• Title/Summary/Keyword: Hydroxyl group

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Inhibitory Activity of Flavonoids from Prunus davidiana and Other Flavonoids on Total ROS and Hydroxyl Radical Generation

  • Jung, Hyun-Ah;Jung, Mee-Jung;Kim, Ji-Young;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.26 no.10
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    • pp.809-815
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    • 2003
  • Since reactive oxygen species (ROS) and hydroxyl radicals ($^-OH$) play an important role in the pathogenesis of many human degenerative diseases, much attention has focused on the development of safe and effective antioxidants. Preliminary experiments have revealed that the methanol (MeOH) extract of the stem of Prunus davidiana exerts inhibitory/scavenging activities on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radicals, total ROS and peroxynitrites ($ONOO^-$). In the present study, the antioxidant activities of this MeOH extract and the organic solvent-soluble fractions, dichloromethane (CH$_2$Cl$_2$), ethyl acetate (EtOAc), and n-butanol (n-BuOH), and the water layer of P. davidiana stem were evaluated for the potential to inhibit $^-OH$ and total ROS generation in kidney homogenates using 2',7'-dichlorodihydrofluorescein diacetate (DCHF-DA), and for the potential to scavenge authentic $ONOO^-$. We also evaluated the inhibitory activity of seven flavonoids isolated from P. davidiana stem, kaempferol, kaempferol 7-Ο-$\beta$-D-glucoside, (+)-catechin, dihydrokaempferol, hesperetin 5-Ο-$\beta$-D-glucoside, naringenin and its 7-Ο-$\beta$-D-glucoside, on the total ROS, $^-OH$ and $ONOO^-$ systems. For the further elucidation of the structure-inhibitory activity relationship of flavonoids on total ROS and 'OH generation, we measured the antioxidant activity of sixteen flavonoids available, including three active flavonoids isolated from P. davidiana, on the total ROS and 'OH systems. We found that the inhibitory activity on total ROS generation increases in strength with more numerous hydroxyl groups on their structures. Also, the presence of an ortho-hydroxyl group, whether on the Aring or S-ring, and a 3-hydroxyl group on the C-ring increased the inhibitory activity on both total ROS and $^-OH$ generation.

Glycosylation of Flavonoids with E. coli Expressing Glycosyltransferase from Xanthomonas campestris

  • Kim, Jeong-Ho;Kim, Bong-Gyu;Kim, Jae-Ah;Park, Young-Hee;Lee, Yoon-Jung;Lim, Yoong-Ho;Ahn, Joong-Hoon
    • Journal of Microbiology and Biotechnology
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    • v.17 no.3
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    • pp.539-542
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    • 2007
  • Glycosyltransferase family 1 (UOT) uses small chemicals including phenolics, antibiotics, and alkaloids as substrates to have an influence in biological activities. A glycosyltransferase (XcGT-2) from Xanthomonas campestris was cloned and consisted of a 1,257 bp open reading frame encoding a 45.5 kDa protein. In order to use this for the modification of phenolic compounds, XcGT-2 was expressed in Escherichia coli as a glutathione S-transferase fusion protein. With the E. coli transformant expressing XcGT-2, biotransformation of flavonoids was carried out. Flavonoids having a double bond between carbons 2 and 3, and hydroxyl groups at both C-3' and C-4', were glycosylated and the glycosylation position was determined to be at the hydroxyl group of C-3', using nuclear magnetic resonance spectroscopy. These results showed that XcGT-2 regiospecifically transferred a glucose molecule to the 3'-hydroxyl group of flavonoids containing both 3' and 4'-hydroxyl groups.

Effect of Alginic Acid-Added Functional Drink(HAEJOMIIN)in Brown Angae(Undaria pinnatifida) on Obesity and Biological Activity of SD Rats (미역(Undaria pinnatifida)의 알긴산-첨가 기능성 음료(해조미인)가 흰쥐의 비만 및 생리활성에 미치는 영향)

  • 최진호;김동우
    • Journal of Life Science
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    • v.7 no.4
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    • pp.361-370
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    • 1997
  • Sprague-Dawley male rats were fed experimental diet, and also were orally daministerred with 3.0% ultra low viscosity (ULV) sodium alginate-added functional drink(AL-3.0% group : HAEJOMIN), 5.0% polyedxtrose(PD)-added drink(PD-5.0group) and 2.5% polydextrose-added drink(PD-2.5 group) for 8 weeks. Effect of rhese dietary fiber-added functional drinks on body weight, feed and gross efficincies, triglyceride and cholesterol levels, LDL- cholesterol levels, hydroxyl radical and malondialdehyde levels, and superoxide dismutase (SOD) activity in serum of SD rats were evaluated. Administration of AL-3.0 drink and PD-5.0 drink resulted in a marked inhibition in increase of body weight compared with control and PD-2.5 groups for 8 weeks. Inhibition effect in body weight in 3.0% alginic acid-added drink )AL-3.0 froup_ showed a same trend in 5.0% polydextrose(PD)-added drink (PD-5.0 group)(p<0.001). Therefore, it is found that inhibition effects of obesity in 3.0% alginic acid-added drink were higher 2 times than that in same concentration of polydextrose(PD)-added drink. Triglyceride and cholesterol levels in AL-3.0 and PD-5.0 groups significantly decreased to 25$\sim$30% compared with control group(p<0.01$\sim$0.001), but there were no significant differences in these drinks. LDL-cholesterol levels in AL-3.0 group significantly decreased about 15% compared with PD-5.0 group, but atherogenic index in AL-3, 0 group showed a similar trend to that in PD-5.0 group. Hydroxyl radical formations and lipid peroxide(LPO) levels in AL-3, 0 and PD-5.0 groups significantly decreased to 15% and 20%, respectively, compared with control group(p, 0.05$\sim$0.01), but there were no significant differences in these drinks. Superoxide, dismutase(SOD) activity in AL-3.0 group significantly higher (about 255) than those in control and PD-5.0 groups(p<0.01). These results suggest that administration of ULV-sodium alginate-added functional drink(HAEJOMIIN) effectively can not only inhibit obesity, but also can intervent chronic degenerative disease and aging process.

