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1 loaddition of a glyoxylate-based homoallylic nitrone.
2 thesized starting from an l-tartaric derived nitrone.
3 r aggregation) hindering radical addition to nitrone.
4 by the antioxidant alpha-phenyl-N-tert-butyl nitrone.
5 hiated alkoxyallene to an enantiopure cyclic nitrone.
6 ments of GS.-5, 5-dimethyl1pyrroline N-oxide nitrone.
7 a novel, brain-permeable spin trap, azulenyl nitrone.
8 l hydroxylamine to provide the corresponding nitrone.
9 e-derived alpha,beta-unsaturated pyrrolidine nitrones.
10 ition reactions with both acyclic and cyclic nitrones.
11 es which are combined with aldehydes to form nitrones.
12 yn-selenoxide elimination to provide N-vinyl nitrones.
13 onic properties to those of alkoxyphosphoryl nitrones.
14 compared to those in DMPO and alkoxycarbonyl nitrones.
15 ones compared to DMPO and the alkoxycarbonyl nitrones.
16 trone is more exoergic than the carbonylated nitrones.
17 ar H-bonding is favored for alkoxyphosphoryl nitrones.
18 catalyst in the one-pot tandem synthesis of nitrones.
19 catalytic approach for the carbamoylation of nitrones.
20 bearing indoline systems to their respective nitrones.
21 es and 25.8 kcal/mol for C-(methoxycarbonyl) nitrones.
22 introduction of a cyanomethyl group onto the nitrones.
23 g this model, the k(app) for the reaction of nitrone 1, 5-tert-butoxycarbonyl-5-methyl-1-pyrroline N-
24 valuation of the BBB penetration of selected nitrones 1, 2, 10, and 11 using the PAMPA-BBB assay show
25 ated (MTT assay) studies clearly showed that nitrones 1-3 and 10 give rise to significant neuroprotec
26 d for necrotic cell death (LDH release test) nitrones 1-3, 6, 7, and 9 proved to be neuroprotective a
28 f AMPO, and of the novel and analogous amido nitrone 2-amino-5-carbamoyl-5-methyl-1-pyrroline N-oxide
30 ; and we synthesized a novel, cell permeable nitrone, 2-2-3,4-dihydro-2H-pyrrole 1-oxide (EMEPO).
32 eement with their high lipophilicity values, nitrone 3 was insoluble in water, while nitrone 4 exhibi
36 of an alpha-(4-pyridyl-1-oxide)-N-tert-butyl-nitrone (4-POBN)-ethanol spin-trapping system, the 4-POB
40 emonstrate that the spin trapping of O2*- by nitrone 5a and nitrone 5b affords the identical EPR spec
41 the spin trapping of O2*- by nitrone 5a and nitrone 5b affords the identical EPR spectra and lifetim
42 ith C-(4-benzyloxyphenyl)-N-(4-fluorophenyl)-nitrone (8), intramolecular nucleophilic displacement at
44 ,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regiosel
46 e (H(2)O(2)) in the presence of DMPO, a DMPO nitrone adduct could be detected by immuno-spin trapping
49 MPO, we detected an LPO radical-derived DMPO nitrone adduct using enzyme-linked immunosorbent assay a
52 , but is subsequently oxidized to the stable nitrone adduct, which can be detected and visualized by
53 roline-N-oxide (DMPO), thus forming DMPO-DNA nitrone adducts (referred to here as nitrone adducts); (
55 on of nitrone adducts; and (iii) analysis of nitrone adducts by heterogeneous immunoassays using Abs
57 serum to detect protein radical-derived DMPO nitrone adducts in the hemoprotein Mycobacterium tubercu
58 k demonstrates that the formation of protein nitrone adducts is dependent on the concentrations of te
59 iments for the purpose of detecting DMPO-DNA nitrone adducts should be conducted over a range of time
60 l-1-pyrroline N-oxide (DMPO), forming stable nitrone adducts that are then detected using an anti-DMP
61 Furthermore, the formation of protein-DMPO nitrone adducts was accelerated in the presence of isoni
64 (DMPO) was included in the reaction mixture, nitrone adducts were detected by immuno-spin trapping.
