Z.; Wu, B. Structure-activity relationships and in silico models of P-glycoprotein (ABCB1) inhibitors. Xenobiotica, 2013, 43(11), 1018-1026.
[30]
Palmeira, A.; Sousa, E.; Vasconcelos, M.H.; Pinto, M.; Fernandes, M.X. Structure and ligand-based design of P-glycoprotein inhibitors: a historical perspective. Curr. Pharm. Des., 2012, 18(27), 4197-4214.
[31]
Demel, M.A.; Schwaha, R.; Krämer, O.; Ettmayer, P.; Haaksma, E.E.; Ecker, G.F. in silico prediction of substrate properties for ABC-multidrug transporters. Expert Opin. Drug Metab. Toxicol., 2008, 4(9), 1167-1180.
[32]
Montanari, F.; Ecker, G.F. Prediction of drug-ABC-transporter interaction--recent advances and future challenges. Adv. Drug Deliv. Rev., 2015, 86, 17-26.
[33]
Pinto, M.; Digles, D.; Ecker, G.F. Computational models for predicting the interaction with ABC transporters. Drug Discov. Today. Technol., 2014, 12, e69-e77.
[34]
Rajput, A.H. Environmental toxins accelerate Parkinson’s disease onset. Neurology, 2001, 56(1), 4-5.
[35]
Vogelgesang, S.; Cascorbi, I.; Schroeder, E.; Pahnke, J.; Kroemer, H.K.; Siegmund, W.; Kunert-Keil, C.; Walker, L.C.; Warzok, R.W. Deposition of Alzheimer’s beta-amyloid is inversely correlated with P-glycoprotein expression in the brains of elderly non-demented humans. Pharmacogenetics, 2002, 12(7), 535-541.
[36]
Kuhnke, D.; Jedlitschky, G.; Grube, M.; Krohn, M.; Jucker, M.; Mosyagin, I.; Cascorbi, I.; Walker, L.C.; Kroemer, H.K.; Warzok, R.W.; Vogelgesang, S. MDR1-P-Glycoprotein (ABCB1) Mediates Transport of Alzheimer’s amyloid-beta peptides--implications for the mechanisms of Abeta clearance at the blood-brain barrier. Brain Pathol., 2007, 17(4), 347-353.
[37]
Banks, W.A. Characteristics of compounds that cross the blood-brain barrier. BMC Neurol., 2009, 9(Suppl. 1), S3.
[38]
Lin, J.H.; Yamazaki, M. Role of P-glycoprotein in pharmacokinetics: clinical implications. Clin. Pharmacokinet., 2003, 42(1), 59-98.
[39]
Lehne, G. P-glycoprotein as a drug target in the treatment of multidrug resistant cancer. Curr. Drug Targets, 2000, 1(1), 85-99.
[40]
Aller, S.G.; Yu, J.; Ward, A.; Weng, Y.; Chittaboina, S.; Zhuo, R.; Harrell, P.M.; Trinh, Y.T.; Zhang, Q.; Urbatsch, I.L.; Chang, G. Structure of P-glycoprotein reveals a molecular basis for poly-specific drug binding. Science, 2009, 323(5922), 1718-1722.
[41]
Jin, M.S.; Oldham, M.L.; Zhang, Q.; Chen, J. Crystal structure of the multidrug transporter P-glycoprotein from Caenorhabditis elegans. Nature, 2012, 490(7421), 566-569.
[42]
Ward, A.B.; Szewczyk, P.; Grimard, V.; Lee, C.W.; Martinez, L.; Doshi, R.; Caya, A.; Villaluz, M.; Pardon, E.; Cregger, C.; Swartz, D.J.; Falson, P.G.; Urbatsch, I.L.; Govaerts, C.; Steyaert, J.; Chang, G. Structures of P-glycoprotein reveal its conformational flexibility and an epitope on the nucleotide-binding domain. Proc. Natl. Acad. Sci. USA, 2013, 110(33), 13386-13391.
[43]
Li, J.; Jaimes, K.F.; Aller, S.G. Refined structures of mouse P-glycoprotein. Protein Sci., 2014, 23(1), 34-46.
