COMPUTATIONAL METHODS IN DETERMINATION OF PHARMACOPHORE MODELS OF 5-HT1A, 5-HT2A AND 5-HT7 RECEPTORS.

Authors

  • Anna Bielenica Katedra i Zakład Chemii Medycznej, I Wydział Lekarski, Warszawski Uniwersytet Medyczny,
  • Jerzy Kossakowski Katedra i Zakład Chemii Medycznej, I Wydział Lekarski, Warszawski Uniwersytet Medyczny,

DOI:

https://doi.org/10.56782/pps.65

Keywords:

pharmacophore models, 5-HT1A receptor, 5-HT2A receptor, 5-HT7 receptor

Abstract

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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2010-03-23

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COMPUTATIONAL METHODS IN DETERMINATION OF PHARMACOPHORE MODELS OF 5-HT1A, 5-HT2A AND 5-HT7 RECEPTORS. (2010). Prospects in Pharmaceutical Sciences, 8(1), 1-12. https://doi.org/10.56782/pps.65

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