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HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement

Elena Sergeevna Matyugina 1
Elena Sergeevna Matyugina
, 
Vladimir Trevorovich Valuev-Elliston 1
Vladimir Trevorovich Valuev-Elliston
, 
Alexander Olegovich Chizhov 2
Alexander Olegovich Chizhov
, 
Sergei Nikolaevich Kochetkov 1
Sergei Nikolaevich Kochetkov
, 
Anastasia Lvovna Khandazhinskaya 1
Anastasia Lvovna Khandazhinskaya
10.1016/j.mencom.2016.03.009
Published 2016-03-02
Communication , Volume 26, Issue 2, 114-116
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Matyugina E. S. et al. HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement // Mendeleev Communications. 2016. Vol. 26. No. 2. pp. 114-116.
GOST all authors (up to 50) Copy
Matyugina E. S., Valuev-Elliston V. T., Chizhov A. O., Kochetkov S. N., Khandazhinskaya A. L. HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement // Mendeleev Communications. 2016. Vol. 26. No. 2. pp. 114-116.
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TY - JOUR
DO - 10.1016/j.mencom.2016.03.009
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.03.009
TI - HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement
T2 - Mendeleev Communications
AU - Matyugina, Elena Sergeevna
AU - Valuev-Elliston, Vladimir Trevorovich
AU - Chizhov, Alexander Olegovich
AU - Kochetkov, Sergei Nikolaevich
AU - Khandazhinskaya, Anastasia Lvovna
PY - 2016
DA - 2016/03/02
PB - Mendeleev Communications
SP - 114-116
IS - 2
VL - 26
ER -
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@article{2016_Matyugina,
author = {Elena Sergeevna Matyugina and Vladimir Trevorovich Valuev-Elliston and Alexander Olegovich Chizhov and Sergei Nikolaevich Kochetkov and Anastasia Lvovna Khandazhinskaya},
title = {HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement},
journal = {Mendeleev Communications},
year = {2016},
volume = {26},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.03.009},
number = {2},
pages = {114--116},
doi = {10.1016/j.mencom.2016.03.009}
}
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Matyugina, Elena Sergeevna, et al. “HIV-1 non-nucleoside reverse transcriptase inhibitors: incorporation of benzylphosphonate moiety for solubility improvement.” Mendeleev Communications, vol. 26, no. 2, Mar. 2016, pp. 114-116. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.03.009.

Abstract

Benzylphosphonates of 5’-norcarbocyclic analogue of 2’,3’-dideoxy-2’,3’-didehydrouridine and its N3-benzyl derivatives with different substituents at the phosphorus atom were designed and synthesized in attempt to improve solubility of potential non-nucleoside reverse transcriptase inhibitor. Solubility of the most hydrophilic representative was 400 mg in 100 ml of 1% DMSO solution in water. The target phosphonates were examined against HIV-1 reverse transcriptase with KI for all compounds being higher than 100 μM.

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