65 MPO-DNA nitrone adducts (referred to here as nitrone adducts); (ii) purification of nitrone adducts;
66 s in situ and in real time, forming DMPO-DNA nitrone adducts, but preventing both 8-oxo-7,8-dihydro-2
70 re as nitrone adducts); (ii) purification of nitrone adducts; and (iii) analysis of nitrone adducts b
71 DFT) calculations to assess the viability of nitrone-alkene (3 + 2) cycloaddition reactions proposed
73 ee radical scavenger alpha-phenyl-butyl-tert-nitrone (alphaPBN), and the N-methyl-D-aspartic acid (NM
77 ionalize the long-range coupling between the nitrone and the beta-CD, as well as the stability of the
78 hich the lithium atom is coordinated to both nitrone and ynolate, the reaction takes place in one sin
79 -limiting step of 29.9 kcal/mol for C-methyl nitrones and 25.8 kcal/mol for C-(methoxycarbonyl) nitro
80 (II) carboxylate catalyzed reactions between nitrones and a beta-TBSO-substituted vinyldiazoacetate.
84 r cycloadditions between d-arabinose-derived nitrones and d-mannitol-derived trans-olefins have been
85 de reaction of N-aryl-alpha,beta-unsaturated nitrones and electron-deficient allenes has been discove
86 tron demand 1,3-dipolar cycloaddition of the nitrones and imines followed by hydrodeoxygenation of th
88 e constants were similar among the different nitrones and not that significantly different from that
89 emonstrated with a variety of formamides and nitrones and provided a direct route to alpha-(N-hydroxy
90 The recent advances of tetramethylpyrazine nitrones and quinolylnitrones for the treatment of strok
93 ocatechin gallate, alpha-phenyl-N-tert-butyl nitrone, and ebselen significantly suppressed iNOS trans
94 l) cyclobutylamine to the N-hydroxyamine and nitrone, and rat P450 2B1-catalyzed and rabbit P450 2B4-
95 andem condensation to oximes, cyclization to nitrones, and 1,3-dipolar cycloaddition to tricyclic iso
97 thods with facilitated access to challenging nitrones, and shown that these transformations can be co
98 itroxyl O bonds is smaller in phosphorylated nitrones, and that aspect appears to account for the lon
99 The reaction works best with alpha,N-diaryl nitrones, and the conditions are compatible with a range
100 interest in the pharmacological activity of nitrones, and there is, therefore, a pressing need to de
104 and showed that the redox potentials of the nitrones are largely influenced by the nature of the sub
110 the nucleophilic nature of O2*- addition to nitrones as well as the role of intramolecular hydrogen
111 2] 1,3-dipolar cycloadditions (with azides, nitrones, azomethine imines and ylides, nitrile oxides,
112 work, a series of alpha-phenyl-N-tert-butyl nitrones bearing one, two, or three substituents on the
113 ent oxidase that generates roquefortine L, a nitrone-bearing intermediate in the biosynthesis of oxal
114 amide or an ester as attached groups on the nitrone can be ideal in molecular tethering for improved
115 uch as spin traps (alpha-phenyl-N-tert-butyl nitrone), catalytic antioxidants (superoxide dismutase [
116 addition, is more positive in phosphorylated nitrones compared to DMPO and the alkoxycarbonyl nitrone
118 1,3-dipolar cycloaddition reaction between a nitrone component, equipped with a 9-ethynylanthracene o
119 a dimethylphenol fused to a 7-membered ring nitrone (compound 6h), inhibited lipid peroxidation in v
122 animine N-oxide (EBN), which is the simplest nitrone containing an alpha-H and a tertiary alpha'-C at
123 ch heterocycle, or a dimethylphenol, (2) the nitrone-containing ring comprised five, six, or seven at
126 Application of intramolecular 1,3-dipolar nitrone cycloaddition reaction on carbohydrate-derived p
127 A stereoselective intramolecular 1,3-dipolar nitrone cycloaddition useful in the synthesis of chroman
128 a bis(cyanoalkenyl)oxime and proceeding via nitrone cycloadditions have been unraveled through a ser
129 Moreover, the strategic manipulation of nitrone cycloadducts demonstrates the utility of this me
133 A novel series of alpha-phenyl-N-tert-butyl nitrone derivatives, bearing a hydrophobic chain on the
135 tion between copper(I) acetylides and cyclic nitrones derived from chiral amino alcohols and glyoxyli
136 ng with alpha-(4-pyrridyl-1-oxide)-N-t-butyl-nitrone-ethanol confirmed the generation of HO., and inj
137 ng an alpha-(4-pyridyl-1-oxide)-N-tert-butyl-nitrone/ethanol spin-trapping system, we were able to de
139 elective nucleophilic addition to the cyclic nitrone followed by a combination of two simultaneous an
140 carboxylation to give an azomethine ylide or nitrone followed by intramolecular dipolar cycloaddition
141 ifluoromethylation of beta,gamma-unsaturated nitrones followed by reduction of the double bond can ci
142 tion of enolizable cyclic 1,3-dicarbonyls to nitrones, followed by a spontaneous intramolecular reorg
143 udy demonstrates the suitability of the AMPO nitrone for use as a spin trap to study radical producti
144 rones were predicted to be the most suitable nitrones for spin trapping of *OH due to the similarity
146 N-oxide) of the previously described cyclic nitrone free radical trap 1 (3,3-dimethyl-3,4-dihydroiso
147 ntally benign protocol for the generation of nitrones from benzylic secondary amines via catalyst-fre
148 An electrocyclization route to azetidine nitrones from N-alkenylnitrones was discovered that prov
151 undergoes a stepwise cycloaddition with the nitrone, generating a five-membered ring intermediate.
