• Journal of the Korean Society of Industry Convergence
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• v.5 no.2
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• pp.147-152
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• 2002

Because of the difference of the relative reactivity between two hydroxyl groups of the hydroquinone due to the steric hindrance of the substituent, many combinations of the substituent direction in the polyesters derived from asymmetrical diphenols such as monosubstituted hydroquinones was expected. It was studied how the mode of the direction affected the properties of the resulting polyesters in terms of the transition temperatures of the thermotropic polyesters prepared from terephthalic acid, 2,4-dichloroterephthalic acid, and phenylhydroquinone by the reaction using p-Toluenesulfonylchloride in pyridine. The direction was tried to control the relative reactivity by changing the reaction temperature and addition time of the hydroquinone, and by modifying it through an association of the hydroquinones with DMF.

• Journal of Pharmaceutical Investigation
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• v.36 no.2
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• pp.103-107
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• 2006

In order to develop hydroquinone analogues for topical delivery, a structure-activity relationship study has been performed. A series of 2-substituted hydroquinones were tested for their ability to inhibit mushroom tyrosinase, alter melanin release and exert cytotoxicity in B6-F10 melanocytes. The electronic property of the 2-substituents did not affect the tyrosinase inhibition nor melanocyte toxicity. However, lipophilicity did affect to some degree the tyrosinase inhibition. The discrepancy in the structure-activity relationship may be due to the poor aqueous solubility of select analogues. Compounds with steric bulk at the 2-position seems to be less soluble, not enabling the analogue to interact effectively with the tyrosinase enzyme. Among the analogues tested, 2-isopropyl hydroquinone seems to be the most promising candidate for topical delivery, being the least toxic analogue with moderate melanin release inhibition.

• Bulletin of the Korean Chemical Society
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• v.9 no.6
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• pp.405-407
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• 1988

• BMB Reports
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• v.36 no.5
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• pp.442-449
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• 2003

NAD(P)H quinone oxidoreductase is a ubiquitous enzyme that is known to directly reduce quinone substrates to hydroquinones by a two-electron reaction. We report the identification of NADPH quinone oxidoreductase from Kluyveromyces marxianus (KmQOR), which reduces quinone substrates directly to hydroquinones. The KmQOR gene was sequenced, expressed in Escherichia coli, purified, and characterized. The open-reading frame of the KmQOR gene consists of 1143 nucleotides, encoding a 380 amino acid polypeptide. The nucleotide sequence of the KmQOR gene was assigned to EMBL under accession number AY040868. The $M_r$ that was determined by SDS-PAGE for the protein subunit was about 42 kDa, and the molecular mass of the native KmQOR was 84 kDa, as determined by column calibration, indicating that the native protein is a homodimer. The KmQOR protein efficiently reduced 1,4-benzoquinone, whereas no activities were found for menadiones and methoxyquinones. These observations, and the result of an extended sequence analysis of known NADPH quinone oxidoreductase, suggest that KmQOR possesses a different action mechanism.

• Journal of the Korean Applied Science and Technology
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• v.23 no.3
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• pp.177-184
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• 2006

Because of the difference in the relative reactivity between two hydroxyl groups of the hydroquinone due to the steric hindrance of the substituent, many combinations of the substituent direction in the polyesters derived from asymmetrical diphenol such as monosubstituted hydroquinone was expected. It was studied how the mode of the direction affected the properties of the resulting polyesters in terms of the transition temperatures of the thermotropic polyesters prepared from terephthalic acid, 2,4-dichloroterephthalic acid and phenylhydroquinone by the reaction using diphenyl chlorophosphate in pyridine. The direction was tried to control the relative reactivity by changing the reaction temperature and the addition time of hydroquinone, and by modifying it through an association of hydroquinone with LiCl.

