1706-73-6Relevant academic research and scientific papers
Synthesis and cytotoxicity studies of newly designed benzyl-hydroquinone derivatives
Tasseau, Olivier,Mosset, Paul,Barillé-Nion, Sophie,Gautier, Fabien,Juin, Philippe,Levoin, Nicolas,Amireddy, Niharika,Kalivendi, Shasi,Grée, René
, p. 1050 - 1065 (2018)
Abstract: A series of new benzyl-substituted hydroquinones has been prepared by short and flexible routes. Such molecules are simplified analogs of bioactive natural terpenes. Preliminary studies have established, for some of these derivatives, promising cytotoxicity data against human carcinoma cancer cell lines.
Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase
Paula, Stefan,Abell, Josh,Deye, Joel,Elam, Christopher,Lape, Michael,Purnell, Justin,Ratliff, Robert,Sebastian, Kelly,Zultowsky, Jodie,Kempton, Robert J.
experimental part, p. 6613 - 6619 (2009/12/24)
Analogues of the compound 2,5-di-tert-butylhydroquinone (BHQ) are capable of inhibiting the enzyme sarco/endoplasmic reticulum ATPase (SERCA) in the low micromolar and submicromolar concentration ranges. Not only are SERCA inhibitors valuable research tools, but they also have potential medicinal value as agents against prostate cancer. This study describes the synthesis of 13 compounds representing several classes of BHQ analogues, such as hydroquinones with a single aromatic substituent, symmetrically and unsymmetrically disubstituted hydroquinones, and hydroquinones with ω-amino acid tethers attached to their hydroxyl groups. Structure-activity relationships were established by measuring the inhibitory potencies of all synthesized compounds in bioassays. The assays were complemented by computational ligand docking for an analysis of the relevant ligand/receptor interactions.
One step hair coloring compositions using salts
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, (2008/06/13)
A hair coloring composition comprising the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an amino phenol, a naphthol, a polyhydric phenol, a catechol and mixtures thereof; wherein the composition comprising one or more oxidative hair coloring agents further comprises al least one water soluble carbonate releasing salts; and optionally a water soluble ammonium salt, is described.
Transition metal complexes as dye forming catalysts in hair coloring compositions
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, (2008/06/13)
A hair coloring composition comprising a first composition which comprises: (a) a dye forming transition metal salt or complex; which is first applied to the hair; and a second composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol a catechol and mixtures thereof.
Enhanced color deposition for hair with sequestering agents
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, (2008/06/13)
Hair coloring compositions which comprise: (A) non-nitrogenous chelating agents from the group consisting of polyphosphate; phosphonates; hydroxycarboxylates; polyacrylates; zeolite; and mixtures thereof; (B) an oxidative dye primary intermediate; and (C) an oxidative dye coupler; (D) and water are described. The present invention also relates to a method for coloring hair which comprises contacting said hair with a hair coloring composition as described above.
Evidence for single electron transfer (SET) pathway in the reaction of primary alkylcadmium reagents with p-benzoquinone
Shahidzadeh, Mansour,Ghandi, Mehdi
, p. 108 - 111 (2007/10/03)
The reaction of primary alkylcadmium reagents with p-benzoquinone at various conditions was studied. On the basis of our results, reaction proceeds through a SET mechanism that forms loose and tight intermediates, which produce quinole (1) and substituted hydroquinone (2). In both cases, hydroquinone (3) is obtained in different yields.
A Convenient Synthesis of 2-Alkylated 1,4-Benzenediols
Ozaki, Yutaka,Hosoya, Ayako,Okamura, Kyouko,Kim, Sang-Won
, p. 365 - 366 (2007/10/03)
Reaction of 1,4-cyclohexanedione with a variety of aldehydes in the presence of metal halides generated the 2-alkylated 1,4-benzenediols in good yields without any aromatic by-products.
Antioxidant activities of dihydric phenol derivatives for the autoxidation of tetralin
Yamamura,Nishiwaki,Tanigaki,Terauchi,Tomiyama,Nishiyama
, p. 2955 - 2960 (2007/10/03)
The antioxidant activities of dihydric phenols, such as catechol, resorcinol, and hydroquinone, and their twenty-three alkyl and benzyl substituted derivatives were evaluated by means of an oxygen-absorption method at 60°C for determining the oxidation of tetralin. Catechols exhibited a much higher stoichiometric factor (2.0-2.3) compared with those of other compounds. The stoichiometric factors of hydroquinones (0.6-1.1) are almost half those of catechols, and are lower for the resorcinols (0.3-0.6). In addition, the rates of oxidation during the induction period (R(inh)) were 1.1-1.6 x 10-6, 3.0-3.8 x 10-6, and 13.3-18.4 x 10-6 M min-1 for catechols, hydroquinones, and resorcinols, respectively. According to these results, catechols and hydroquinones are efficient antioxidants, and their activities may be dependent on the stability of phenoxyl radicals as oxidation products due to the formation of the quinone structure. Furthermore, the stability of phenoxyl radicals derived from catechols is higher than that of those from hydroquinones. In spite of having two OH substituents, resorcinols behave as monohydric phenols in the reaction with peroxyl radicals.
Benzoquinones and Related Compounds. Part 5. Nuclear Magnetic Resonance Study of the Conformation in Solution of Some Diels-Alder Adducts between 1,4-Benzoquinones and Cyclopentadiene
Al-Hamdany, Raad,Bruce, J. Malcolm,Heatley, Frank,Khalafy, Jabbar
, p. 1395 - 1400 (2007/10/02)
The Diels-Alder reaction of cyclopentadiene with the 5,6-double bond of benzyl-, α-hydroxybenzyl-, and α-acetoxybenzyl-1,4-benzoquinone, and of 1-hydroxy-1-phenyl-, 1-phenyl-, and 1-hydroxy-indan-4,7-quinone gives in each case a pair of diastereoisomeric endo adducts.For those which carry a phenyl group, the chemical shift of one of the norbornene olefinic protons in one member of each pair is significantly different from that of the corresponding proton in the other member.The conformational significance of this effect is discussed.Proton longitudinal relaxation and nuclear Overhauser relaxation techniques are used to show that the cyclopentadiene endo monoadducts of 1,4-benzoquinone and α-hydroxybenzyl-1,4-benzoquinone prefer to adopt an 'open' rather than a 'closed' conformation.
