COMPUTATIONAL METHODS IN DETERMINATION OF PHARMACOPHORE MODELS OF 5-HT1A, 5-HT2A AND 5-HT7 RECEPTORS.
DOI:
https://doi.org/10.56782/pps.65Keywords:
pharmacophore models, 5-HT1A receptor, 5-HT2A receptor, 5-HT7 receptorAbstract
The objective of this article is an overview of existing pharmacophore models for 5-HT1A, 5-HT2A and 5-HT7 receptors, which have been described during the last decade. Models of 5-HT1A and 5-HT2A receptors, developed by conformational analysis and 3D QSAR methods are presented. Hypotheses of the ligand-5-HT7 receptor interaction were complemented by models constructed on the basis of the receptor’s structure. Various pharmacophore concepts are characterized by structures of known active ligands and sets of compounds used for the generation of models.
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References
Kapetanovic I.M., Chem. Biol. Interact. 2008, 171, 165 DOI: https://doi.org/10.1016/j.cbi.2006.12.006
Oprea T.I., Molecules 2002, 7, 51 DOI: https://doi.org/10.3390/70100051
Tetko I.V., Mini Rev. Med. Chem. 2003, 3, 809 DOI: https://doi.org/10.2174/1389557033487638
Veselovsky A.V., Ivanov A.S., Curr. Drug Targets Infect. Disord. 2003, 3, 33 DOI: https://doi.org/10.2174/1568005033342145
Ekins S., Mestres J., Testa B., Br. J. Pharm. 2007, 152, 21 DOI: https://doi.org/10.1038/sj.bjp.0707306
Guner O. F., Curr. Top. Med. Chem. 2002, 2, 1321 DOI: https://doi.org/10.2174/1568026023392940
Sylte I., Bronowska A., Dahl S.G., Europ. J. Pharm., 2001, 416, 33 DOI: https://doi.org/10.1016/S0014-2999(01)00860-3
Ooms F., Curr. Med. Chem. 2000,7, 141 DOI: https://doi.org/10.2174/0929867003375317
Schneidman-Duhovny D., Nussinov R., Wolfson H.J., Curr. Med. Chem. 2004,11, 91 DOI: https://doi.org/10.2174/0929867043456223
Wermuth C.G., Ganellin C.R., Lindbergh P., Mitscher A., Pure Appl. Chem., 1998, 70, 1129 DOI: https://doi.org/10.1351/pac199870051129
Bojarski A., Curr. Top. Med. Chem., 2006, 6, 2005 DOI: https://doi.org/10.2174/156802606778522186
http: //www.chem.uw.edu.pl/ studia/w_mono_sf/
Hibert M.F., McDermott I., Middlemiss D.N., Mir A.K., Fozard J.R. , Eur. J. Med. Chem. 1989, 24, 31 DOI: https://doi.org/10.1016/0223-5234(89)90160-8
Silverman R.B., Chemia organiczna w projektowaniu leków, WNT, Warszawa, 2007
Patrick G.L., Chemia medyczna. Podstawowe zagadnienia, WNT, Warszawa, 2003
Tetko I.V., Tanchuk V.Y., Kasheva T.N., Villa A.E., J. Chem. Inf. Comput. Sci. 2001, 41, 246 DOI: https://doi.org/10.1021/ci000393l
Maciejewska D., Zołek T., Herold F., J. Mol. Graph. Model., 2006, 25, 353
Tripos Bookshelf – materiały informacyjne firmy Tripos; www.tripos.com
Kim K. H., Greco G. Novellino E., Persp. Drug Disc. Des., 1998, 12, 257 DOI: https://doi.org/10.1023/A:1017010811581
Efremov R.G., Chugunov A.O., Pyrkov T.V., Priestle J.P., Arseniev A.S., Jacoby E., Curr. Med. Chem., 2007, 14, 393 DOI: https://doi.org/10.2174/092986707779941050
Kubinyi H., Encyclopedia of Computational Chemistry, John Wiley & Sons, Ltd., Chichester, UK, 1998