[44]
Szewczyk, P.; Tao, H.; McGrath, A.P.; Villaluz, M.; Rees, S.D.; Lee, S.C.; Doshi, R.; Urbatsch, I.L.; Zhang, Q.; Chang, G. Snapshots of ligand entry, malleable binding and induced helical movement in P-glycoprotein. Acta Crystallogr. D Biol. Crystallogr., 2015, 71(Pt 3), 732-741.
[45]
Tombline, G.; Muharemagić, A.; White, L.B.; Senior, A.E. Involvement of the “occluded nucleotide conformation” of P-glycoprotein in the catalytic pathway. Biochemistry, 2005, 44(38), 12879-12886.
[46]
Loo, T.W.; Bartlett, M.C.; Clarke, D.M. Simultaneous binding of two different drugs in the binding pocket of the human multidrug resistance P-glycoprotein. J. Biol. Chem., 2003, 278(41), 39706-39710.
[47]
Ferreira, R.J.; Ferreira, M.J.; dos Santos, D.J. Molecular docking characterizes substrate-binding sites and efflux modulation mechanisms within P-glycoprotein. J. Chem. Inf. Model., 2013, 53(7), 1747-1760.
[48]
Shapiro, A.B.; Ling, V. Positively cooperative sites for drug transport by P-glycoprotein with distinct drug specificities. Eur. J. Biochem., 1997, 250(1), 130-137.
[49]
Shapiro, A.B.; Ling, V. Transport of LDS-751 from the cytoplasmic leaflet of the plasma membrane by the rhodamine-123-selective site of P-glycoprotein. Eur. J. Biochem., 1998, 254(1), 181-188.
[50]
Pleban, K.; Kopp, S.; Csaszar, E.; Peer, M.; Hrebicek, T.; Rizzi, A.; Ecker, G.F.; Chiba, P. P-glycoprotein substrate binding domains are located at the transmembrane domain/transmembrane domain interfaces: a combined photoaffinity labeling-protein homology modeling approach. Mol. Pharmacol., 2005, 67(2), 365-374.
[51]
Martinez, L.; Arnaud, O.; Henin, E.; Tao, H.; Chaptal, V.; Doshi, R.; Andrieu, T.; Dussurgey, S.; Tod, M.; Di Pietro, A.; Zhang, Q.; Chang, G.; Falson, P. Understanding polyspecificity within the substrate-binding cavity of the human multidrug resistance P-glycoprotein. FEBS J., 2014, 281(3), 673-682.
[52]
Conseil, G.; Baubichon-Cortay, H.; Dayan, G.; Jault, J.M.; Barron, D.; Di Pietro, A. Flavonoids: a class of modulators with bifunctional interactions at vicinal ATP- and steroid-binding sites on mouse P-glycoprotein. Proc. Natl. Acad. Sci. USA, 1998, 95(17), 9831-9836.
[53]
Dayan, G.; Jault, J.M.; Baubichon-Cortay, H.; Baggetto, L.G.; Renoir, J.M.; Baulieu, E.E.; Gros, P.; Di Pietro, A. Binding of steroid modulators to recombinant cytosolic domain from mouse P-glycoprotein in close proximity to the ATP site. Biochemistry, 1997, 36(49), 15208-15215.
[54]
Georges, E.; Tsuruo, T.; Ling, V. Topology of P-glycoprotein as determined by epitope mapping of MRK-16 monoclonal antibody. J. Biol. Chem., 1993, 268(3), 1792-1798.
[55]
Vilas-Boas, V.; Silva, R.; Nunes, C.; Reis, S.; Ferreira, L.; Vieira, C.; Carvalho, F. Bastos, Mde, L.; Remião, F. Mechanisms of P-gp inhibition and effects on membrane fluidity of a new rifampicin derivative, 1,8-dibenzoyl-rifampicin. Toxicol. Lett., 2013, 220(3), 259-266.
[56]
Regev, R.; Assaraf, Y.G.; Eytan, G.D. Membrane fluidization by ether, other anesthetics, and certain agents abolishes P-glycoprotein ATPase activity and modulates efflux from multidrug-resistant cells. Eur. J. Biochem., 1999, 259(1-2), 18-24.
[57]
Dawson, R.J.; Locher, K.P. Structure of a bacterial multidrug ABC transporter. Nature, 2006, 443(7108), 180-185.
