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Article ; Online: Differences in the ROS-generating efficacy of various ultraviolet wavelengths in detached spinach leaves.

Barta, Csengele / Kálai, Tamás / Hideg, Kálmán / Vass, Imre / Hideg, Éva

2020 Volume 31, Issue 1, Page(s) 23–28

Abstract: The capacity of ultraviolet (UV) radiation to generate reactive oxygen species (ROS) in spinach leaves was studied with fluorescent sensors. Leaf segments were exposed to short-term (15-30 min), narrow-band UV irradiation of various wavelengths between ... ...

Abstract	The capacity of ultraviolet (UV) radiation to generate reactive oxygen species (ROS) in spinach leaves was studied with fluorescent sensors. Leaf segments were exposed to short-term (15-30 min), narrow-band UV irradiation of various wavelengths between 290-390 nm corresponding to equal numbers of photons and, depending on the wavelength, 18-36 μmol m
Language	English
Publishing date	2020-07-21
Publishing country	Australia
Document type	Journal Article
ZDB-ID	2071582-1
ISSN	1445-4416 ; 1445-4408
ISSN (online)	1445-4416
ISSN	1445-4408
DOI	10.1071/FP03170
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Article ; Online: Syntheses and Reactions of Pyrroline, Piperidine Nitroxide Phosphonates.

Isbera, Mostafa / Bognár, Balázs / Jekő, József / Sár, Cecilia / Hideg, Kálmán / Kálai, Tamás

Molecules (Basel, Switzerland)

2020 Volume 25, Issue 10

Abstract: Organophosphorus compounds occupy a significant position among the plethora of organic compounds, but a limited number of paramagnetic phosphorus compounds have been reported, including paramagnetic phosphonates. This paper describes the syntheses and ... ...

Abstract	Organophosphorus compounds occupy a significant position among the plethora of organic compounds, but a limited number of paramagnetic phosphorus compounds have been reported, including paramagnetic phosphonates. This paper describes the syntheses and further transformations of pyrroline and piperidine nitroxide phosphonates by well-established methods, such as the Pudovik, Arbuzov and Horner-Wadsworth-Emmons (HWE) reactions. The reaction of paramagnetic a-bromoketone produced a vinylphosphonate in the Perkow reaction. Paramagnetic a-hydroxyphosphonates could be subjected to oxidation, elimination and substitution reactions to produce various paramagnetic phosphonates. The synthesized paramagnetic phosphonates proved to be useful synthetic building blocks for carbon-carbon bond-forming reactions in the Horner-Wadsworth-Emmons olefination reactions. The unsaturated compounds achieved could be transformed into various substituted pyrroline nitroxides, proxyl nitroxides and paramagnetic polyaromatics. The Trolox
MeSH term(s)	Alkenes/chemistry ; Carbon/chemistry ; Molecular Structure ; Nitrogen Oxides/chemical synthesis ; Nitrogen Oxides/chemistry ; Organophosphonates/chemical synthesis ; Organophosphonates/chemistry ; Piperidines/chemical synthesis ; Piperidines/chemistry ; Pyrroles/chemical synthesis ; Pyrroles/chemistry ; Stereoisomerism
Chemical Substances	Alkenes ; Nitrogen Oxides ; Organophosphonates ; Piperidines ; Pyrroles ; pyrroline (28350-87-0) ; piperidine (67I85E138Y) ; Carbon (7440-44-0) ; nitroxyl (GFQ4MMS07W)
Language	English
Publishing date	2020-05-22
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules25102430
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Article ; Online: Editor's Note: Diphenyl Difluoroketone: A Curcumin Derivative with Potent In Vivo Anticancer Activity.