http: //www.icm.edu.pl/kdm/ Projektowanie_lek%C3%B3w
Oh J.S., Ha H.-J., Chi D.Y., Lee H.K., Curr. Med. Chem. 2001, 8, 999 DOI: https://doi.org/10.2174/0929867013372599
López-Rodríguez M.L., Ayala D., Benhamú B., Morcillo M.J., Viso A., Curr. Med. Chem. 2002, 9, 443 DOI: https://doi.org/10.2174/0929867023371030
Pessoa-Mahana H., Araya-Maturana R., Saitz C.B., Pessoa-Mahana D.C. Mini Rev.Med. Chem. 2003, 3,77 DOI: https://doi.org/10.2174/1389557033405278
Caliendo G., Santagada V., Perissutti E., Fiorino F., Curr Med. Chem. 2005, 12, 1721 DOI: https://doi.org/10.2174/0929867054367220
Kowalski P., Kowalska T., Mokrosz M.J., Bojarski A.J., Charakchieva-Minol S., Molecules 2001, 6, 784
Tandon M., O’Donnell M.M., Porte A., Vensel D., Yang D., Palma R., Beresford A., Ashwell M.A., Bioorg. Med. Chem. Lett. 2004, 14, 1709 DOI: https://doi.org/10.1016/j.bmcl.2004.01.045
Kołaczkowski M., Zajdel P., Fhid O., Duszyńska B., Tatarczyńska E., Pawłowski M., Pharmacol. Rep., 2005, 57, 229
Tomić M., Ignjatović D., Tovilović G., Andić D., Roglić G., Kostić-Rajačić S., Bioorg. Med. Chem. Lett., 2007, 17, 5749 DOI: https://doi.org/10.1016/j.bmcl.2007.08.066
Bojarski A.J., Kuran B., Kossakowski J., Kozioł A., Jagiełło-Wójtowicz E., Chodkowska A., Eur. J. Med. Chem. 2009, 44, 152 DOI: https://doi.org/10.1016/j.ejmech.2008.03.019
Bojarski A. J., Duszyńska B., Kołaczkowski M., Kowalski, P., Kowalska T., Bioorg. Med. Chem. Lett. 2004, 14, 5863 DOI: https://doi.org/10.1016/j.bmcl.2004.09.029
Penjišević J., Šukalović V., Andrić D., Kostić-Rajačič S., Šoškić V., Roglić G., Arch. Pharm. Chem. Life Sci. 2007, 340, 456 DOI: https://doi.org/10.1002/ardp.200700062
Mattson R.J., Catt J.D., Sloan Ch.P., Gao Q., Carter R.B., Gentile A., Mahle C.D., Matos F.F., McGovern R., Vander-Maelen C.P., Yocca F.D., Bioorg. Med. Chem. Lett. 2003, 13, 285 DOI: https://doi.org/10.1016/S0960-894X(02)00879-X
Bojarski A.J., Paluchowska M., Duszyńska B., Kłodzińska A., Tatarczyńska E., Chojnacka-Wójcik E., Biorg. Med. Chem. 2005, 13, 2293
Paluchowska M., Bugno R., Charakchieva-Minol S., Bojarski A.J., Tatarczyńska E., Chojnacka-Wójcik E., Arch. Pharm. Life Sci. 2006, 339, 498 DOI: https://doi.org/10.1002/ardp.200600009
Bojarski A.J., Paluchowska M.H., Duszyńska B., Bugno R., Kłodzińska A., Tatarczyńska E., Chojnacka-Wójcik E., Bioorg. Med. Chem. 2006, 14, 1391 DOI: https://doi.org/10.1016/j.bmc.2005.09.060
Lopez-Rodriguez M.L., Morcill M.J., Fernandez E., Porras E., Orensanz L., Beneytez M.E., Manzanares J., Fuentes J.A., J. Med. Chem. 2001, 44, 186
Goldbech O.A, Dahl O., Peter N.E., Bioorg. Med. Chem. Lett. 2004, 12, 1551
Lopez-Rodriguez M.L., Ayala D., Viso A., Benhamu B., De la Pradilla R.F., Zarzaa F., Ramos J.A., Bioorg. Med. Chem. 2004, 12, 1551
Stark A., Jordan S., Allers K.A., Bertekap R.L., Chen R., Kannan T.M., Molski T.F., Yocca F.D., Sharp T., Kikuchi T., Burris K.D., Psychopharmacology 2007, 190, 373 DOI: https://doi.org/10.1007/s00213-006-0621-y
