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Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting

Nadezhda E. Astakhova 1
Nadezhda E. Astakhova
, 
Maria S. Kuzmina 1
Maria S. Kuzmina
,  ,  , 
Valeriya Yur'evna Vasileva 4
Valeriya Yur'evna Vasileva
,  ,  ,  , 
Vladislav Igorevich Chubinskiy-Nadezhdin 4
Vladislav Igorevich Chubinskiy-Nadezhdin
,  , 
Oleg Stefanovich Medvedev 2, 3
Oleg Stefanovich Medvedev
, 
10.71267/mencom.7848
Published 2025-11-29
Communication , Volume 36, Issue 1, 12-14
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Astakhova N. E. et al. Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 12-14.
GOST all authors (up to 50) Copy
Astakhova N. E., Kuzmina M. S., Vasilenko D. A., Shashurin D. A., Vasileva V. Y., Sudarikova A. V., Zefirov N. A., Averina E. B., Chubinskiy-Nadezhdin V. I., Milaeva E. R., Medvedev O. S., Zefirova O. N. Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 12-14.
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TY - JOUR
DO - 10.71267/mencom.7848
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7848
TI - Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting
T2 - Mendeleev Communications
AU - Astakhova, Nadezhda E.
AU - Kuzmina, Maria S.
AU - Vasilenko, Dmitry Alekseevich
AU - Shashurin, Denis A
AU - Vasileva, Valeriya Yur'evna
AU - Sudarikova, Anastasia V
AU - Zefirov, Nikolay Alekseevich
AU - Averina, Elena Borisovna
AU - Chubinskiy-Nadezhdin, Vladislav Igorevich
AU - Milaeva, Elena Rudol'fovna
AU - Medvedev, Oleg Stefanovich
AU - Zefirova, Ol'ga Nikolaevna
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 12-14
IS - 1
VL - 36
ER -
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@article{2025_Astakhova,
author = {Nadezhda E. Astakhova and Maria S. Kuzmina and Dmitry Alekseevich Vasilenko and Denis A Shashurin and Valeriya Yur'evna Vasileva and Anastasia V Sudarikova and Nikolay Alekseevich Zefirov and Elena Borisovna Averina and Vladislav Igorevich Chubinskiy-Nadezhdin and Elena Rudol'fovna Milaeva and Oleg Stefanovich Medvedev and Ol'ga Nikolaevna Zefirova},
title = {Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7848},
number = {1},
pages = {12--14},
doi = {10.71267/mencom.7848}
}
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Astakhova, Nadezhda E., et al. “Substituted 3-aryl-4-nitroisoxazoles as potential blockers of the transport protein GLUT5: molecular design, synthesis and primary biotesting.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 12-14. https://mendcomm.colab.ws/publications/10.71267/mencom.7848.
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Keywords

3]dioxol-5-amine (MSNBA)
arenologues
cell line K562.
cyclovinylogues
cytotoxicity
fructose
GLUT5 inhibitors
N-(4-methylsulfonyl-2-nitrophenyl)benzo[d][1
nitroisoxazoles

Abstract

The structures of isoxazole-containing cyclovinylogues of the intracellular fructose transporter protein GLUT5 inhibitor, N-(4-methylsulfonyl-2-nitrophenyl)benzo[d][1,3]dioxol-5- amine (MSNBA) were designed. The target substituted 3,4,5-isoxazoles were synthesized using a method for converting isoxazole-containing enamines to nitriles by their treatment with tert-butyl nitrite in the presence of boron trifluoride etherate. Primary bioassay demonstrated the ability of the target compounds to inhibit the proliferation of chronic myelogenous leukemia cells K562 in medium containing fructose or glucose.

Funders

Ministry of Education and Science of the Russian Federation
121021000105-7

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