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25 Results Found

  • Article
  • Open Access
14 Citations
5,080 Views
17 Pages

2-Butyl-2-tert-butyl-5,5-diethylpyrrolidine-1-oxyls: Synthesis and Properties

  • Irina F. Zhurko,
  • Sergey Dobrynin,
  • Artem A. Gorodetskii,
  • Yuri I. Glazachev and ,
  • Tatyana V. Rybalova,
  • Elena I. Chernyak,
  • Nargiz Asanbaeva,
  • Elena G. Bagryanskaya and
  • Igor A. Kirilyuk
  • + 4 authors+ 0 author

14 February 2020

Nitroxides are broadly used as molecular probes and labels in biophysics, structural biology, and biomedical research. Resistance of a nitroxide group bearing an unpaired electron to chemical reduction with low-molecular-weight antioxidants and enzym...

(This article belongs to the Special Issue Stable Radicals: Synthesis, Structure and Applications: A Theme Issue in Honor of Prof. Dr. Leonid Volodarsky)
  • Article
  • Open Access
7 Citations
2,672 Views
20 Pages

Hydrophilic Reduction-Resistant Spin Labels of Pyrrolidine and Pyrroline Series from 3,4-Bis-hydroxymethyl-2,2,5,5-tetraethylpyrrolidine-1-oxyl

  • Mikhail S. Usatov,
  • Sergey A. Dobrynin,
  • Yuliya F. Polienko,
  • Denis A. Morozov and ,
  • Yurii I. Glazachev,
  • Sergey V. An’kov,
  • Tatiana G. Tolstikova,
  • Yuri V. Gatilov,
  • Irina Yu. Bagryanskaya and
  • Igor A. Kirilyuk
  • + 7 authors+ 2 authors

26 January 2024

Highly resistant to reduction nitroxides open new opportunities for structural studies of biological macromolecules in their native environment inside living cells and for functional imaging of pH and thiols, enzymatic activity and redox status in li...

(This article belongs to the Topic Advances in Chemistry and Chemical Engineering)
  • Article
  • Open Access
6 Citations
3,067 Views
19 Pages

2,5-Di-tert-butyl-2,5-diethylpyrrolidine-1-oxyls: Where Is a Reasonable Limit of Sterical Loading for Higher Resistance to Reduction?

  • Irina F. Zhurko,
  • Sergey A. Dobrynin,
  • Yurii I. Glazachev,
  • Yuri V. Gatilov and
  • Igor A. Kirilyuk

25 January 2024

The pyrrolidine nitroxides with four bulky alkyl substituents adjacent to the N–O∙ group demonstrate very high resistance to reduction with biogenic antioxidants and enzymatic systems. This makes them valuable molecular tools for studying...

(This article belongs to the Section Organic Chemistry)
  • Article
  • Open Access
8 Citations
3,702 Views
13 Pages

3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains

  • Andrey I. Taratayko,
  • Yurii I. Glazachev,
  • Ilia V. Eltsov,
  • Elena I. Chernyak and
  • Igor A. Kirilyuk

16 March 2022

Pyrrolidine nitroxides with four bulky alkyl substituents adjacent to N–O group are known for their high resistance to bioreduction. The 3,4-unsubstituted 2-tert-butyl-2-ethylpyrrolidine-1-oxyls were prepared from the corresponding 2-tert-butyl...

(This article belongs to the Collection Heterocyclic Compounds)
  • Article
  • Open Access
5 Citations
3,671 Views
10 Pages

Syntheses and Study of a Pyrroline Nitroxide Condensed Phospholene Oxide and a Pyrroline Nitroxide Attached Diphenylphosphine

  • Mostafa Isbera,
  • Balázs Bognár,
  • Ferenc Gallyas,
  • Attila Bényei and ,
  • József Jekő and
  • Tamás Kálai
  • + 1 author+ 0 author

19 July 2021

The reaction of a diene nitroxide precursor with dichlorophenylphosphine in a McCormac procedure afforded 1,1,3,3-tetramethyl-5-phenyl-1,2,3,4,5,6-hexahydrophospholo[3,4-c]pyrrole-5-oxide-2-oxyl. Lithiation of the protected 3-iodo-pyrroline nitroxide...

