75426-26-5Relevant academic research and scientific papers
Novel cationic prodrug of ubiquinol-10 enhances intestinal absorption via efficient formation of nanosized mixed-micelles with bile acid anions
Setoguchi, Shuichi,Hidaka, Ryoji,Nagata-Akaho, Nami,Watase, Daisuke,Koga, Mitsuhisa,Matsunaga, Kazuhisa,Karube, Yoshiharu,Takata, Jiro
, (2020)
The aim of this study was to develop a prodrug of ubiquinol-10 (UqH-10), the active form of ubiquinone-10 (Uq-10), for oral delivery. Bioavailability of UqH-10 is hampered by its high susceptibility to oxidation and water-insolubility. We prepared three n
Dietary chlorophyll metabolites catalyze the photoreduction of plasma ubiquinone
Qu, Jinfeng,Ma, Li,Zhang, Junhua,Jockusch, Steffen,Washington, Ilyas
, p. 310 - 313 (2013)
Ubiquinol is a plasma antioxidant. The mechanisms responsible for maintenance of plasma ubiquinol are poorly understood. Here, we show that metabolites of chlorophyll can be found in blood plasma of animals that are given a chlorophyll-rich diet. We also show that these metabolites catalyze the reduction of plasma ubiquinone to ubiquinol in the presence of ambient light, in vitro. We propose that dietary chlorophyll or its metabolites, together with light exposure, regulate plasma redox status through maintaining the ubiquinol pool. Blood vessels growing toward the light: can light protect blood plasma from oxidative damage?
Method for synthesizing coenzyme Q10 from 5-demethoxy coenzyme Q10
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Paragraph 0006; 0020; 0022; 0024; 0026; 0027; 0029; 0031, (2018/03/25)
The invention relates to a method for synthesizing a coenzyme Q10 from a 5-demethoxy coenzyme Q10. The method comprises the following steps of: taking the 5-demethoxy coenzyme Q10 as a raw material, and carrying out a 1,4-addition reaction, a methoxylation reaction and an oxidation reaction to finally prepare the coenzyme Q10. According to the method, the 5-demethoxy coenzyme Q10 is used as a rawmaterial, the process route is short, the yield is high, the product purity is high, the content detected by adopting HPLC (High Performance Liquid Chromatography) of a pharmacopoeia analysis method is 98% or more, and the problem of a byproduct 5-demethoxy coenzyme Q10 generated in a production fermentation process of the coenzyme Q10 is solved, thereby changing wastes into valuables.
FORMULATIONS OF LIPOPHILIC BIOACTIVE MOLECULES
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Paragraph 0365; 0366; 0367, (2014/02/16)
This invention provides aqueous and non-aqueous clear formulations including at least one lipophilic bioactive molecules and an amphiphilic solubilizing agent. Exemplary aqueous formulations include a water-soluble reducing agent, which diminishes or prevents chemical degradation of the lipophilic bioactive molecule. The invention also provides methods of using the formulations of the invention. For example, the invention provides beverages including the formulations of the invention. The invention further provides methods of making the formulations and beverages.
COMPOSITION CONTAINING REDUCED COENZYME Q10, AND MANUFACTURING AND STABILISING METHODS THEREFOR
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Paragraph 0156, (2013/06/26)
The present invention relates to a method of producing reduced coenzyme Q10, including reducing oxidized coenzyme Q10 using a reducing agent in terpenes that can highly dissolve oxidized coenzyme Q10 and reduced coenzyme Q10 in the co-existence of at least one kind of additive selected from the group consisting of alcohols, water, a surfactant and diacylglycerol. In addition, the present invention relates to a composition comprising terpenes, a reducing agent, reduced coenzyme Q10 and at least one kind selected from the group consisting of alcohols, water, a surfactant and diacylglycerol, and a method of stabilizing reduced coenzyme Q10 comprising preparing the composition.