Subramaniam, Dharmalingam / May, Randal / Sureban, Sripathi M / Lee, Katherine B / George, Robert / Kuppusamy, Periannan / Ramanujam, Rama P / Hideg, Kalman / Dieckgraefe, Brian K / Houchen, Courtney W / Anant, Shrikant

Cancer research

2022 Volume 82, Issue 16, Page(s) 2951

Language	English
Publishing date	2022-08-15
Publishing country	United States
Document type	Published Erratum
ZDB-ID	1432-1
ISSN	1538-7445 ; 0008-5472
ISSN (online)	1538-7445
ISSN	0008-5472
DOI	10.1158/0008-5472.CAN-22-1949
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Article ; Online: Antiproliferative Effect of a Novel 4,4'-Disulfonyldiarylidenyl Piperidone in Human Colon Cancer Cells.

Prabhat, Anjali M / Kuppusamy, M Lakshmi / Bognár, Balázs / Kálai, Tamás / Hideg, Kálmán / Kuppusamy, Periannan

Cell biochemistry and biophysics

2018 Volume 77, Issue 1, Page(s) 61–67

Abstract: The synthesis and antiproliferative effect of a novel curcumin analog, 4,4'-disulfonyldiarylidenyl piperidone, are reported. The design of the molecule is based on the fusion of an antiproliferative segment, namely diarylidenyl piperidone (DAP), with N- ... ...

Abstract	The synthesis and antiproliferative effect of a novel curcumin analog, 4,4'-disulfonyldiarylidenyl piperidone, are reported. The design of the molecule is based on the fusion of an antiproliferative segment, namely diarylidenyl piperidone (DAP), with N-hyroxypyrroline, which is known to metabolically convert to nitroxide and protect healthy cells. Cellular uptake, metabolic conversion, cytotoxicity and antiproliferative effect of the DAP derivative against HCT-116 human colon cancer cells have been determined. Based on cell viability and proliferation assays as well as western-blot analysis of major transcription factors and inhibitory proteins, it is determined that the DAP compound is cytotoxic by inhibiting cell survival and proliferation pathways. The findings may have important implications in the design and development of effective anticancer agents.
MeSH term(s)	Antineoplastic Agents/chemistry ; Antineoplastic Agents/metabolism ; Antineoplastic Agents/pharmacology ; Apoptosis/drug effects ; Biomarkers, Tumor/metabolism ; Cell Proliferation/drug effects ; Colonic Neoplasms/metabolism ; Colonic Neoplasms/pathology ; Curcumin/analogs & derivatives ; Curcumin/metabolism ; Curcumin/pharmacology ; Electron Spin Resonance Spectroscopy ; HCT116 Cells ; Humans ; Phosphorylation/drug effects ; Piperidones/chemistry ; Piperidones/metabolism ; Piperidones/pharmacology ; Reactive Oxygen Species/metabolism ; STAT3 Transcription Factor/metabolism ; Tumor Suppressor Protein p53/metabolism
Chemical Substances	Antineoplastic Agents ; Biomarkers, Tumor ; Piperidones ; Reactive Oxygen Species ; STAT3 Transcription Factor ; Tumor Suppressor Protein p53 ; Curcumin (IT942ZTH98)
Language	English
Publishing date	2018-12-14
Publishing country	United States
Document type	Journal Article
ZDB-ID	1357904-6
ISSN	1559-0283 ; 1085-9195
ISSN (online)	1559-0283
ISSN	1085-9195
DOI	10.1007/s12013-018-0862-5
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Article: A nucleotide-independent cyclic nitroxide label for monitoring segmental motions in nucleic acids.

Nguyen, Phuong H / Popova, Anna M / Hideg, Kálmán / Qin, Peter Z

BMC biophysics

2015 Volume 8, Page(s) 6

Abstract: Background: Spin labels, which are chemically stable radicals attached at specific sites of a bio-molecule, enable investigations on structure and dynamics of proteins and nucleic acids using techniques such as site-directed spin labeling and ... ...

