Home / Publications / Synthesis of an allosteric modulator of ionotropic glutamate receptors

Synthesis of an allosteric modulator of ionotropic glutamate receptors

Mstislav Igorevich Lavrov 1, 2
Mstislav Igorevich Lavrov
Oleg Valentinovich Stroganov 3, 4
Oleg Valentinovich Stroganov
Vladimir Lollievich Zamoyski 2
Vladimir Lollievich Zamoyski
Vladimir Viktorovich Grigoriev 1, 2
Vladimir Viktorovich Grigoriev
Maxim Èduardovich Zapolskiy 4
Maxim Èduardovich Zapolskiy
Sergey Viktorovich Sysolyatin 5
Sergey Viktorovich Sysolyatin
Valeriy Viktorovich Malykhin 5
Valeriy Viktorovich Malykhin
Vladimir Nikolaevich Surmachev 5
Vladimir Nikolaevich Surmachev
Vladimir Alexandrovich Palyulin 1, 2
Vladimir Alexandrovich Palyulin
Published 2020-03-02
CommunicationVolume 30, Issue 2, 156-158
7
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Lavrov M. I. et al. Synthesis of an allosteric modulator of ionotropic glutamate receptors // Mendeleev Communications. 2020. Vol. 30. No. 2. pp. 156-158.
GOST all authors (up to 50) Copy
Lavrov M. I., Stroganov O. V., Zamoyski V. L., Grigoriev V. V., Zapolskiy M. È., Sysolyatin S. V., Malykhin V. V., Surmachev V. N., Palyulin V. A. Synthesis of an allosteric modulator of ionotropic glutamate receptors // Mendeleev Communications. 2020. Vol. 30. No. 2. pp. 156-158.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2020.03.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.008
TI - Synthesis of an allosteric modulator of ionotropic glutamate receptors
T2 - Mendeleev Communications
AU - Lavrov, Mstislav Igorevich
AU - Stroganov, Oleg Valentinovich
AU - Zamoyski, Vladimir Lollievich
AU - Grigoriev, Vladimir Viktorovich
AU - Zapolskiy, Maxim Èduardovich
AU - Sysolyatin, Sergey Viktorovich
AU - Malykhin, Valeriy Viktorovich
AU - Surmachev, Vladimir Nikolaevich
AU - Palyulin, Vladimir Alexandrovich
PY - 2020
DA - 2020/03/02
PB - Mendeleev Communications
SP - 156-158
IS - 2
VL - 30
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Lavrov,
author = {Mstislav Igorevich Lavrov and Oleg Valentinovich Stroganov and Vladimir Lollievich Zamoyski and Vladimir Viktorovich Grigoriev and Maxim Èduardovich Zapolskiy and Sergey Viktorovich Sysolyatin and Valeriy Viktorovich Malykhin and Vladimir Nikolaevich Surmachev and Vladimir Alexandrovich Palyulin},
title = {Synthesis of an allosteric modulator of ionotropic glutamate receptors},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.008},
number = {2},
pages = {156--158},
doi = {10.1016/j.mencom.2020.03.008}
}
MLA
Cite this
MLA Copy
Lavrov, Mstislav Igorevich, et al. “Synthesis of an allosteric modulator of ionotropic glutamate receptors.” Mendeleev Communications, vol. 30, no. 2, Mar. 2020, pp. 156-158. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.03.008.

Keywords

3,7-diazabicyclo[3.3.1]nonane
AMPA receptor
NAM
negative allosteric modulator
patch clamp

Abstract

Synthesis of 6-[4-methoxy-3-(pyrrolidin-1-ylmethyl)benzyl]-1,11-dimethyl-3,6,9-triazatricyclo[7.3.1.13,11]tetradecane-4,8,12-trione has been carried out and optimized. In vitro studies using electrophysiological patch clamp technique have revealed a negative effect of this compound on kainateinduced currents in Purkinje neurons in a wide range of concentrations from 10−11 to 10−6m.

References

1.
Glutamate Receptor Ion Channels: Structure, Regulation, and Function
Traynelis S.F., Wollmuth L.P., McBain C.J., Menniti F.S., Vance K.M., Ogden K.K., Hansen K.B., Yuan H., Myers S.J., Dingledine R.
Pharmacological Reviews, 2010
4.
AMPA receptor modulators as cognitive enhancers.
Lynch G.
Current Opinion in Pharmacology, 2004
5.
Channel opening and gating mechanism in AMPA-subtype glutamate receptors
Twomey E.C., Yelshanskaya M.V., Grassucci R.A., Frank J., Sobolevsky A.I.
Nature, 2017
6.
10.1016/j.mencom.2020.03.008_bib0030
O’Neill
IDrugs, 2007
8.
Ring-fused thiadiazines as core structures for the development of potent AMPA receptor potentiators.
Pirotte B., Francotte P., Goffin E., Fraikin P., Danober L., Lesur B., Botez I., Caignard D.-., Lestage P., de Tullio P.
Current Medicinal Chemistry, 2010
9.
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
10.
Chronic Ampakine Treatments Stimulate Dendritic Growth and Promote Learning in Middle-Aged Rats
Lauterborn J.C., Palmer L.C., Jia Y., Pham D.T., Hou B., Wang W., Trieu B.H., Cox C.D., Kantorovich S., Gall C.M., Lynch G.
Journal of Neuroscience, 2016
11.
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
13.
10.1016/j.mencom.2020.03.008_bib0065
Lee
2016
14.
AMPA receptor positive allosteric modulators: a patent review
Pirotte B., Francotte P., Goffin E., de Tullio P.
Expert Opinion on Therapeutic Patents, 2013
15.
Radchenko E.V., Karlov D.S., Lavrov M.I., Palyulin V.A.
Mendeleev Communications, 2017
16.
Novel bivalent positive allosteric modulators of AMPA receptor
Lavrov M.I., Grigor’ev V.V., Bachurin S.O., Palyulin V.A., Zefirov N.S.
Doklady Biochemistry and Biophysics, 2015
17.
Lavrov M.I., Karlov D.S., Palyulin V.A., Grigoriev V.V., Zamoyski V.L., Brkich G.E., Pyatigorskaya N.V., Zapolskiy M.E.
Mendeleev Communications, 2018
18.
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
19.
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
20.
Heteroadamantanes and their derivatives. 6. Synthesis and mass-spectrometric investigation of 5-mono- and 5,6-disubtituted 6-oxo-1,3-diazaadamantanes
Kuznetsov A.I., Basargin E.B., Moskovkin A.S., Ba M.K., Miroshnichenko I.V., Botnikov M.Y., Unkovskii B.V.
Chemistry of Heterocyclic Compounds, 1985
21.
Synthesis of 3,7-diacyl-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonane derivatives as promising lipid bilayer modifiers
Veremeeva P.N., Grishina I.V., Zaborova O.V., Averin A.D., Palyulin V.A.
Tetrahedron, 2019
22.
Novel Isothiourea Derivatives as Potent Neuroprotectors and Cognition Enhancers: Synthesis, Biological and Physicochemical Properties
Perlovich G.L., Proshin A.N., Volkova T.V., Kurkov S.V., Grigoriev V.V., Petrova L.N., Bachurin S.O.
Journal of Medicinal Chemistry, 2009