178262-70-9Relevant academic research and scientific papers
Practical synthesis of 2,3-dimethoxy-5-hydroxymethyl-6-methyl-1,4-benzoquinone
Wang, Jin,Li, Shuo,Yang, Tao,Zeng, Jin-Rong,Yang, Jian
, p. 486 - 489 (2015/02/19)
2,3-dimethoxy-5-hydroxymethyl-6-methyl-1,4-benzoquinone (V) was prepared with a 75 % yield by means of a reaction sequence starting from 2,3,4,5-tetramethoxytoluene via Blanc chloromethylation reaction, Kornblum oxidation, NaBH4 reduction and c
Synthesis and antioxidant activities of Coenzyme Q analogues
Wang, Jin,Li, Shuo,Yang, Tao,Yang, Jian
, p. 710 - 713 (2015/02/19)
A series of 2,3-dimethoxy-5-methyl-1,4-benzoquinones (Coenzyme Q) substituted at the C-6 position with various groups were designed and synthesized based on the Coenzyme Q10 as potent antioxidant. In vitro antioxidant activities of these compounds were evaluated and compared with commercial antioxidant Coenzyme Q10 employing DPPH assay. All these synthesized Coenzyme Q analogues are found to exhibit good antioxidant activities. Of which Compound 8b bearing a N-benzoylpiperazine group at the C-6 position showed more potent inhibition of DPPH radical than Coenzyme Q10. All these results suggested the applicability of the Coenzyme Q analogues as potent antioxidants for combating oxidative stress.
Reversible redox of NADH and NAD+ at a hybrid lipid bilayer membrane using ubiquinone
Ma, Wei,Li, Da-Wei,Sutherland, Todd C.,Li, Yang,Long, Yi-Tao,Chen, Hong-Yuan
supporting information; experimental part, p. 12366 - 12369 (2011/10/02)
Here, we report the reversible interconversion between NADH and NAD + at a low overpotential, which is in part mediated by ubiquinone embedded in a biomimetic membrane to mimic the initial stages of respiration. This system can be used as a platform to examine biologically relevant electroactive molecules embedded in a natural membrane environment and provide new insights into the mechanism of biological redox cycling.
Dual Inhibitors of Thromboxane A2 Synthase and 5-Lipoxygenase with Scavenging Activity of Active Oxygen Species. Synthesis of a Novel Series of (3-Pyridylmethyl)benzoquinone Derivatives
Ohkawa, Shigenori,Terao, Shinji,Terashita, Zen-ichi,Shibouta, Yumiko,Nishikawa, Kohei
, p. 267 - 276 (2007/10/02)
A novel series of (3-pyridylmethyl)benzoquinone derivatives was molecular designed and synthesized for the dual purpose of inhibiting thromboxane A2 and leukotriene biosynthesis enzymes and scavenging active oxygen species (AOS).They were evaluated for inhibition of TXA2 synthase, inhibition of 5-lipoxygenase, and for their scavenging activity of AOS using the thiobarbituric acid method. 2,3,5-Trimethyl-6-(3-pyridylmethyl)-1,4-benzoquinone (24, CV-6504) was the most promising derivative since it showed efficient AOS scavenging activity (inhibition of lipid peroxidation in rat brain homogenates: IC50 = 1.8 10-6 M) as well as potent, specific, and well-balanced inhibitory effects on both enzymes (inhibitory effect on TXA2 synthase in human blood, IC50 = 3.3 10-7 M; inhibitory effect on 5-lipoxygenase in human blood, IC50 = 3.6 10-7 M).In adriamycin-induced proteinuria in a rat model, compound 24 at 10 mg/kg per day (po) suppressed proteinuria by more than 50percent.The proteinuria, however, could not be reduced by single administration of an inhibitor specific for thromboxane A2 synthase or for 5-lipoxygenase .The proteinuria was also not reduced by administration of an AOS scavenger, 2-O-octadecylascorbic acid (4, CV-3611).Triple function compounds such as compound 24 that specifically inhibit both enzymes as well as scavenge AOS possess a variety of pharmacologically beneficial effects.