Abstract	Background: Spin labels, which are chemically stable radicals attached at specific sites of a bio-molecule, enable investigations on structure and dynamics of proteins and nucleic acids using techniques such as site-directed spin labeling and paramagnetic NMR. Among spin labels developed, the class of rigid labels have limited or no independent motions between the radical bearing moiety and the target, and afford a number of advantages in measuring distances and monitoring local dynamics within the parent bio-molecule. However, a general method for attaching a rigid label to nucleic acids in a nucleotide-independent manner has not been reported. Results: We developed an approach for installing a nearly rigid nitroxide spin label, designated as R5c, at a specific site of the nucleic acid backbone in a nucleotide-independent manner. The method uses a post-synthesis approach to covalently attach the nitroxide moiety in a cyclic fashion to phosphorothioate groups introduced at two consecutive nucleotides of the target strand. R5c-labeled nucleic acids are capable of pairing with their respective complementary strands, and the cyclic nature of R5c attachment significantly reduced independence motions of the label with respect to the parent duplex, although it may cause distortion of the local environment at the site of labeling. R5c yields enhanced sensitivity to the collective motions of the duplex, as demonstrated by its capability to reveal changes in collective motions of the substrate recognition duplex of the 120-kDa Tetrahymena group I ribozyme, which elude detection by a flexible label. Conclusions: The cyclic R5c nitroxide can be efficiently attached to a target nucleic acid site using a post-synthetic coupling approach conducted under mild biochemical conditions, and serves as a viable label for experimental investigation of segmental motions in nucleic acids, including large folded RNAs.
Language	English
Publishing date	2015-04-09
Publishing country	England
Document type	Journal Article
ISSN	2046-1682
ISSN	2046-1682
DOI	10.1186/s13628-015-0019-5
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Article ; Online: Exploring Structure, Dynamics, and Topology of Nitroxide Spin-Labeled Proteins Using Continuous-Wave Electron Paramagnetic Resonance Spectroscopy.

Altenbach, Christian / López, Carlos J / Hideg, Kálmán / Hubbell, Wayne L

Methods in enzymology

2015 Volume 564, Page(s) 59–100

Abstract: Structural and dynamical characterization of proteins is of central importance in understanding the mechanisms underlying their biological functions. Site-directed spin labeling (SDSL) combined with continuous-wave electron paramagnetic resonance (CW EPR) ...

Abstract	Structural and dynamical characterization of proteins is of central importance in understanding the mechanisms underlying their biological functions. Site-directed spin labeling (SDSL) combined with continuous-wave electron paramagnetic resonance (CW EPR) spectroscopy has shown the capability of providing this information with site-specific resolution under physiological conditions for proteins of any degree of complexity, including those associated with membranes. This chapter introduces methods commonly employed for SDSL and describes selected CW EPR-based methods that can be applied to (1) map secondary and tertiary protein structure, (2) determine membrane protein topology, (3) measure protein backbone flexibility, and (4) reveal the existence of conformational exchange at equilibrium.
MeSH term(s)	Animals ; Electron Spin Resonance Spectroscopy/methods ; Humans ; Membrane Proteins/analysis ; Membrane Proteins/chemistry ; Molecular Dynamics Simulation ; Nitrogen Oxides/analysis ; Protein Structure, Secondary ; Protein Structure, Tertiary ; Spin Labels
Chemical Substances	Membrane Proteins ; Nitrogen Oxides ; Spin Labels ; nitroxyl (GFQ4MMS07W)
Language	English
Publishing date	2015
Publishing country	United States
Document type	Journal Article
ISSN	1557-7988 ; 0076-6879
ISSN (online)	1557-7988
ISSN	0076-6879
DOI	10.1016/bs.mie.2015.08.006
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Article ; Online: Synthesis and potential use of 1,8-naphthalimide type (1)O2 sensor molecules.

Kálai, Tamás / Hideg, Éva / Ayaydin, Ferhan / Hideg, Kálmán

Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology

2012 Volume 12, Issue 3, Page(s) 432–438

Abstract: New double (fluorescent and spin) sensor molecules containing 4-amino substituted 1,8-naphthalimide as a fluorophore and a sterically hindered amine (pre-nitroxide) or pyrroline nitroxide as a quencher and radical capturing moiety were synthesized. All ... ...