152 e reactions results from both control of the nitrone geometry and selective partitioning of the react
154 er catalyzed reactions involving alkynes and nitrones have also been optimized for applications in bi
157 s for superoxide radical trapping by various nitrones have been found to predict favorable formation
158 ucturally and electronically diverse N-vinyl nitrones have been synthesized by a two-step method.
161 ndicated that photochemical rearrangement of nitrones in benzene afforded reasonably good yields (30-
162 -Crafts addition to aryl and secondary alkyl nitrones in the presence of trimethylsilyl trifluorometh
167 eactions and organometallic additions to key nitrone intermediates, formed in turn by oxidation proce
169 Addition of *OH to a phosphoryl-substituted nitrone is more exoergic than the carbonylated nitrones.
176 routinely used for click chemistry, azides, nitrones, isonitriles, and nitrile oxides are the most p
177 be hydrolysis products of everninomicin P, a nitrone-linked conjugate likely the result of nonenzymat
179 conversion method giving synthetic access to nitrone-linked covalent organic frameworks (COFs) from i
183 fin functionality at C-1 or C-3 or C-5 and a nitrone moiety at C-2 or C-3 as appropriate has resulted
184 intermediate and subsequent amination of the nitrone moiety via the newly generated nitrogen-centered
186 intermolecular nucleophilic addition of two nitrone molecules, was also observed but to a lesser ext
188 erizes to a 3,4-dihydro-1,2,4-triazine-based nitrone, namely 6-phenyl-3-pyridin-2-yl-2,3-dihydro-1,2,
190 h this topology using two maleimides and two nitrones of different sizes-either short or long and eac
192 t involves a stereocontrolled intramolecular nitrone-olefin dipolar cycloaddition has been developed
193 addition reactions of a carbohydrate-derived nitrone on diversely functionalized calix[4]arenes.
194 rotonated aromatic tertiary N-oxides and one nitrone, only three protonated amines were found to form
195 ort-lived free radicals, consists of using a nitrone or nitroso compound to "trap" an unstable free r
198 of the reaction is a rare case in which the nitrone oxygen acts as a nucleophile by attacking the ce
201 he radical scavenger alpha-phenyl-tert-butyl nitrone (PBN) (100 mg/kg q8h i.p.) beginning at the time
202 The antioxidant phenyl-alpha-tert-butyl nitrone (PBN) arrested the oxidative damage-mediated los
203 f the FR scavenger alpha-phenyl-N-tert-butyl-nitrone (PBN) attenuates hypoxic-ischemic white matter d
204 New derivatives of alpha-phenyl-N-tert-butyl nitrone (PBN) bearing a hydroxyl, an acetate, or an acet
207 s homogenized with alpha-phenyl-N-tert-butyl-nitrone (PBN) through electron spin resonance spectrosco
208 t of an antioxidant, alpha-phenyl-tert-butyl-nitrone (PBN) was used as a treatment strategy against o
210 e ability of Trolox, alpha-phenyl-tert-butyl nitrone (PBN), or catalase to attenuate the methylmercur
213 propargylic alcohols and amines, addition to nitrones presents unique challenges, and no general chir
214 ing antioxidant vs conventional alpha-phenyl nitrones previously investigated as antioxidant therapeu
215 Thus, the mechanism of E/Z isomerization of nitrones proceeds via a diradical bimolecular process in
216 ert-leucinol derived chiral auxiliary on the nitrone provided products in good diastereoselectivity.
