BINDING MODES OF LONG-CHAIN ARYLPIPERAZINES TO 5-HT1A, 5-HT2A AND 5-HT7 RECEPTORS
DOI:
https://doi.org/10.56782/pps.67Keywords:
docking, LCAPs, 5-HT1A receptor, 5-HT2A receptor and 5-HT7 receptorAbstract
The objective of this article is a presentation of selected docking models of long-chain arylpiperazines to 5-HT1A, 5-HT2A and 5-HT7 receptors. The most important types of interactions stabilizing the ligand-receptor complex were described. Several hypotheses proposed on the basis of homological modeling were discussed. In order to determine conformations of known alkyl- and alkoxypiperazinyl ligands, structural data from Cambridge Structural Database were analyzed.
Downloads
References
Sylte I., Bronowska A., Dahl S.G., Eur. J. Pharmacol. 2001, 416, 33
Kapetanovic I.M.,Chem. Biol. Interact. 2008, 171, 165 DOI: https://doi.org/10.1016/j.cbi.2006.12.006
Ishiguro M., ChemBioChem 2004, 5, 1210 DOI: https://doi.org/10.1002/cbic.200400068
Pardo L., Deupi X., Dölker N., Lopez-Rodriguez M.L., Campillo M., ChemBioChem 2007, 8, 19 DOI: https://doi.org/10.1002/cbic.200600429
Silverman R.B., Chemia organiczna w projektowaniu leków, WNT, Warszawa, 2007
Giacovazzo C., Fundaments of Crystallography, Oxford University Press, USA, 2002
Allen F. H., Acta Cryst., 2002, B58, 380 DOI: https://doi.org/10.1107/S0108768102003890
The Cambridge Structural Dabase, 2007, 5, 59
Siracusa M.A., Salerno L., Modica M.N., Pittala V., Romeo G., Amato M.E., Nowak M., Bojarski A.J., Mereghetti I., Cagnotto A., Mennini T., J. Med. Chem., 2008, 51, 4529 DOI: https://doi.org/10.1021/jm800176x
Paluchowska M.H., Bojarski A.J., Charakchieva-Minol S., Wesołowska A., Eur. J. Med. Chem., 2002, 37, 273 DOI: https://doi.org/10.1016/S0223-5234(01)01312-5
Nichols D. E., Nichols Ch.D., Chem. Rev. 2008, 108, 1614 DOI: https://doi.org/10.1021/cr078224o
Kitson S.L., Curr. Pharm. Des. 2007, 13, 2621 DOI: https://doi.org/10.2174/138161207781663000
Palczewski K., Kumasaka T., Hori T., Behnke C.A., Motoshima H., Fox B.A., Le Trong I., Teller D.C., Okada T., Stenkamp R.E., Yamamoto M., Miyano M., Science. 2000, 289, 739 DOI: https://doi.org/10.1126/science.289.5480.739
Nowak M., Kołaczkowski M., Pawłowski M., Bojarski A.J,, J. Med. Chem., 2006, 49, 205 DOI: https://doi.org/10.1021/jm050826h
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
Strzelczyk A.A., Jarończyk M., Chilmonczyk Z., Mazurek A.P., Chojnacka-Wójcik E., Sylte I., Biochem. Pharmacol. 2004, 67, 2219 DOI: https://doi.org/10.1016/j.bcp.2004.02.026
Sylte I., Bronowska A., Dahl S.G., Europ. J. Pharm., 2001, 416, 33 DOI: https://doi.org/10.1016/S0014-2999(01)00860-3
López-Rodríguez M.L., Morcillo M.J., Fernández E., Benhamú B., Tejada I., Ayala D., Viso A., Campillo M., Pardo L., Delgado M., Manzanares J., Fuentes J.A., J. Med. Chem. 2005, 48, 2548 DOI: https://doi.org/10.1021/jm048999e
López-Rodríguez M.L., Morcillo M.J., Fernández E., Rosado M.L., Pardo L., Schaper K., J. Med. Chem. 2001, 44, 198 DOI: https://doi.org/10.1021/jm000930t
López-Rodríguez M.L., Vicente B., Deupi X., Barrondo S., Olivella M., Morcillo M.J., Behamú B., Ballesteros J.A., Sallés J., Pardo L., Mol. Pharmacol. 2002, 62, 15 DOI: https://doi.org/10.1124/mol.62.1.15