Abstract	New double (fluorescent and spin) sensor molecules containing 4-amino substituted 1,8-naphthalimide as a fluorophore and a sterically hindered amine (pre-nitroxide) or pyrroline nitroxide as a quencher and radical capturing moiety were synthesized. All sensors were substituted with a diethylaminoethyl side-chain to increase the water solubility. Steady state fluorescence properties of these compounds and their responses to ROS in vitro are reported with perspectives of plant physiology use in vivo.
MeSH term(s)	Amines/chemistry ; Anhydrides/chemical synthesis ; Anhydrides/chemistry ; Chemistry Techniques, Analytical/instrumentation ; Chemistry Techniques, Synthetic ; Fluorescent Dyes/chemical synthesis ; Fluorescent Dyes/chemistry ; Imides/chemistry ; Naphthalenes/chemical synthesis ; Naphthalenes/chemistry ; Plant Leaves/metabolism ; Plant Leaves/physiology ; Pyrroles/chemistry ; Singlet Oxygen/metabolism ; Nicotiana/metabolism ; Nicotiana/physiology
Chemical Substances	4-nitro-1,8-naphthalic anhydride ; Amines ; Anhydrides ; Fluorescent Dyes ; Imides ; Naphthalenes ; Pyrroles ; Singlet Oxygen (17778-80-2) ; pyrroline (28350-87-0)
Language	English
Publishing date	2012-11-16
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	2072584-X
ISSN	1474-9092 ; 1474-905X
ISSN (online)	1474-9092
ISSN	1474-905X
DOI	10.1039/c2pp25253h
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Article: Novel antioxidants in anthracycline cardiotoxicity.

Hideg, Kálmán / Kálai, Tamás

Cardiovascular toxicology

2007 Volume 7, Issue 2, Page(s) 160–164

Abstract: It has been suggested nitroxides and their amine precursors prevent incidence of damage caused by superoxide and hydroxyl radicals formed during the oxidative metabolism of doxorubicin (DOX) and daunorubicin (DAU). Both doxorubicin and daunorubicin have ... ...

Abstract	It has been suggested nitroxides and their amine precursors prevent incidence of damage caused by superoxide and hydroxyl radicals formed during the oxidative metabolism of doxorubicin (DOX) and daunorubicin (DAU). Both doxorubicin and daunorubicin have been associated with cardiac toxicity in both adults and children. The authors herein suggest that cardioprotective molecules modified by nitroxides and their secondary amine precursors can prevent or diminish the anthracycline-induced cardiomyopathy by accumulating in cardiomiocytes.
MeSH term(s)	Amines/metabolism ; Animals ; Anthracyclines/antagonists & inhibitors ; Anthracyclines/toxicity ; Antibiotics, Antineoplastic/antagonists & inhibitors ; Antibiotics, Antineoplastic/toxicity ; Antioxidants/pharmacology ; Antioxidants/therapeutic use ; Cyclic N-Oxides/pharmacology ; Cyclic N-Oxides/therapeutic use ; Heart Diseases/chemically induced ; Heart Diseases/prevention & control ; Humans ; Nitrogen Oxides/metabolism ; Spin Labels
Chemical Substances	Amines ; Anthracyclines ; Antibiotics, Antineoplastic ; Antioxidants ; Cyclic N-Oxides ; Nitrogen Oxides ; Spin Labels ; tempol (U78ZX2F65X)
Language	English
Publishing date	2007
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't ; Review
ZDB-ID	2036765-X
ISSN	1559-0259 ; 1530-7905
ISSN (online)	1559-0259
ISSN	1530-7905
DOI	10.1007/s12012-007-0019-z
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Article ; Online: Direct detection of free radicals and reactive oxygen species in thylakoids.