Zlatović M.V., Šukalivić V.V., Kostić-Rajačić S., Andić D.B, Roglić GM, J. Serb. Chem. Soc., 2006, 71, 1125
Andić D., Tovilović G., Roglić G., Šoškić V., Tomić M., Kostić-Rajačić S., J. Serb. Chem. Soc., 2007, 72, 747
Jones B.J., Blackburn T.P., Pharm. Biochem. Behav. 2002, 71, 555 DOI: https://doi.org/10.1016/S0091-3057(01)00745-6
Hoyer D., Hannon J.P., Martin G.R., Pharm. Biochem. Behav. 2002, 71, 533 DOI: https://doi.org/10.1016/S0091-3057(01)00746-8
Hibert M. F., Gittos M. W., Middlemiss D. N., Mir A. K., Fozard J. R., J. Med. Chem. 1988, 31, 1087 DOI: https://doi.org/10.1021/jm00401a007
Mokrosz M. J., Duszynska B., Bojarski A. J., Mokrosz J. L., Bioorg. Med. Chem. 1995, 3, 533
Chilmonczyk Z., Szelejewska-Wozniakowska A., Cybulski J., Cybulski M., Kozioł A. E., Gdaniec M., Arch. Pharm.(Weinheim) 1997, 330, 146 DOI: https://doi.org/10.1002/ardp.19973300507
Bronowska A., Leś A., Chilmonczyk Z., Filipek S., Edvardsen Ø., Østensen R., Bioorg. Med. Chem. 2001, 9, 881 DOI: https://doi.org/10.1016/S0968-0896(00)00307-2
Glennon, R.A., Drug Dev. Res. 1992, 26, 251 DOI: https://doi.org/10.1002/ddr.430260306
Van Steen B. J., van Wijngaarden I., Tulp M. T., Soudijn W., J. Med. Chem. 1994, 37, 2761 DOI: https://doi.org/10.1021/jm00043a015
Gaillard P., Carrupt P. A., Testa B., Schambel P., J. Med. Chem. 1996, 39, 126 DOI: https://doi.org/10.1021/jm950410b
Lopez-Rodriguez, M. L., Rosado M. L., Benhamu B., Morcillo M. J., Fernandez E., Schaper K. J., J. Med. Chem. 1997, 40, 1648
Rodriguez, M. L., Rosado M. L., Benhamu B., Morcillo M. J., Sanz A. M., Orensanz L., Beneitez M. E., Fuentes J. A., Manzanares J., J. Med. Chem. 1996, 39, 4439
Weber K.C., da Silva A.B.F., Eur. J. Med. Chem. 2008, 43, 364 DOI: https://doi.org/10.1016/j.ejmech.2007.03.036
Orus L., Perez-Silanes S., Oficialdegui A. M., Martinez-Esparza J., Del Castillo J. C., Mourelle M., Langer T., Guccione S., Donzella G., Krovat E. M., Poptodorov K., Lasheras B., Ballaz S., Hervias I., Tordera R., Del Rio J., Monge A., J. Med. Chem. 2002, 45, 4128 DOI: https://doi.org/10.1021/jm0111200
Lepailleur A., Bureau R., Paillet-Loilier M., Fabis F., Saettel N., Lemaitre S., Dauphin F., Lesnard A., Lancelot J. C., Rault S., J. Chem. Inf. Model. 2005, 45, 1075 DOI: https://doi.org/10.1021/ci050045p
Westkaemper R. B., Glennon R. A., Curr. Top. Med. Chem. 2002, 2, 575 DOI: https://doi.org/10.2174/1568026023393741
Gonzalez-Gomez J.C., Santana L., Uriarte E., Brea J., Villazon M., Loza M.I., De Luca M., Rivas M.E., Montenegro G.Y., Fontenla J.A., Bioorg. Med. Chem. Lett., 2003, 13, 175 DOI: https://doi.org/10.1016/S0960-894X(02)00933-2
Zajdel P., Subra G., Bojarski A.J., Duszyńska B., Tatarczyńska E., Nikiforuk A., Chojnacka-Wójcik E., Pawłowski M., Martinez J., Bioorg. Med. Chem. 2007, 15, 2907 DOI: https://doi.org/10.1016/j.bmc.2007.02.018
Paluchowska M.H., Bugno R., Bojarski A.J., Charakchieva-Minol S., Duszyńska B., Tatarczyńska E., Kłodzińska A., Stachowicz K., Chojnacka-Wójcik E., Bioorg. Med. Chem. 2005, 13, 1195 DOI: https://doi.org/10.1016/j.bmc.2004.11.019