(This article belongs to the Special Issue Stable Organic Radicals)
  • Article
  • Open Access
2 Citations
3,100 Views
30 Pages

Doxyl Nitroxide Spin Probes Can Modify Toxicity of Doxorubicin towards Fibroblast Cells

  • Jan Czepas,
  • Karolina Matczak,
  • Aneta Koceva-Chyła,
  • Bartłomiej Grobelski and ,
  • Zofia Jóźwiak and
  • Krzysztof Gwoździński
  • + 1 author+ 0 author

4 November 2020

The biological properties of doxyl stearate nitroxides (DSs): 5-DS, Met-12-DS, and 16-DS, commonly used as spin probes, have not been explored in much detail so far. Furthermore, the influence of DSs on the cellular changes induced by the anticancer...

(This article belongs to the Section Medicinal Chemistry)
  • Article
  • Open Access
12 Citations
8,465 Views
7 Pages

18 December 2000

Methods to reduce the carboxylic acid moiety in 3-carboxy-2,2,5,5-tetramethylpyrrolin-1-oxyl to an alcohol as an intermediate toward the corresponding aldehyde have been explored and an improved method has been developed.

  • Article
  • Open Access
8 Citations
3,241 Views
25 Pages

7 February 2023

Nitroxides are potent tools for studying biological systems by electron paramagnetic resonance (EPR). Whatever the application, a certain stability is necessary for successful detection. Since conventional tetramethyl-substituted cyclic nitroxides ha...

(This article belongs to the Special Issue Oxidative Stress and Chronic Liver Diseases)
  • Review
  • Open Access
129 Citations
11,988 Views
26 Pages

Nitroxides as Antioxidants and Anticancer Drugs

  • Marcin Lewandowski and
  • Krzysztof Gwozdzinski

22 November 2017

Nitroxides are stable free radicals that contain a nitroxyl group with an unpaired electron. In this paper, we present the properties and application of nitroxides as antioxidants and anticancer drugs. The mostly used nitroxides in biology and medici...

(This article belongs to the Special Issue Inflammaging and Oxidative Stress in Aging and Age-Related Disorders)
  • Feature Paper
  • Article
  • Open Access
13 Citations
5,526 Views
16 Pages

A New Method for the Synthesis of Heterospin Complexes

  • Victor Ovcharenko,
  • Olga Kuznetsova,
  • Elena Fursova,
  • Gаlinа Romаnenko and
  • Artem Bogomyakov

2 December 2015

The interaction of binuclear Co(II) pivalate [Сo2(H2O)Piv4(HPiv)4] with nitronyl nitroxide HL1 (2-(2-hydroxy-5-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl) in organic solvents led to the formation of a pentanuclear hetero...

(This article belongs to the Special Issue High Spin Molecules)
  • Article
  • Open Access
34 Citations
10,337 Views
16 Pages

Synthesis and Evaluation of Ciprofloxacin-Nitroxide Conjugates as Anti-Biofilm Agents

  • Anthony D. Verderosa,
  • Sarah C. Mansour,
  • César De la Fuente-Núñez,
  • Robert E. W. Hancock and
  • Kathryn E. Fairfull-Smith

As bacterial biofilms are often refractory to conventional antimicrobials, the need for alternative and/or novel strategies for the treatment of biofilm related infections has become of paramount importance. Herein, we report the synthesis of novel h...

(This article belongs to the Special Issue Free Radicals in Organic Synthesis)
  • Article
  • Open Access
13 Citations
6,889 Views
18 Pages

Profluorescent Fluoroquinolone-Nitroxides for Investigating Antibiotic–Bacterial Interactions

  • Anthony D. Verderosa,
  • Rabeb Dhouib,
  • Kathryn E. Fairfull-Smith and
  • Makrina Totsika

Fluorescent probes are widely used for imaging and measuring dynamic processes in living cells. Fluorescent antibiotics are valuable tools for examining antibiotic–bacterial interactions, antimicrobial resistance and elucidating antibiotic mode...

(This article belongs to the Special Issue From the Southern Hemisphere: Research on Resistance, Antibiotics and Treatments)
  • Article
  • Open Access
6 Citations
2,400 Views
24 Pages

Synthesis and Properties of (1R(S),5R(S),7R(S),8R(S))-1,8-Bis(hydroxymethyl)-6-azadispiro[4.1.4.2]tridecane-6-oxyl: Reduction-Resistant Spin Labels with High Spin Relaxation Times

  • Yulia V. Khoroshunova,
  • Denis A. Morozov,
  • Danil A. Kuznetsov,
  • Tatyana V. Rybalova and ,
  • Yurii I. Glazachev,
  • Elena G. Bagryanskaya and
  • Igor A. Kirilyuk
  • + 2 authors+ 0 author

Site-directed spin labeling followed by investigation using Electron Paramagnetic Resonance spectroscopy is a rapidly expanding powerful biophysical technique to study structure, local dynamics and functions of biomolecules using pulsed EPR technique...