Hideg, Eva / Kálai, Tamás / Hideg, Kálmán

Methods in molecular biology (Clifton, N.J.)

2011 Volume 684, Page(s) 187–200

Abstract: In plants, reactive oxygen species (ROS), also known as active oxygen species (AOS), are associated with normal, physiologic processes as well as with responses to adverse conditions. ROS are connected to stress in many ways: as primary elicitors, as ... ...

Abstract	In plants, reactive oxygen species (ROS), also known as active oxygen species (AOS), are associated with normal, physiologic processes as well as with responses to adverse conditions. ROS are connected to stress in many ways: as primary elicitors, as products and propagators of oxidative damage, or as signal molecules initiating defense or adaptation. The photosynthetic electron transport is a major site of oxidative stress by visible or ultraviolet light, high or low temperature, pollutants or herbicides. ROS production can be presumed from detecting oxidatively damaged lipids, proteins, or pigments as well as from the alleviating effects of added antioxidants. On the contrary, measuring ROS by special sensor molecules provides more direct information. This chapter focuses on the application of spin trapping electron paramagnetic resonance (EPR) spectroscopy for detecting ROS: singlet oxygen and oxygen free radicals in thylakoid membrane preparations.
MeSH term(s)	Cyclic N-Oxides/chemistry ; Electron Spin Resonance Spectroscopy/methods ; Free Radical Scavengers/chemistry ; Photosynthesis ; Reactive Oxygen Species/analysis ; Reactive Oxygen Species/chemistry ; Spinacia oleracea/cytology ; Spinacia oleracea/metabolism ; Sulfonic Acids/chemistry ; Thylakoids/chemistry
Chemical Substances	Cyclic N-Oxides ; Free Radical Scavengers ; Reactive Oxygen Species ; Sulfonic Acids ; 5,5-dimethyl-1-pyrroline-1-oxide (7170JZ1QF3)
Language	English
Publishing date	2011
Publishing country	United States
Document type	Journal Article
ISSN	1940-6029
ISSN (online)	1940-6029
DOI	10.1007/978-1-60761-925-3_16
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Article ; Online: Synthesis of Spin-Labelled Bergamottin: A Potent CYP3A4 Inhibitor with Antiproliferative Activity.

Zsidó, Balázs Zoltán / Balog, Mária / Erős, Nikolett / Poór, Miklós / Mohos, Violetta / Fliszár-Nyúl, Eszter / Hetényi, Csaba / Nagane, Masaki / Hideg, Kálmán / Kálai, Tamás / Bognár, Balázs

International journal of molecular sciences

2020 Volume 21, Issue 2

Abstract: Bergamottin (BM, ...

Abstract	Bergamottin (BM,
MeSH term(s)	Animals ; Cell Proliferation/drug effects ; Cytochrome P-450 CYP3A/metabolism ; Cytochrome P-450 CYP3A Inhibitors/chemical synthesis ; Cytochrome P-450 CYP3A Inhibitors/chemistry ; Cytochrome P-450 CYP3A Inhibitors/pharmacology ; Furocoumarins/chemistry ; Furocoumarins/pharmacology ; HeLa Cells ; Humans ; Mice ; NIH 3T3 Cells ; Spin Labels/chemical synthesis
Chemical Substances	Cytochrome P-450 CYP3A Inhibitors ; Furocoumarins ; Spin Labels ; Cytochrome P-450 CYP3A (EC 1.14.14.1) ; cytochrome P450 3A4, mouse (EC 1.14.14.1) ; CYP3A4 protein, human (EC 1.14.14.55) ; bergamottin (JMU611YFRB)
Language	English
Publishing date	2020-01-13
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2019364-6
ISSN	1422-0067 ; 1422-0067 ; 1661-6596
ISSN (online)	1422-0067
ISSN	1422-0067 ; 1661-6596
DOI	10.3390/ijms21020508
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