Home / Publications / Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation

Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation

Sergey Valeryevich Kositov 1
Sergey Valeryevich Kositov
Denis Vadimovich Zverev 1
Denis Vadimovich Zverev
Eugene V Radchenko 1
Eugene V Radchenko
Alexey Vital'evich Gabrel'yan 2
Alexey Vital'evich Gabrel'yan
Vladimir Lollievich Zamoyski 2
Vladimir Lollievich Zamoyski
Vladimir Viktorovich Grigoriev 1, 2
Vladimir Viktorovich Grigoriev
Elena Borisovna Averina 1
Elena Borisovna Averina
Vladimir Alexandrovich Palyulin 1
Vladimir Alexandrovich Palyulin
1 Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
2 Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
Published 2023-12-25
CommunicationVolume 34, Issue 1, 8-10
0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Sedenkova K. N. et al. Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 8-10.
GOST all authors (up to 50) Copy
Sedenkova K. N., Kositov S. V., Zverev D. V., Radchenko E. V., Grishin Y. K., Gabrel'yan A. V., Zamoyski V. L., Grigoriev V. V., Averina E. B., Palyulin V. A. Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 8-10.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2024.01.002
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.002
TI - Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation
T2 - Mendeleev Communications
AU - Sedenkova, Kseniya N
AU - Kositov, Sergey Valeryevich
AU - Zverev, Denis Vadimovich
AU - Radchenko, Eugene V
AU - Grishin, Yuri Konstantinovich
AU - Gabrel'yan, Alexey Vital'evich
AU - Zamoyski, Vladimir Lollievich
AU - Grigoriev, Vladimir Viktorovich
AU - Averina, Elena Borisovna
AU - Palyulin, Vladimir Alexandrovich
PY - 2023
DA - 2023/12/25
PB - Mendeleev Communications
SP - 8-10
IS - 1
VL - 34
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Sedenkova,
author = {Kseniya N Sedenkova and Sergey Valeryevich Kositov and Denis Vadimovich Zverev and Eugene V Radchenko and Yuri Konstantinovich Grishin and Alexey Vital'evich Gabrel'yan and Vladimir Lollievich Zamoyski and Vladimir Viktorovich Grigoriev and Elena Borisovna Averina and Vladimir Alexandrovich Palyulin},
title = {Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation},
journal = {Mendeleev Communications},
year = {2023},
volume = {34},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.002},
number = {1},
pages = {8--10},
doi = {10.1016/j.mencom.2024.01.002}
}
MLA
Cite this
MLA Copy
Sedenkova, Kseniya N., et al. “Novel AMPA receptor allosteric modulators of bis(pyrimidine) series: synthesis and SAR evaluation.” Mendeleev Communications, vol. 34, no. 1, Dec. 2023, pp. 8-10. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.002.
Views
1

Keywords

allosteric modulators
AMPA receptor
aromatic nucleophilic substitution
bivalent ligands.
pyrimidines

Abstract

A series of new bis(pyrimidines) with p-hydroquinone linker was prepared and evaluated as AMPA receptor modulators. Both positive and negative modulators were found among the investigated compounds.