(This article belongs to the Special Issue Small Molecules with Spiro-Conjugated Cycles: Advances in Synthesis and Applications)
  • Article
  • Open Access
28 Citations
8,697 Views
17 Pages

30 November 2002

We report the syntheses of antifungals containing the novel pharmacophores: oxaziridines, sulfonyloxaziridines, nitrones and nitronyl nitroxides. We hypothesized that multiple copies of the pharmacophore per molecule might be a prerequisite to enhanc...

(This article belongs to the Special Issue Recent Advances in Environmental Health Research: Health Disparities, Toxicology and Carcinogenesis. Part III)
  • Article
  • Open Access
1 Citations
1,111 Views
16 Pages

Diradical Silver Derivative of Nitronyl Nitroxide: Synthesis, Structure, and Conformation-Dependent Magnetic Properties

  • Igor A. Zayakin,
  • Dmitry E. Gorbunov,
  • Pavel G. Shangin,
  • Mikhail A. Syroeshkin and ,
  • Pavel V. Dorovatovskii,
  • Alexander A. Korlyukov,
  • Roman A. Novikov,
  • Debin Xia,
  • Nina P. Gritsan and
  • Evgeny V. Tretyakov
  • + 5 authors+ 0 author

27 March 2026

Nitronyl nitroxides (NNs) are widely employed in chemistry, physics, and materials science due to their inherently high stability and magnetic properties. However, the synthesis of C(2)-organoelement derivatives remains a challenging task. This paper...

(This article belongs to the Special Issue Transition Metal Complexes with Heterocyclic Ligands: Structural Insights, Biological Potential, and Computational Perspectives)
  • Article
  • Open Access
6 Citations
3,596 Views
10 Pages

16 April 2021

Hydrogels have reached momentum due to their potential application in a variety of fields including their ability to deliver active molecules upon application of a specific chemical or physical stimulus and to act as easily recyclable catalysts in a...

(This article belongs to the Special Issue Function of Polymers in Encapsulation Process)
  • Article
  • Open Access
25 Citations
4,426 Views
18 Pages

A Simple Method of Synthesis of 3-Carboxy-2,2,5,5-Tetraethylpyrrolidine-1-oxyl and Preparation of Reduction-Resistant Spin Labels and Probes of Pyrrolidine Series

  • Sergey A. Dobrynin,
  • Mikhail S. Usatov,
  • Irina F. Zhurko,
  • Denis A. Morozov and ,
  • Yuliya F. Polienko,
  • Yurii I. Glazachev,
  • Dmitriy A. Parkhomenko,
  • Mikhail A. Tyumentsev,
  • Yuri V. Gatilov and
  • Igor A. Kirilyuk
  • + 7 authors+ 2 authors

23 September 2021

Stable free radicals are widely used as molecular probes and labels in various biophysical and biomedical research applications of magnetic resonance spectroscopy and imaging. Among these radicals, sterically shielded nitroxides of pyrrolidine series...

(This article belongs to the Section Organic Chemistry)
  • Article
  • Open Access
4 Citations
3,186 Views
14 Pages

21 December 2023

Ground triplet 4,6-bis(trifluoromethyl)-1,3-phenylene bis(tert-butyl nitroxide) (TF2PBN) reacted with [Y(hfac)3(H2O)2] (hfac = 1,1,1,5,5,5-hexafluoropentane-2,4-dionate), affording a doubly hydrogen-bonded adduct [Y(hfac)3(H2O)2(TF2PBN)]. The biradic...

(This article belongs to the Special Issue Computational Studies of Novel Function Materials)
  • Article
  • Open Access
1 Citations
2,742 Views
15 Pages

Preclinical Evaluation of Nitroxide-Functionalised Ciprofloxacin as a Novel Antibiofilm Drug Hybrid for Urinary Tract Infections

  • Sophia Hawas,
  • Jilong Qin,
  • Sandra Wiedbrauk,
  • Kathryn Fairfull-Smith and
  • Makrina Totsika

22 September 2023

Urinary tract infections (UTIs) are the second most common bacterial infection with high recurrence rates and can involve biofilm formation on patient catheters. Biofilms are inherently tolerant to antimicrobials, making them difficult to eradicate....

