Open Access
Open access
volume 28 issue 18 pages 6491

5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens

Publication typeJournal Article
Publication date2023-09-07
scimago Q1
wos Q2
SJR0.865
CiteScore8.6
Impact factor4.6
ISSN14203049
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.

Found 
Found 

Top-30

Journals

1
Mendeleev Communications
1 publication, 25%
ACS Bio & Med Chem Au
1 publication, 25%
European Journal of Medicinal Chemistry Reports
1 publication, 25%
ChemistrySelect
1 publication, 25%
1

Publishers

1
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 publication, 25%
American Chemical Society (ACS)
1 publication, 25%
Elsevier
1 publication, 25%
Wiley
1 publication, 25%
1
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
4
Share
Cite this
GOST |
Cite this
GOST Copy
Rogacheva E. et al. 5-Nitrofuran-Tagged Oxazolyl Pyrazolopiperidines: Synthesis and Activity against ESKAPE Pathogens // Molecules. 2023. Vol. 28. No. 18. p. 6491.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
Cite this
MLA Copy
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.