References

.
GROMACS: High performance molecular simulations through multi-level parallelism from laptops to supercomputers
Abraham M.J., Murtola T., Schulz R., Páll S., Smith J.C., Hess B., Lindahl E.
SoftwareX, 2015
.
CHARMM general force field: A force field for drug-like molecules compatible with the CHARMM all-atom additive biological force fields
Vanommeslaeghe K., Hatcher E., Acharya C., Kundu S., Zhong S., Shim J., Darian E., Guvench O., Lopes P., Vorobyov I., Mackerell A.D.
Journal of Computational Chemistry, 2009
.
Enhancing Action of Positive Allosteric Modulators through the Design of Dimeric Compounds
Drapier T., Geubelle P., Bouckaert C., Nielsen L., Laulumaa S., Goffin E., Dilly S., Francotte P., Hanson J., Pochet L., Kastrup J.S., Pirotte B.
Journal of Medicinal Chemistry, 2018
.
Radchenko E.V., Karlov D.S., Lavrov M.I., Palyulin V.A.
Mendeleev Communications, 2017
.
Lavrov M.I., Veremeeva P.N., Golubeva E.A., Radchenko E.V., Zamoyski V.L., Grigoriev V.V., Palyulin V.A.
Mendeleev Communications, 2022
.
Quantifying the chemical beauty of drugs
Bickerton G.R., Paolini G.V., Besnard J., Muresan S., Hopkins A.L.
Nature Chemistry, 2012
.
Online chemical modeling environment (OCHEM): web platform for data storage, model development and publishing of chemical information
Sushko I., Novotarskyi S., Körner R., Pandey A.K., Rupp M., Teetz W., Brandmaier S., Abdelaziz A., Prokopenko V.V., Tanchuk V.Y., Todeschini R., Varnek A., Marcou G., Ertl P., Potemkin V., et. al.
Journal of Computer-Aided Molecular Design, 2011
.
Computer-aided estimation of the hERG-mediated cardiotoxicity risk of potential drug components
Radchenko E.V., Rulev Y.A., Safanyaev A.Y., Palyulin V.A., Zefirov N.S.
Doklady Biochemistry and Biophysics, 2017
.
Prediction of human intestinal absorption of drug compounds
Radchenko E.V., Dyabina A.S., Palyulin V.A., Zefirov N.S.
Russian Chemical Bulletin, 2016
.
Novel Positive Allosteric Modulators of AMPA Receptors Based on 3,7-Diazabicyclo[3.3.1]nonane Scaffold
Lavrov M.I., Karlov D.S., Voronina T.A., Grigoriev V.V., Ustyugov A.A., Bachurin S.O., Palyulin V.A.
Molecular Neurobiology, 2019
.
A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor
Vasilenko D.A., Sadovnikov K.S., Sedenkova K.N., Karlov D.S., Radchenko E.V., Grishin Y.K., Rybakov V.B., Kuznetsova T.S., Zamoyski V.L., Grigoriev V.V., Palyulin V.A., Averina E.B.
Molecules, 2021
.
Bivalent AMPA receptor positive allosteric modulators of the bis(pyrimidine) series
Nazarova A.A., Sedenkova K.N., Karlov D.S., Lavrov M.I., Grishin Y.K., Kuznetsova T.S., Zamoyski V.L., Grigoriev V.V., Averina E.B., Palyulin V.A.
MedChemComm, 2019
.
Targeting receptor complexes: a new dimension in drug discovery
Rosenbaum M.I., Clemmensen L.S., Bredt D.S., Bettler B., Strømgaard K.
Nature Reviews Drug Discovery, 2020
.
Sedenkova K.N., Averina E.B., Nazarova A.A., Grishin Y.K., Karlov D.S., Zamoyski V.L., Grigoriev V.V., Kuznetsova T.S., Palyulin V.A.
Mendeleev Communications, 2018
.
Novel Nanomolar Allosteric Modulators of AMPA Receptor of Bis(pyrimidine) Series: Synthesis, Biotesting and SAR Analysis
Sedenkova K.N., Zverev D.V., Nazarova A.A., Lavrov M.I., Radchenko E.V., Grishin Y.K., Gabrel’yan A.V., Zamoyski V.L., Grigoriev V.V., Averina E.B., Palyulin V.A.
Molecules, 2022
.
AMPA Receptors as Therapeutic Targets for Neurological Disorders
Lee K., Goodman L., Fourie C., Schenk S., Leitch B., Montgomery J.M.
Advances in Protein Chemistry and Structural Biology, 2016
.
Structural Bases of Noncompetitive Inhibition of AMPA-Subtype Ionotropic Glutamate Receptors by Antiepileptic Drugs
Yelshanskaya M., Singh A., Sampson J., Narangoda C., Kurnikova M., Sobolevsky A.
Neuron, 2016
.
Structure, Function, and Pharmacology of Glutamate Receptor Ion Channels
Hansen K.B., Wollmuth L.P., Bowie D., Furukawa H., Menniti F.S., Sobolevsky A.I., Swanson G.T., Swanger S.A., Greger I.H., Nakagawa T., McBain C.J., Jayaraman V., Low C., Dell’Acqua M.L., Diamond J.S., et. al.
Pharmacological Reviews, 2021
.
Structural Proof of a Dimeric Positive Modulator Bridging Two Identical AMPA Receptor-Binding Sites
Kaae B.H., Harpsøe K., Kastrup J.S., Sanz A.C., Pickering D.S., Metzler B., Clausen R.P., Gajhede M., Sauerberg P., Liljefors T., Madsen U.
Chemistry & Biology, 2007
.
Positive AMPA receptor modulation in the treatment of neuropsychiatric disorders: A long and winding road
Kadriu B., Musazzi L., Johnston J.N., Kalynchuk L.E., Caruncho H.J., Popoli M., Zarate C.A.
Drug Discovery Today, 2021
.
Structural basis for positive allosteric modulation of AMPA and kainate receptors
Frydenvang K., Pickering D.S., Kastrup J.S.
Journal of Physiology, 2021
.
Mutational Analysis and Modeling of Negative Allosteric Modulator Binding Sites in AMPA Receptors
Stenum-Berg C., Musgaard M., Chavez-Abiega S., Thisted C.L., Barrella L., Biggin P.C., Kristensen A.S.
Molecular Pharmacology, 2019
.
Inhibitor Trapping in N-Myristoyltransferases as a Mechanism for Drug Potency
Spassov D.S., Atanasova M., Doytchinova I.
International Journal of Molecular Sciences, 2023
.
5-Nitroisoxazoles in SNAr Reactions: A Novel Chemo- and Regioselective Approach to Isoxazole-Based Bivalent Ligands of AMPA Receptors
Vasilenko D.A., Temnyakova N.S., Dronov S.E., Radchenko E.V., Grishin Y.K., Gabrel’yan A.V., Zamoyski V.L., Grigoriev V.V., Averina E.B., Palyulin V.A.
International Journal of Molecular Sciences, 2023