Open Access
5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens
Ludmila A Kraeva
1
,
Alexey Yu. Lukin
2
,
Lyubov Vinogradova
2
,
Kristina Komarova
2
,
Mikhail V Chudinov
2
,
M. A. Gureev
3, 4
,
Publication type: Journal Article
Publication date: 2023-09-07
PubMed ID:
37764267
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A series of eight 5-nitrofuran-tagged oxazolyl tetrahydropyrazolopyridines (THPPs) has been prepared in six stages with excellent regioselectivity. The testing of these compounds against pathogens of the ESKAPE panel showed a good activity of lead compound 1-(2-methoxyethyl)-5-(5-nitro-2-furoyl)-3-(1,3-oxazol-5-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c] pyridine (13g), which is superior to nitrofurantoin. These results confirmed the benefit of combining a THPP scaffold with a nitrofuran warhead. Certain structure–activity relationships were established in the course of this study which were rationalized by the induced-fit docking experiments in silico.
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Citations from 2025:
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Rogacheva E. et al. 5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens // Molecules. 2023. Vol. 28. No. 18. p. 6491.
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Rogacheva E., Kraeva L. A., Lukin A. Y., Vinogradova L., Komarova K., Chudinov M. V., Gureev M. A., Chupakhin E. 5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens // Molecules. 2023. Vol. 28. No. 18. p. 6491.
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RIS
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TY - JOUR
DO - 10.3390/molecules28186491
UR - https://www.mdpi.com/1420-3049/28/18/6491
TI - 5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens
T2 - Molecules
AU - Rogacheva, Elizaveta
AU - Kraeva, Ludmila A
AU - Lukin, Alexey Yu.
AU - Vinogradova, Lyubov
AU - Komarova, Kristina
AU - Chudinov, Mikhail V
AU - Gureev, M. A.
AU - Chupakhin, Evgeny
PY - 2023
DA - 2023/09/07
PB - MDPI
SP - 6491
IS - 18
VL - 28
PMID - 37764267
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2023_Rogacheva,
author = {Elizaveta Rogacheva and Ludmila A Kraeva and Alexey Yu. Lukin and Lyubov Vinogradova and Kristina Komarova and Mikhail V Chudinov and M. A. Gureev and Evgeny Chupakhin},
title = {5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens},
journal = {Molecules},
year = {2023},
volume = {28},
publisher = {MDPI},
month = {sep},
url = {https://www.mdpi.com/1420-3049/28/18/6491},
number = {18},
pages = {6491},
doi = {10.3390/molecules28186491}
}
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MLA
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Rogacheva, Elizaveta, et al. “5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens.” Molecules, vol. 28, no. 18, Sep. 2023, p. 6491. https://www.mdpi.com/1420-3049/28/18/6491.