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Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold

Nadezhda Sergeevna Temnyakova 1
Nadezhda Sergeevna Temnyakova
, 
Dmitry Alekseevich Vasilenko 1
Dmitry Alekseevich Vasilenko
, 
Oleg Igorevich Barygin 2
Oleg Igorevich Barygin
, 
Mikhail Yur'evich Dron 2
Mikhail Yur'evich Dron
, 
Elena Borisovna Averina 1, 3
Elena Borisovna Averina
,  , 
Vladimir Viktorovich Grigoriev 3
Vladimir Viktorovich Grigoriev
, 
Vladimir Alexandrovich Palyulin 1, 3
Vladimir Alexandrovich Palyulin
, 
Maxim V Fedorov 4
Maxim V Fedorov
, 
Dmitry Sergeevich Karlov 4
Dmitry Sergeevich Karlov
10.1016/j.mencom.2020.05.027
Published 2020-04-30
Communication , Volume 30, Issue 3, 342-343
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Temnyakova N. S. et al. Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 342-343.
GOST all authors (up to 50) Copy
Temnyakova N. S., Vasilenko D. A., Barygin O. I., Dron M. Y., Averina E. B., Grishin Y. K., Grigoriev V. V., Palyulin V. A., Fedorov M. V., Karlov D. S. Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 342-343.
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TY - JOUR
DO - 10.1016/j.mencom.2020.05.027
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.027
TI - Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold
T2 - Mendeleev Communications
AU - Temnyakova, Nadezhda Sergeevna
AU - Vasilenko, Dmitry Alekseevich
AU - Barygin, Oleg Igorevich
AU - Dron, Mikhail Yur'evich
AU - Averina, Elena Borisovna
AU - Grishin, Yuri Konstantinovich
AU - Grigoriev, Vladimir Viktorovich
AU - Palyulin, Vladimir Alexandrovich
AU - Fedorov, Maxim V
AU - Karlov, Dmitry Sergeevich
PY - 2020
DA - 2020/04/30
PB - Mendeleev Communications
SP - 342-343
IS - 3
VL - 30
ER -
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@article{2020_Temnyakova,
author = {Nadezhda Sergeevna Temnyakova and Dmitry Alekseevich Vasilenko and Oleg Igorevich Barygin and Mikhail Yur'evich Dron and Elena Borisovna Averina and Yuri Konstantinovich Grishin and Vladimir Viktorovich Grigoriev and Vladimir Alexandrovich Palyulin and Maxim V Fedorov and Dmitry Sergeevich Karlov},
title = {Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.027},
number = {3},
pages = {342--343},
doi = {10.1016/j.mencom.2020.05.027}
}
MLA
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MLA Copy
Temnyakova, Nadezhda Sergeevna, et al. “Ifenprodil-like NMDA receptor modulator based on the biphenyl scaffold.” Mendeleev Communications, vol. 30, no. 3, Apr. 2020, pp. 342-343. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.027.

Keywords

biphenyl scaffold
docking
electrophysiological investigations
negative allosteric modulator
NMDA receptors

Abstract

Ifenprodil-like NMDA receptor negative allosteric modulator based on the biphenyl scaffold has been identified using virtual screening. Docking approach demonstrated that the modulator maintains some characteristic interactions with protein similar to ifenprodil. Electrophysiological and radioligand investigations demonstrated the concentration-dependent NMDA/Gly-induced currents inhibition with IC50=5μM and significant displacement of [H3]ifenprodil with EC50=30μM, respectively.

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
2.
The glutamate story
Watkins J.C., Jane D.E.
British Journal of Pharmacology, 2006
4.
Antidepressant effects of ketamine in depressed patients
Berman R.M., Cappiello A., Anand A., Oren D.A., Heninger G.R., Charney D.S., Krystal J.H.
Biological Psychiatry, 2000
6.
Structural elements of a pH-sensitive inhibitor binding site in NMDA receptors
Regan M.C., Zhu Z., Yuan H., Myers S.J., Menaldino D.S., Tahirovic Y.A., Liotta D.C., Traynelis S.F., Furukawa H.
Nature Communications, 2019
7.
A Novel Binding Mode Reveals Two Distinct Classes of NMDA Receptor GluN2B-selective Antagonists
Stroebel D., Buhl D.L., Knafels J.D., Chanda P.K., Green M., Sciabola S., Mony L., Paoletti P., Pandit J.
Molecular Pharmacology, 2016
9.
Activation of NMDA receptors and the mechanism of inhibition by ifenprodil
Tajima N., Karakas E., Grant T., Simorowski N., Diaz-Avalos R., Grigorieff N., Furukawa H.
Nature, 2016
10.
On mechanism of allosteric modulation of NMDA receptor via amino-terminal domains.
Karlov D.S., Radchenko E.V., Zefirov A.N., Palyulin V.A., Pentkovski V.M., Zefirov N.S.
Biochemical and Biophysical Research Communications, 2012
11.
Benzimidazole-2-carboxamides as novel NR2B selective NMDA receptor antagonists.
Borza I., Kolok S., Gere A., Nagy J., Fodor L., Galgóczy K., Fetter J., Bertha F., Ágai B., Horváth C., Farkas S., Domány G.
Bioorganic and Medicinal Chemistry Letters, 2006
12.
NR2B-Selective N-Methyl-d-aspartate Antagonists:  Synthesis and Evaluation of 5-Substituted Benzimidazoles
McCauley J.A., Theberge C.R., Romano J.J., Billings S.B., Anderson K.D., Claremon D.A., Freidinger R.M., Bednar R.A., Mosser S.D., Gaul S.L., Connolly T.M., Condra C.L., Xia M., Cunningham M.E., Bednar B., et. al.
Journal of Medicinal Chemistry, 2004
13.
Methyl N-(carbazolyl)acetyl-2-aminotetrahydrobenzothiophene-3-carboxylates as modulators of NMDA receptors
Sokolov V.B., Aksinenko A.Y., Gabrel’yan A.V., Grigoriev V.V.
Russian Chemical Bulletin, 2019
14.
Inhibition of G Protein-Activated Inwardly Rectifying K+ Channels by Ifenprodil
Kobayashi T., Washiyama K., Ikeda K.
Neuropsychopharmacology, 2005
15.
Acquired QT interval prolongation and HERG: implications for drug discovery and development.
Finlayson K., Witchel H.J., McCulloch J., Sharkey J.
European Journal of Pharmacology, 2004
16.
Toward a Pharmacophore for Drugs Inducing the Long QT Syndrome:  Insights from a CoMFA Study of HERG K+ Channel Blockers
Cavalli A., Poluzzi E., De Ponti F., Recanatini M.
Journal of Medicinal Chemistry, 2002
19.
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