scholarly journals 5-Aryl-2-(3,5-dialkyl-4-hydroxyphenyl)-4,4-dimethyl-4H-imidazole 3-Oxides and Their Redox Species: How Antioxidant Activity of 1-Hydroxy-2,5-dihydro-1H-imidazoles Correlates with the Stability of Hybrid Phenoxyl–Nitroxides

Molecules ◽  
2020 ◽  
Vol 25 (14) ◽  
pp. 3118
Author(s):  
Svetlana A. Amitina ◽  
Elena V. Zaytseva ◽  
Natalya A. Dmitrieva ◽  
Alyona V. Lomanovich ◽  
Natalya V. Kandalintseva ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Alkyl Substituent ◽  
Nitroxyl Radicals ◽  
The Other ◽  
Redox Species ◽  
Phenol Group ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
The Stability ◽  
Opposite Tendency

Cyclic nitrones of the imidazole series, containing a sterically hindered phenol group, are promising objects for studying antioxidant activity; on the other hand, they can form persistent hybrid phenoxyl–nitroxyl radicals (HPNs) upon oxidation. Here, a series of 5-aryl-4,4-dimethyl-4H-imidazole 3-oxides was obtained by condensation of aromatic 2-hydroxylaminoketones with 4-formyl-2,6-dialkylphenols followed by oxidation of the initially formed N-hydroxy derivatives. It was shown that the antioxidant activity of both 1-hydroxy-2,5-dihydroimidazoles and 4H-imidazole 3-oxides increases with a decrease in steric volume of the alkyl substituent in the phenol group, while the stability of the corresponding HPNs generated from 4H-imidazole 3-oxides reveals the opposite tendency.

SYNTHESIS, CYTOTOXIC AND ANTIOXIDANT ACTIVITY OF NEW 1,3-DIMETHYL-8-(CHROMON-3-YL)-XANTHINE DERIVATIVES CONTAINING 2,6-DI-TERT-BUTYLPHENOL FRAGMENT

2021 ◽  
Author(s):  
Stanislav S. Shatokhin ◽  
Vladislav A Tuskaev ◽  
Svetlana Chermenovna Gagieva ◽  
Alina Markova ◽  
Dmitry I. Pozdnyakov ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Tert Butyl ◽  
Xanthine Derivatives ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered

The condensation of 3-formylchromones and 6-amino-5-((3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino)-1,3-dimethyl-pyrimidine-2,4(1H,3H)-dione allowed us to synthesize chromone based hybrids containing additional pharmacophores - xanthine and sterically hindered phenol fragments. Novel compounds have been characterized by 1H...

Synthesis and structure of new phosphorylated β- and γ-amino acetals containing a sterically hindered phenol group

2015 ◽  
Vol 51 (9) ◽  
pp. 1268-1271 ◽  
Author(s):  
L. I. Vagapova ◽  
L. R. Amirova ◽  
A. R. Burilov ◽  
M. A. Pudovik ◽  
O. G. Sinyashin
Keyword(s):  
Phenol Group ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered

2,6-Di-tert-butyl-4-{[N-(4,6-dichloro-1,3,5-triazin-2-yl)propylamino]methyl}phenol

2006 ◽  
Vol 62 (7) ◽  
pp. o2916-o2917 ◽  
Author(s):  
Tao Zeng ◽  
Li-Gong Chen
Keyword(s):  
Dihedral Angle ◽  
Title Compound ◽  
Phenol Group ◽  
Tert Butyl ◽  
Compound C ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered

The title compound, C21H30Cl2N4O, contains a sterically hindered phenol group. The dihedral angle between the two rings is 72.3 (1)°. The propyl chain is disordered over two orientations.

Structures of ion-pairs derived from dihydroanthracenes I. Electronic spectra

1967 ◽  
Vol 301 (1466) ◽  
pp. 223-230 ◽  
Keyword(s):  
Wide Temperature Range ◽  
Electronic Spectra ◽  
Absorption Maximum ◽  
Ion Pairs ◽  
Alkyl Substituent ◽  
Ion Pair ◽  
The Other ◽  
Lithium Salts ◽  
Sodium Salts ◽  
The Stability

The optical spectra of the 9-lithium and sodium salts of 9, 10-dihydroanthracene and its 10-alkyl substituted derivatives have been investigated in tetrahydrofuran over a wide temperature range (25°C to about −70°C). The spectra of the lithium salts indicate the coexistence of two species having a different degree of solvation, one absorbing at λ max . = 400 nm, the other at λ max . = 450 nm. Lower temperatures favour the latter. It has been found that the presence of an alkyl substituent on carbon 10 greatly increases the stability of that species which absorbs at the longer wavelength. Only one absorption peak is seen in the spectrum of the respective sodium salts. The absorption maximum of the unsubstituted ion-pair shifts with temperature, namely λ max . = 455 nm at −70°C and 425 nm at +20°C. Similar behaviour was observed for the substituted salt. These observations suggest the need for a ‘dynamic’ model of ion-pairs in preference to the ‘static’ one in which the energy of the pair is uniquely determined by the interionic distance. Such models are discussed.

Antioxidant activity of isatin acylhydrazones with sterically hindered phenol fragments

2015 ◽  
Vol 85 (1) ◽  
pp. 53-56 ◽  
Author(s):  
G. N. Nugumanova ◽  
S. V. Bukharov ◽  
R. G. Tagasheva ◽  
N. A. Mukmeneva ◽  
R. Ya. Deberdeev
Keyword(s):  
Antioxidant Activity ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered

scholarly journals Antioxidant activity of thiophane in rats with of experimental tetrachlorolmethane-induced hepatitis

2010 ◽  
Vol 9 (5) ◽  
pp. 98-101
Author(s):  
V. I. Smoliyakova ◽  
M. B. Plotnikov ◽  
G. A. Chernyshyova ◽  
I. S. Ivanov ◽  
A. Ye. Prosenko ◽  
...  
Keyword(s):  
Lipid Peroxidation ◽  
Antioxidant Activity ◽  
Tocopherol Content ◽  
Intragastric Administration ◽  
Lipid Peroxidation Products ◽  
Sterically Hindered Phenol ◽  
Fluorescent Products ◽  
Hindered Phenol ◽  
Sterically Hindered

The purpose of this investigation is to study antioxidant activity of sterically hindered phenol — thiophane in rats with toxical hepatitis. Increase of diene and triene conjugates as well as fluorescent products in hepar tissue was revealed. Course intragastric administration of thiophane decreased significantly the content of lipid peroxidation products (diene and triene conjugates, fluorescent products) and held over the α-tocopherol content in hepar tissue.

Synthesis and Antioxidant Activity of Sterically Hindered Phenol Derivatives of Carboxy- and Sulfobetaines

2018 ◽  
Vol 88 (1) ◽  
pp. 68-72 ◽  
Author(s):  
R. G. Tagasheva ◽  
E. R. Shakirova ◽  
S. V. Bukharov ◽  
I. V. Galkina ◽  
G. K. Ziyatdinova ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Phenol Derivatives ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered ◽  
Derivatives Of

Antioxidant activity of hydrazones with sterically hindered phenol fragments

2012 ◽  
Vol 86 (12) ◽  
pp. 1816-1820 ◽  
Author(s):  
A. N. Nikolaevskii ◽  
O. P. Kniga ◽  
E. I. Khizhan ◽  
G. A. Tikhonova ◽  
V. V. Vinogradov ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Sterically Hindered Phenol ◽  
Hindered Phenol ◽  
Sterically Hindered
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