[58]
Zolnerciks, J.K.; Wooding, C.; Linton, K.J. Evidence for a Sav1866-like architecture for the human multidrug transporter P-glycoprotein. FASEB J., 2007, 21(14), 3937-3948.
[59]
Pajeva, I.K.; Globisch, C.; Wiese, M. Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors. ChemMedChem, 2009, 4(11), 1883-1896.
[60]
Jabeen, I.; Wetwitayaklung, P.; Klepsch, F.; Parveen, Z.; Chiba, P.; Ecker, G.F. Probing the stereoselectivity of P-glycoprotein-synthesis, biological activity and ligand docking studies of a set of enantiopure benzopyrano [3,4-b][1,4]oxazines. Chem. Commun. (Camb.), 2011, 47(9), 2586-2588.
[61]
Trott, O.; Olson, A.J. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J. Comput. Chem., 2010, 31(2), 455-461.
[62]
Ferreira, R.J.; Ferreira, M.J.; Dos Santos, D.J. Insights on p-glycoprotein’s efflux mechanism obtained by molecular dynamics simulations. J. Chem. Theory Comput., 2012, 8(6), 1853-1864.
[63]
Chen, C.Y.; Lin, C.M.; Lin, H.C.; Huang, C.F.; Lee, C.Y.; Si Tou, T.C.; Hung, C.C.; Chang, C.S. Structure-activity relationship study of novel 2-aminobenzofuran derivatives as P-glycoprotein inhibitors. Eur. J. Med. Chem., 2017, 125, 1023-1035.
[64]
Zeino, M.; Saeed, M.E.; Kadioglu, O.; Efferth, T. The ability of molecular docking to unravel the controversy and challenges related to P-glycoprotein-a well-known, yet poorly understood drug transporter. Invest. New Drugs, 2014, 32(4), 618-625.
[65]
Kumar, R.; Kaur, M.; Bahia, M.S.; Silakari, O. Synthesis, cytotoxic study and docking based multidrug resistance modulator potential analysis of 2-(9-oxoacridin-10(9H)-yl)-N-phenyl acetamides. Eur. J. Med. Chem., 2014, 80, 83-91.
[66]
Murahari, M.; Kharkar, P.S.; Lonikar, N.; Mayur, Y.C. Design, synthesis, biological evaluation, molecular docking and QSAR studies of 2,4-dimethylacridones as anticancer agents. Eur. J. Med. Chem., 2017, 130, 154-170.
[67]
Dolghih, E.; Bryant, C.; Renslo, A.R.; Jacobson, M.P. Predicting binding to p-glycoprotein by flexible receptor docking. PLOS Comput. Biol., 2011, 7(6)e1002083
[68]
Schrödinger package, Schrödinger, LLC, New York, USA. Available at: http://www.schrodinger.com/ [Accessed: Aug 30, 2017]
[69]
Shityakov, S.; Förster, C. in silico structure-based screening of versatile P-glycoprotein inhibitors using polynomial empirical scoring functions. Adv. Appl. Bioinform. Chem., 2014, 7, 1-9.
[70]
Warren, G.L.; Andrews, C.W.; Capelli, A.M.; Clarke, B.; LaLonde, J.; Lambert, M.H.; Lindvall, M.; Nevins, N.; Semus, S.F.; Senger, S.; Tedesco, G.; Wall, I.D.; Woolven, J.M.; Peishoff, C.E.; Head, M.S. A critical assessment of docking programs and scoring functions. J. Med. Chem., 2006, 49(20), 5912-5931.
[71]
Pan, L.; Hu, H.; Wang, X.; Yu, L.; Jiang, H.; Chen, J.; Lou, Y.; Zeng, S. Inhibitory effects of neochamaejasmin B on P-glycoprotein in MDCK-hMDR1 cells and molecular docking of NCB binding in P-glycoprotein. Molecules, 2015, 20(2), 2931-2948.
[72]
Ahmad, B.; Rizwan, M.; Rauf, A.; Raza, M.; Azam, S.; Bashir, S.; Molnar, J.; Csonka, A.; Szabo, D. Isolation and structure elucidation, molecular docking studies of screlotiumol from soil borne fungi Screlotium rolfsii and their reversal of multidrug resistance in mouse lymphoma cells. Asian Pac. J. Cancer Prev., 2016, 17(4), 2083-2087.