217 of functionalization on the free energies of nitrone reactivity with hydroxymethyl radical as well as
218 yl carbon as well as on the free energies of nitrone reactivity with O2(*-) and HO2(*) were computati
219 Initial guiding principles for the design of nitrone reagents are developed by exploring the impact o
220 ourth generation takes advantage of the keto-nitrone reductive coupling to generate the C-9/C-14 link
222 atalyzed reaction of vinyldiazoacetates with nitrones results in a formal [3+2]-cycloaddition to gene
224 methanimine oxide (6) is a multitarget small nitrone showing potent thrombolytic activity and free ra
226 real-time trapping of DNA radicals with the nitrone spin trap 5,5-dimethyl-1-pyrroline-N-oxide (DMPO
230 alpha-Phenyl-tert-butyl nitrone (PBN) is a nitrone spin trap, which has shown efficacy in animal mo
233 tations exist among the commonly used cyclic nitrone spin traps for biological free radical detection
235 lysis because O(2)(*)(-) adducts with common nitrone spin traps have shorter half-lives than typical
244 We tested the second-generation azulenyl nitrone, stilbazunenlyl nitrone (STAZN), in focal ischem
247 Rarely observed in this class are indolic nitrones, such as avrainvillamide and waikialoid, which
248 work describes the first implementation of a nitrone synthase as a biocatalyst and establishes a nove
250 this approach is a six-membered cyclic sugar nitrone that is generated in situ and trapped by an alke
251 e oxime onto the diene to afford a transient nitrone that then undergoes an intramolecular dipolar cy
252 stituted 4-chlorobutanals gives intermediate nitrones that undergo tandem cyclization and then intram
253 acetylide dianion addition to a serine-based nitrone, thereby facilitating the preparation of STX in
257 ansannular Mannich-type reaction of a cyclic nitrone to stitch the C4 and C13 together, and a cycloco
258 ethyl)trimethylsilane (TMSCF(3)) reacts with nitrones to afford alpha-(trifluoromethyl)hydroxylamines
259 pping of (.)OH and O2(-.) suggest the cyclic nitrones to be ideal reagents for the study of oxidative
261 fied by dipolar cycloaddition reactions with nitrones to give highly substituted 4-nitro-4-isoxazolin
262 situ under mild conditions and trapped with nitrones to give isoxazolidine products in synthetically
266 rmed hydroxyamines and affords the requisite nitrones under weak alkaline conditions, and the subsequ
267 presence of the Lewis acid Al(O(t)Bu)(3) the nitrones undergo an intramolecular [3 + 2] cycloaddition
268 s the first examples of one-pot synthesis of nitrones using recyclable multifunctional heterogeneous
270 atalyzed enantioselective alkyne addition to nitrones utilizing tunable axially chiral imidazole-base
271 oaddition of an intermediate homoallylic (E)-nitrone via a pathway that is stereochemically unscathed
274 f superoxide radical (O2(*-)) reactions with nitrones were determined using a UV-vis stopped-flow met
275 stants for the reactivity of O2*- with model nitrones were found to correlate with the experimentally
279 ries of mono-, bi-, and tricyclic ring-fused nitrones were prepared to investigate the dependence of
281 Two bifunctional alpha-phenyl-N-cyclohexyl nitrones were synthesized with the expectation that the
283 m of PBN, N-tert-butyl-alpha-(2-sulfophenyl) nitrone, which has similar free radical trapping activit
284 dduct formation is favored in alkoxycarbonyl nitrones, while cis adducts with intramolecular H-bondin
285 entry to densely functionalized homoallylic nitrones whose intramolecular annulation can be controll
286 excess MeMgCl resulted in the formation of a nitrone, whose structure was confirmed by X-ray crystall
290 arbon, is a novel second-generation azulenyl nitrone with significantly enhanced potency as a chain-b
293 n and efficient 1,3-dipolar cycloaddition of nitrones with different styrenes and cinnamates using a
294 re is, therefore, a pressing need to develop nitrones with improved spin trapping properties and cont
295 The mechanism of cycloaddition reactions of nitrones with isocyanates has been studied using density
299 to unknown mechanism of E/Z isomerization of nitrones, with important implications in 1,3-dipolar cyc