• Proceedings of the PSK Conference
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• 2003.04a
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• pp.161.1-161.1
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• 2003

NAD(P)H:quinone oxidoreductase (quinone reductase: QR: EC1.6.99.2), a cytosolic FAD-containing flavoprotein, form one of the important component of the phase II drug-metabolizing enzyme systems. It is found in all mammalian species tested and is expressed in many organs including the liver. QR catalyses two-electron reduction of qui nones to hydroquinones thereby suppresses the formation of superoxide anion radical. (omitted)

• Natural Product Sciences
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• v.3 no.2
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• pp.81-88
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• 1997

NAD(P)H:quinone reductase (QR) is one of the protective phase II enzymes against toxicity that accomplishes the capacity of detoxification by modulating the effects of mutagens and carcinogens. The detoxification mechanism is that quinone reductase promotes the 2-electron reduction of quinones to hydroquinones which are less reactive. This study is to search new inducers of quinone reductase from natural products, which can be used as cancer chemopreventive agents. Plant extracts were evaluated by using quinone reductase generating system With Hepa 1c1c7 murine hepatoma cell lines for enzyme inducing properties and crystal violet staining method for the measurement of cytotoxicity provoked. We have tested approximately 106 kinds of natural products after partition into n-hexane, ethyl acetate and aqueous layers from 100% methanol extracts of natural products. The ethyl acetate fractions of Vitex rotundifolia $(fruits,\;2FC:\;12.7\;{\mu}g/ml)$, Cnidium officinale $(aerial\;parts,\;2FC:\;10.5\;{\mu}g/ml)$, Chrysanthemum sinese $(flowers,\;2FC:\;17.4{\mu}g/ml)$ and the hexane fractions of Angelica gigas $(roots,\;2FC:\;13.2\;{\mu}g/ml)$, Smilax china $(roots,\;2FC:\;l1.9\;{\mu}g/ml)$, Sophora flavescens $(roots,\;2FC:\;16.3\;{\mu}g/ml)$ revealed the significant induction of quinone reductase in a murine hepatic Hepa 1c1c7 cell culture system.

• Elastomers and Composites
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• v.48 no.4
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• pp.306-311
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• 2013

A series of liquid crystalline polyesters containing the 4-chloro benzoate group on the hydroquinone unit of rigid group were synthesized through solution polymerization of 2,5-di(4-chlorobenzoate)hydroquinones and 4,4'-dicarboxy-${\alpha},{\omega}$-diphenoxy alkane. The structure and properties for synthesized polymers were investigated by $^1H$-NMR, FT-IR, DSC, TGA, and POM. As result of investigations, The presence of the methylene group and bulky lateral groups in polymer chain have a great influence on the properties of polymers such as solubilities and thermal transitions. The optical textures of polymers revealed a weak birefringence in the melt and indicated that they form nematic mesophase. All polymers have very narrow mesophase temperature ranges.

• Journal of Life Science
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• v.24 no.1
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• pp.98-103
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• 2014

NAD(P)H quinone oxidoreductase 1 (NQO1) is a flavoprotein that catalyzes the two electron reduction of diverse substrates, including quinones. It uses NADH or NADPH as a cofactor for enzymatic machinery. In the metabolism of quinones, NQO1 has two conflicting functions because of the different stability of converted hydroquinones. The stable form of hydroquinone is excreted from cells by conjugation with glutathione or glucuronic acid. The unstable form of hydroquinone induces cell death by induction of oxidative stress and DNA damage. Certain quinones known as bio-reductive agents have a cytotoxic function following reduction by NQO1. Bio-reductive agents, such as ${\beta}$-lapachone or mitomycin C, induce the depletion of NAD(P)H and the generation of oxidative stress in an NQO1-dependent manner. NQO1 is highly expressed in several cancer tissues. Therefore, NQO1 is a good therapeutic target for cancer treatment with bio-reductive agents.

• Applied Chemistry for Engineering
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• v.25 no.1
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• pp.47-52
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• 2014

A series of liquid crystalline polyesters containing X-shaped mesogenic groups in main chain were synthesized through the solution polymerization of 2,5-di(4-substituted benzoate)hydroquinones and 4,4'-dicarboxy-1,8-diphenoxyoctane. The structures and properties of synthesized polymers were investigated by $^1H$-NMR, FT-IR, differential scanning calorimetry (DSC), thermogravimetry analysis (TGA), polarized optical microscopy (POM) and wide angel X-ray diffraction (WXRD). Inherent viscosities (${\eta}_{inh}$) of polymers were measured between 0.35 and 0.66 dL/g in 1,1,2,2-tetrachloroethane, and they were easily soluble in most of organic solvents used for this experiment. All polymers revealed relatively low melting transition temperature ($T_m$) and crystallinity, and also showed thermotropic nematic liquid crystallinity when they were heated to their melting temperatures. These properties of polymers were presumably due to the presence of the bulky substituting groups on the hydroquinone unit in mesogenic group.