[73]
Shityakov, S.; Förster, C. Multidrug resistance protein P-gp interaction with nanoparticles (fullerenes and carbon nanotube) to assess their drug delivery potential: a theoretical molecular docking study. Int. J. Comput. Biol. Drug Des., 2013, 6(4), 343-357.
[74]
Shahraki, O.; Zargari, F.; Edraki, N.; Khoshneviszadeh, M.; Firuzi, O.; Miri, R. Molecular dynamics simulation and molecular docking studies of 1,4-Dihydropyridines as P-glycoprotein’s allosteric inhibitors. J. Biomol. Struct. Dyn., 2018, 36(1), 112-125.
[75]
Bikadi, Z.; Hazai, I.; Malik, D.; Jemnitz, K.; Veres, Z.; Hari, P.; Ni, Z.; Loo, T.W.; Clarke, D.M.; Hazai, E.; Mao, Q. Predicting P-glycoprotein-mediated drug transport based on support vector machine and three-dimensional crystal structure of P-glycoprotein. PLoS One, 2011, 6(10)e25815
[76]
Ngo, T.D.; Tran, T.D.; Le, M.T.; Thai, K.M. Computational predictive models for P-glycoprotein inhibition of in-house chalcone derivatives and drug-bank compounds. Mol. Divers., 2016, 20(4), 945-961.
[77]
Becker, J.P.; Depret, G.; Van Bambeke, F.; Tulkens, P.M.; Prévost, M. Molecular models of human P-glycoprotein in two different catalytic states. BMC Struct. Biol., 2009, 9, 3.
[78]
Ward, A.; Reyes, C.L.; Yu, J.; Roth, C.B.; Chang, G. Flexibility in the ABC transporter MsbA: Alternating access with a twist. Proc. Natl. Acad. Sci. USA, 2007, 104(48), 19005-19010.
[79]
Vilas-Boas, V.; Silva, R.; Palmeira, A.; Sousa, E.; Ferreira, L.M.; Branco, P.S.; Carvalho, F. Bastos, Mde.L.; Remião, F. Development of novel rifampicin-derived P-glycoprotein activators/inducers. synthesis, in silico analysis and application in the RBE4 cell model, using paraquat as substrate. PLoS One, 2013, 8(8)e74425
[80]
Silva, R.; Sousa, E.; Carmo, H.; Palmeira, A.; Barbosa, D.J.; Gameiro, M.; Pinto, M. Bastos, Mde, L.; Remião, F. Induction and activation of P-glycoprotein by dihydroxylated xanthones protect against the cytotoxicity of the P-glycoprotein substrate paraquat. Arch. Toxicol., 2014, 88(4), 937-951.
[81]
Palmeira, A.; Sousa, E.; Fernandes, M.X.; Pinto, M.M.; Vasconcelos, M.H. Multidrug resistance reversal effects of aminated thioxanthones and interaction with cytochrome P450 3A4. J. Pharm. Pharm. Sci., 2012, 15(1), 31-45.
[82]
MOE, Chemical Computing Group. Available at: http://www.chemcomp.com/ [Accessed: Sep 15, 2017]
[83]
Tan, W.; Mei, H.; Chao, L.; Liu, T.; Pan, X.; Shu, M.; Yang, L. Combined QSAR and molecule docking studies on predicting P-glycoprotein inhibitors. J. Comput. Aided Mol. Des., 2013, 27(12), 1067-1073.
[84]
Jabeen, I.; Pleban, K.; Rinner, U.; Chiba, P.; Ecker, G.F. Structure-activity relationships, ligand efficiency, and lipophilic efficiency profiles of benzophenone-type inhibitors of the multidrug transporter P-glycoprotein. J. Med. Chem., 2012, 55(7), 3261-3273.
[85]
Klepsch, F.; Chiba, P.; Ecker, G.F. Exhaustive sampling of docking poses reveals binding hypotheses for propafenone type inhibitors of P-glycoprotein. PLOS Comput. Biol., 2011, 7(5)e1002036
[86]
Sali, A.; Blundell, T.L. Comparative protein modelling by satisfaction of spatial restraints. J. Mol. Biol., 1993, 234(3), 779-815.