López-Rodríguez M.L., Morcillo M.J., Fernández E., Benhamú B., Tejada I., Ayala D., Viso A., Olivella M., Pardo L., Delgado M., Manzanares J., Fuentes J.A., Bioorg. Med. Chem. Lett. 2003, 13, 1429
Seeber M., De Benedetti P.G., Fanelli F., J. Chem. Inf.Comput.Sci., 2003, 43, 1520 DOI: https://doi.org/10.1021/ci034069c
Zlatović M., Sukalovic V.V., Schneider Ch., Roglic G.M., Bioorg. Med. Chem. 2006, 14, 2994 DOI: https://doi.org/10.1016/j.bmc.2005.12.023
Becker O.M., Dhanoa D.S., Marantz Y., Chen D., Shacham S., Cheruku S., Heifetz A., Mohanty P., Fichman M., Sharadendu A., Nudelman R., Kauffman M., Noiman S., J. Med. Chem. 2006, 49, 3116 DOI: https://doi.org/10.1021/jm0508641
Zlatović M.V., Šukalivić V.V., Kostić-Rajačić S., Andić D.B, Roglić GM, J. Serb. Chem. Soc., 2006, 71, 1125
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
Roth B.L., Choudhary M.S., Khan N., Uluer A.Z., J. Pharmacol. Exp. Ther. 1997, 280, 576
Shapiro D.A., Kristiansen K., Kroeze W.K., Roth B.L., Mol. Pharmacol, 2000, 58, 877 DOI: https://doi.org/10.1124/mol.58.5.877
Ebersole B.J., Visiers I., Weinstein H., Sealfon S.C., Mol. Pharmacol. 2003, 63, 36 DOI: https://doi.org/10.1124/mol.63.1.36
Klabunde T., Evers A., Chembiochem. 2005, 6, 876 DOI: https://doi.org/10.1002/cbic.200400369
Rowley M., Bristow L. J., Hutson P. H., J. Med. Chem. 2001, 44, 477 DOI: https://doi.org/10.1021/jm0002432
Mahe C., Bernhard M., Bobirnac I., Keser C., Loetscher E., Feuerbach D., Dev K.K., Schoeffter P., Br. J. Pharmacol. 2004, 143, 404 DOI: https://doi.org/10.1038/sj.bjp.0705936
Leopoldo M., Curr. Med. Chem. 2004, 11, 629 DOI: https://doi.org/10.1191/0969733004ne746xx
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
Kołaczkowski M., Nowak M., Pawłowski M., Bojarski A.J. – J. Med. Chem. 2006, 49, 6732 DOI: https://doi.org/10.1021/jm060300c
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
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
Downloads
Published
Issue
Section
License
This work is licensed under a Creative Commons Attribution 4.0 International License.
For all articles published in Prospects in Pharmaceutical Sciences copyright is retained by the authors. The journal publishes articles in the Open Access policy, within the CC BY 4.0 licence.
This is a human-readable summary of (and not a substitute for) the license. Disclaimer.
You are free to:
Share — copy and redistribute the material in any medium or format
Adapt — remix, transform, and build upon the material for any purpose, even commercially.
The licensor cannot revoke these freedoms as long as you follow the license terms.
Under the following terms:
Attribution — You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use.
No additional restrictions — You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.
Notices:
You do not have to comply with the license for elements of the material in the public domain or where your use is permitted by an applicable exception or limitation.
No warranties are given. The license may not give you all of the permissions necessary for your intended use. For example, other rights such as publicity, privacy, or moral rights may limit how you use the material.
How to Cite