Brea J., Rodrigo J., Carrieri A., Sanz F., Cadavid M.I., Enguix M.J., Villazón M., Mengod G., Yolanda Caro, Masaguer Ch.F., Raviña E., Centeno N.B., Carotti A., Loza M.I., J. Med. Chem. 2002, 45, 54 DOI: https://doi.org/10.1021/jm011014y
Obniska J., Kołaczkowski M., Bojarski A.J., Duszyńska B, Eur. J. Med. Chem. 2006, 11, 874
Holtje H. D., Jendretzki U. K., Pharm. Pharmacol. Lett. 1992, 1, 89
Andersen K., Liljefors T., Gundertofte K., Perregaard J., Bogeso K. P., J. Med. Chem. 1994, 37, 950 DOI: https://doi.org/10.1021/jm00033a013
Mokrosz J. L., Strekowski L., Duszyńska B., Harden D. B., Mokrosz M. J., Bojarski A. J., Pharmazie 1994, 49, 801
Rowley M., Bristow L. J., Hutson P. H., J. Med. Chem. 2001, 44, 477 DOI: https://doi.org/10.1021/jm0002432
Klabunde T., Evers A., Chembiochem. 2005, 6, 876 DOI: https://doi.org/10.1002/cbic.200400369
Obniska J., Kołaczkowski M., Charakchieva-Minol S., Nędza K., Dybała M., Bojarski A.J., Pharmacol. Rep., 2005, 57, 336
Yong H. N., Sung H. H., Jung H. L., Woo-Kyu P., Du-Jong B.,,Hun Y. K., Yong S. Ch., Hyunah Ch., Ae N. P., Bioorg. Med. Chem., 2008, 16, 2570
Juhee Y., Eun A. Y., Ji-Yeon K., Ae N. P., Hyewhon R., Woo-Kyu P., Yang K.J., Hea-Young P.Ch., Bioorg. Med. Chem. 2008, 16, 5405
Mnie-Filali O., Lambás-Señas L., Zimmer L., Haddjeri N., Drug News Perspect. 2007, 20, 613 DOI: https://doi.org/10.1358/dnp.2007.20.10.1181354
Pittalà V., Salerno L., Modica M., Siracusa M.A., Romeo G., Mini Rev. Med. Chem. 2007, 7, 945 DOI: https://doi.org/10.2174/138955707781662663
Vermeulen E. S., Schmidt A. W., Sprouse J. S., Wikstrom H. V., Grol C. J., J. Med. Chem. 2003, 46, 5365 DOI: https://doi.org/10.1021/jm030826m
Lopez-Rodriguez M. L.; Porras, E.; Benhamu, B.; Ramos, J. A.; Morcillo, M. J.; Lavandera, J. L. Bioorg. Med. Chem. Lett. 2000, 10, 1097
Lopez-Rodriguez M. L., Porras E., Morcillo M. J., Benhamu B., Soto L. J., Lavandera J. L., Ramos J. A., Olivella M., Campillo M., Pardo L., J. Med. Chem. 2003, 46, 5638 DOI: https://doi.org/10.1021/jm030841r
Hagan J.J., Price G.W., Jeffrey P., Deeks N.J., Stean T., Piper D., Smith M.I., Upton N. Medhurst A.D., Middlemiss D.N., Riley G.J., Lovell P.J., Bromidge S.M., Thomas D.R., Br. J. Pharmacol. 2000, 130, 539 DOI: https://doi.org/10.1038/sj.bjp.0703357
Volk B., Barkóczy J., Hegedus E., Udvari S., Gacsályi I., Mezei T., Pallagi K., Kompagne H., Lévay G., Egyed A., Hársing L.G. Jr, Spedding M., Simig G., J. Med. Chem. 2008, 51, 2522 DOI: https://doi.org/10.1021/jm070279v
Leopoldo M., Curr. Med. Chem. 2004, 11, 629 DOI: https://doi.org/10.1191/0969733004ne746xx
Vermeulen E. S., van Smeden M., Schmidt A. W., Sprouse J. S., Wikstrom H. V., Grol C. J., J. Med. Chem. 2004, 47, 5451 DOI: https://doi.org/10.1021/jm049743b
Kołaczkowski M., Nowak M., Pawłowski M., Bojarski A.J. J. Med. Chem. 2006, 49, 6732 DOI: https://doi.org/10.1021/jm060300c
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