(This article belongs to the Special Issue Recent Advances in Antimicrobial Drug Discovery, 2nd Edition)
  • Article
  • Open Access
4 Citations
2,907 Views
13 Pages

17 August 2024

Novel and highly stable nitronyl nitroxide radical (NIT) derivatives were synthesized and coated on the surface of multi-walled carbon nanotubes (MWCNTs) to improve their desulfurization performance. They were characterized by FTIR, UV-vis, SEM, XRD,...

  • Article
  • Open Access
55 Citations
8,591 Views
13 Pages

Stability of ZIF-8 Nanoparticles in Most Common Cell Culture Media

  • Anna S. Spitsyna,
  • Artem S. Poryvaev,
  • Natalya E. Sannikova,
  • Anastasiya A. Yazikova and ,
  • Igor A. Kirilyuk,
  • Sergey A. Dobrynin,
  • Olga A. Chinak,
  • Matvey V. Fedin and
  • Olesya A. Krumkacheva
  • + 4 authors+ 0 author

Zeolite imidazolate framework-8 (ZIF-8) is a promising platform for drug delivery, and information regarding the stability of ZIF-8 nanoparticles in cell culture media is essential for proper interpretation of in vitro experimental results. In this w...

(This article belongs to the Special Issue Application of EPR Spectroscopy in Biophysics and Biochemistry)
  • Article
  • Open Access
8 Citations
5,100 Views
16 Pages

Reperfusion Arrhythmias Increase after Superior Cervical Ganglionectomy Due to Conduction Disorders and Changes in Repolarization

  • Natalia Jorgelina Prado,
  • Estela Maris Muñoz,
  • Luz Estefanía Farias Altamirano,
  • Francisco Aguiar and ,
  • Amira Zulma Ponce Zumino,
  • Francisco Javier Sánchez,
  • Roberto Miguel Miatello,
  • Esther Pueyo and
  • Emiliano Raúl Diez
  • + 4 authors+ 0 author

Pharmacological concentrations of melatonin reduce reperfusion arrhythmias, but less is known about the antiarrhythmic protection of the physiological circadian rhythm of melatonin. Bilateral surgical removal of the superior cervical ganglia irrevers...

(This article belongs to the Special Issue Melatonin from an Antioxidant to a Classic Hormone or a Tissue Factor: Experimental and Clinical Aspects 2019)
  • Article
  • Open Access
1,420 Views
13 Pages

Redox-Driven Magnetic Regulation in a Series of Couplers in Bridged Nitroxide Diradicals

  • Fengying Zhang,
  • Meiwen Song,
  • Cheng Luo,
  • Teng Ma and ,
  • Yali Zhao,
  • Boqiong Li and
  • Yuxiang Bu
  • + 2 authors+ 0 author

27 January 2025

Redox-induced magnetic regulation in organic diradicals is distinctly attractive. In this work, taking nitroxide radicals as spin sources, we predict the magnetic properties of 9, 10-anthraquinone, 9, 10-phenaquone, 9, 10-diazanthracene and 9, 10-dia...

  • Article
  • Open Access
2 Citations
3,123 Views
11 Pages

Scandium Ion-Promoted Electron-Transfer Disproportionation of 2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-Oxide (PTIO•) in Acetonitrile and Its Regeneration Induced by Water

  • Yoshimi Shoji,
  • Yuri Terashima,
  • Kei Ohkubo,
  • Hiromu Ito and ,
  • Kouichi Maruyama,
  • Shunichi Fukuzumi and
  • Ikuo Nakanishi
  • + 2 authors+ 0 author

2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide (PTIO•), a persistent nitronyl nitroxide radical, has been used for the detection and trapping of nitric oxide, as a redox mediator for batteries, for the activity estimation of antioxidants...

(This article belongs to the Section Biochemistry)
  • Article
  • Open Access
14 Citations
5,044 Views
16 Pages

Nitroxide—HMP—Protects Human Trophoblast HTR-8/SVneo Cells from H2O2-Induced Oxidative Stress by Reducing the HIF1A Signaling Pathway

  • Diana Pintye,
  • Réka Eszter Sziva,
  • Maxim Mastyugin,
  • Marianna Török and ,
  • Sonako Jacas,
  • Agnes Lo,
  • Saira Salahuddin and
  • Zsuzsanna K. Zsengellér
  • + 3 authors+ 0 author

8 August 2023

Preeclampsia (PE) is a pregnancy-specific syndrome affecting 5–7% of patients. There is no effective treatment available. Early abnormal placental development is associated with oxidative stress (OS) and a release of reactive oxygen species (RO...

(This article belongs to the Special Issue Oxidative Stress and Antioxidants in Hypoxia and Human Pathophysiology Settings: Novel Pharmacological Targets)