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Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation

Marina Aleksandrovna Katkova 1
Marina Aleksandrovna Katkova
, 
Galina Sergeevna Zabrodina 1
Galina Sergeevna Zabrodina
, 
Roman Valeryevich Rumyantcev 1
Roman Valeryevich Rumyantcev
, 
Grigory Yu Zhigulin 1
Grigory Yu Zhigulin
, 
Ivan Vladimirovich Skabitsky 2
Ivan Vladimirovich Skabitsky
, 
Irina Georgievna Fomina 2
Irina Georgievna Fomina
, 
Olga B Bekker 3
Olga B Bekker
, 
Sergei Yulievich Ketkov 1
Sergei Yulievich Ketkov
, 
1 G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russian Federation
3 N.I. Vavilov Institute of General Genetics, Russian Academy of Sciences, Moscow, Russian Federation
10.1016/j.mencom.2024.10.026
Published 2024-10-22
Communication , Volume 34, Issue 6, 850-853
3
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Katkova M. A. et al. Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation // Mendeleev Communications. 2024. Vol. 34. No. 6. pp. 850-853.
GOST all authors (up to 50) Copy
Katkova M. A., Zabrodina G. S., Rumyantcev R. V., Zhigulin G. Yu., Skabitsky I. V., Fomina I. G., Bekker O. B., Ketkov S. Y., Eremenko I. L. Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation // Mendeleev Communications. 2024. Vol. 34. No. 6. pp. 850-853.
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TY - JOUR
DO - 10.1016/j.mencom.2024.10.026
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.10.026
TI - Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation
T2 - Mendeleev Communications
AU - Katkova, Marina Aleksandrovna
AU - Zabrodina, Galina Sergeevna
AU - Rumyantcev, Roman Valeryevich
AU - Zhigulin, Grigory Yu
AU - Skabitsky, Ivan Vladimirovich
AU - Fomina, Irina Georgievna
AU - Bekker, Olga B
AU - Ketkov, Sergei Yulievich
AU - Eremenko, Igor Leonidovich
PY - 2024
DA - 2024/10/22
PB - Mendeleev Communications
SP - 850-853
IS - 6
VL - 34
ER -
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@article{2024_Katkova,
author = {Marina Aleksandrovna Katkova and Galina Sergeevna Zabrodina and Roman Valeryevich Rumyantcev and Grigory Yu Zhigulin and Ivan Vladimirovich Skabitsky and Irina Georgievna Fomina and Olga B Bekker and Sergei Yulievich Ketkov and Igor Leonidovich Eremenko},
title = {Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.10.026},
number = {6},
pages = {850--853},
doi = {10.1016/j.mencom.2024.10.026}
}
MLA
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Katkova, Marina Aleksandrovna, et al. “Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation.” Mendeleev Communications, vol. 34, no. 6, Oct. 2024, pp. 850-853. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.10.026.

Keywords

3-hydroxy-4-pyridinone
antimycobacterial activity
DFT calculations.
isoniazid
X-ray diffraction analysis

Abstract

A new 3-hydroxy-4-pyridinone ligand, viz. N-(3-hydroxy-2-methyl-4-oxo-4H-pyridin-1-yl)isonicotinamide bearing isoniazid fragment, was synthesized and characterized. The differences in molecular and electronic structures of the product compared to the parent isoniazid (INH) were revealed by X-ray diffraction and DFT calculations. They are responsible for a dramatic decrease in the antimyco- bacterial activity of the product in comparison with INH.

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