Kinetic study of the α-tocopherol-regeneration reaction of ubiquinol-10 in methanol and acetonitrile solutions: Notable effect of the alkali and alkaline earth metal salts on the reaction rates
Mukai, Kazuo,Oi, Masanori,Ouchi, Aya,Nagaoka, Shin-Ichi
body text, p. 2615 - 2621 (2012/05/20)
A kinetic study of regeneration reaction of α-tocopherol (α-TocH) by ubiquinol-10 has been performed in the presence of four kinds of alkali and alkaline earth metal salts (LiClO4, NaClO4, NaI, and Mg(ClO4)2) in methanol and acetonitrile solutions, using double-mixing stopped-flow spectrophotometry. The second-order rate constants (kr's) for the reaction of α-tocopheroxyl (α-Toc?) radical with ubiquinol-10 increased and decreased notably with increasing concentrations of metal salts in methanol and acetonitrile, respectively. The kr values increased in the order of no metal salt 4 ~ NaI 4 4)2 at the same concentration of metal salts in methanol. On the other hand, in acetonitrile, the kr values decreased in the order of no metal salt > NaClO4 ~ NaI > LiClO4 > Mg(ClO4)2 at the same concentration of metal salts. The metal salts having a smaller ionic radius of cation and a larger charge of cation gave a larger kr value in methanol, and a smaller k r value in acetonitrile. The effect of anion was almost negligible in both the solvents. Notable effects of metal cations on the UV-vis absorption spectrum of α-Toc? radical were observed in aprotic acetonitrile solution, suggesting complex formation between α-Toc? and metal cations. On the other hand, effects of metal cations were negligible in protic methanol, suggesting that the complex formation between α-Toc? and metal cations is hindered by the hydrogen bond between α-Toc? and methanol molecules. The difference between the reaction mechanisms in methanol and acetonitrile solutions was discussed on the basis of the results obtained. High concentrations of alkali and alkaline earth metal salts coexist with α-TocH and ubiquinol-10 in plasma, blood, and many tissues, suggesting the contribution of the metal salts to the above regeneration reaction in biological systems.
DERMATOLOGICAL AGENT
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Page/Page column 4, (2011/06/26)
An object of the present invention is to provide dermatological agents such as whitening agents and hair growth accelerators that contain a compound having high water solubility and a specific structure capable of releasing 2,3-dimethoxy-5-methyl-1,4-dihydroxybenzene (reduced form). A dermatological agent according to the present invention contains a 2,3-dimethoxy-5-methyl-1,4-dihydroxybenzenecarboxylic acid ester derivative represented by the following general Formula (I) or a salt thereof: wherein in the Formula (I), R1, R2 and R3 are specific groups.
METHOD FOR PRODUCTION OF REDUCED COENZYME Q10 USING WATER-CONTAINING ORGANIC SOLVENT
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Page/Page column 8, (2010/09/18)
The present invention aims to provide reduced coenzyme Q10, which is useful as food, food with nutrient function claims, food for specified health use, nutritional supplement, nutritional product, animal drug, drink, feed, cosmetic, pharmaceutical product, therapeutic drug, prophylactic drug and the like, and a production method of reduced coenzyme Q10. The present invention provides a production method of reduced coenzyme Q10, which includes reducing oxidized coenzyme Q10 with ascorbic acid or its analogue(s) as a reducing agent in a water-containing organic solvent at not more than pH 5. Using the method, the reaction time can be drastically shortened even without adding a basic substance and the like, and unpreferable side reactions can be minimized. Therefore, reduced coenzyme Q10 with high quality can be produced.
COMPOSITIONS CONTAINING COENZYME Q-10 AND DIHYDROLIPOIC ACID
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Page/Page column title page; 7; 8; Sheet 1; 2, (2008/12/06)
The invention describes compositions, including soft gelatin capsules, that include dihydrolipoic acid and the reduced form of coenzyme Qn wherein the dihydrolipoic acid acts as a reducing agent for the coenzyme Qn and also, optionally, as a solvent.
Composition containing reduced coenzyme Q10 and production method thereof
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Page/Page column 14, (2008/06/13)
The present invention provides a particulate composition wherein an oil component containing reduced coenzyme Q10 is polydispersed forming a domain in a matrix containing a water-soluble excipient, which simultaneously shows high oxidative stability and high oral absorbability, a production method thereof, and a stabilizing method thereof. It also provides a food, food with nutrient function claims, food for specified health uses, dietary supplement, nutritional product, animal drug, drink, feed, pet food, cosmetic, pharmaceutical product, therapeutic drug, prophylactic drug and the like, which contain the composition.