[87]
GOLD. The Cambridge Crystallographic Data Centre (CCDC). Available at: https://www.ccdc.cam.ac.uk/ solutions/csd-discovery/components/gold/ [Accessed: Sep 15, 2017]
[88]
Kothandan, G.; Gadhe, C.G.; Madhavan, T.; Choi, C.H.; Cho, S.J. Docking and 3D-QSAR (quantitative structure activity relationship) studies of flavones, the potent inhibitors of p-glycoprotein targeting the nucleotide binding domain. Eur. J. Med. Chem., 2011, 46(9), 4078-4088.
[89]
Daddam, J.R.; Dowlathabad, M.R.; Panthangi, S.; Jasti, P. Molecular docking and P-glycoprotein inhibitory activity of flavonoids. Interdiscip. Sci., 2014, 6(3), 167-175.
[90]
Di Pietro, A.; Conseil, G.; Pérez-Victoria, J.M.; Dayan, G.; Baubichon-Cortay, H.; Trompier, D.; Steinfels, E.; Jault, J.M.; de Wet, H.; Maitrejean, M.; Comte, G.; Boumendjel, A.; Mariotte, A.M.; Dumontet, C.; McIntosh, D.B.; Goffeau, A.; Castanys, S.; Gamarro, F.; Barron, D. Modulation by flavonoids of cell multidrug resistance mediated by P-glycoprotein and related ABC transporters. Cell. Mol. Life Sci., 2002, 59(2), 307-322.
[91]
Saeed, M.; Kadioglu, O.; Khalid, H.; Sugimoto, Y.; Efferth, T. Activity of the dietary flavonoid, apigenin, against multidrug-resistant tumor cells as determined by pharmacogenomics and molecular docking. J. Nutr. Biochem., 2015, 26(1), 44-56.
[92]
Kadioglu, O.; Saeed, M.E.; Valoti, M.; Frosini, M.; Sgaragli, G.; Efferth, T. Interactions of human P-glycoprotein transport substrates and inhibitors at the drug binding domain: Functional and molecular docking analyses. Biochem. Pharmacol., 2016, 104, 42-51.
[93]
Subhani, S.; Jayaraman, A.; Jamil, K. Homology modelling and molecular docking of MDR1 with chemotherapeutic agents in non-small cell lung cancer. Biomed. Pharmacother., 2015, 71, 37-45.
[94]
Palestro, P.H.; Gavernet, L.; Estiu, G.L.; Bruno Blanch, L.E. Docking applied to the prediction of the affinity of compounds to P-glycoprotein. BioMed Res. Int., 2014, 2014358425
[95]
Klepsch, F.; Vasanthanathan, P.; Ecker, G.F. Ligand and structure-based classification models for prediction of P-glycoprotein inhibitors. J. Chem. Inf. Model., 2014, 54(1), 218-229.
[96]
Shoichet, B.K. Virtual screening of chemical libraries. Nature, 2004, 432(7019), 862-865.
[97]
Kitchen, D.B.; Decornez, H.; Furr, J.R.; Bajorath, J. Docking and scoring in virtual screening for drug discovery: methods and applications. Nat. Rev. Drug Discov., 2004, 3(11), 935-949.
[98]
Cheng, T.; Li, Q.; Zhou, Z.; Wang, Y.; Bryant, S.H. Structure-based virtual screening for drug discovery: a problem-centric review. AAPS J., 2012, 14(1), 133-141.
[99]
Yuriev, E.; Holien, J.; Ramsland, P.A. Improvements, trends, and new ideas in molecular docking: 2012-2013 in review. J. Mol. Recognit., 2015, 28(10), 581-604.
[100]
Chaudhary, K.K.; Mishra, N. A Review on molecular docking: novel tool for drug discovery. JSM Chem., 2016, 4, 1029.
[101]
Ferreira, L.G.; Dos Santos, R.N.; Oliva, G.; Andricopulo, A.D. Molecular docking and structure-based drug design strategies. Molecules, 2015, 20(7), 13384-13421.
[102]
Meng, X.Y.; Zhang, H.X.; Mezei, M.; Cui, M. Molecular docking: a powerful approach for structure-based drug discovery. Curr. Comput. Aided Drug Des., 2011, 7(2), 146-157.

Rights & Permissions Print Cite
Article Metrics
57
8
© 2024 Bentham Science Publishers | Privacy Policy