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Preparation and Characteristics of Polyurethane Hybrid Sealant Modified with Polydimethylsiloxane (Polydimethylsiloxnae 변성 Polyurethane Hybrid Sealant의 제조와 그 특성)

  • Kang, Doo-Whan;Park, Seung-Woo
    • Polymer(Korea)
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    • v.35 no.5
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    • pp.488-492
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    • 2011
  • Three isocyanatopropyldimethoxysilylpolydimethylsiloxanes(IDMSi-PDMS) were synthesised from the reaction of isocyanatopropyltrimethoxysilane with monohydroxyl group termainated PDMS having different molecular weight($M_n$=5000, 10000, and 20000). Then PDMS modified polyurethane hybrid elastomer(PSMPH) were prepared from the reaction of IDMSi-PDMS with ${\alpha}$, ${\omega}$-hydroxyl group terminated polyurethane. PSMPH sealant was prepared by compounding PSMPH elastomer with additives such as plasticizer, adhesion promoter, crosslinking agent, vicosity increasing agent, inorganic filler, and catalyst at room temperature under nitrogen atmosphere. The methoxy group in the PSMPH sealant should be crosslinked with the hydroxyl group in the building stone or moisture by typical sol-gel reaction. The adhesive strength of the sealant having PDMS of $M_n$=5000 showed 40.28 kg of maxium load and 20.14 kg of break load. The shrinkage rate of the sealant having PDMS of $M_n$=20000 was 5.7% as the best result. Also, their skin over time, slump, oil content after 8 days under oil soaked paper and alkaline resistance characteristics show good results.

A Review: Synthesis and characterization of metals complexes with paracetamol drug

  • AL-Ayash, Salam R;AL-Noor, Taghreed H
    • Analytical Science and Technology
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    • v.35 no.4
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    • pp.143-152
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    • 2022
  • In this review, previous studies on the synthesis and characterization of the metal Complexes with paracetamol by elemental analysis, thermal analysis, (IR, NMR and UV-Vis (spectroscopy and conductivity. In reviewing these studies, the authors found that paracetamol can be coordinated through the pair of electrons on the hydroxyl O-atom, carbonyl O-atom, and N-atom of the amide group. If the paracetamol was a monodentate ligand, it will be coordinated by one of the following atoms O-hydroxyl, O-carbonyl or N-amide. But if the paracetamol was bidentate, it is coordinated by atoms (O-carbonyl and N-amide), (O-hydroxyl and N-amide) or (O-carbonyl and O-hydroxyl). The authors also found that free paracetamol and its complexes have antimicrobial activity.

THE INFLUENCE OF SMEAR LAYER UPON DENTIN DIFFUSION OF CALCIUM HYDROXIDE IN BOVINE TOOTH IN VITRO (우치의 근관에서 도말층의 존재가 수산화칼슘의 상아질 투과에 미치는 영향)

  • Kwon, Byeong-Goo;Yoon, Tai-Cheol;Park, Deong-Soo
    • Restorative Dentistry and Endodontics
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    • v.22 no.1
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    • pp.111-131
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    • 1997
  • Eighty two of extracted bovine mandibular incisors were sectioned transversely through the cementoenamel junction(CEJ) and instrumented to a size minimum-# 110 file at the working length by 5.25 % NaOCl irrigation. The roots in group 1 were received a final irrigation with 10ml of 17% EDTA followed by 10ml of 5.25% NaOCl, group 2, 10ml of 40% citric acid followed by 10ml of 5.25% NaOCl, group 3, 20ml of 5.25% NaOCl, and control group, 20ml distilled water. Canal walls of four roots in each group and control group were examined by SEM(x3000). Calcium hydroxide was placed into all experimental roots except control group. Each root was placed in nalgen bottle containing unbuffered distilled water. The pH level of the medium surrounding tooth was recorded at 0, one hour, and daily for 1week, then 14days, 21days, and 28days using pH electrode. At 1, 3, 7, 14, 21days, and 28days, four roots from each group were split longitudinally and the ratio change was recorded using spectroiluorometer. The results were followings : 1. The smear layer was totally removed from canal walls in group 1 and 2, but was observed in group 3 and control group. 2. The hydroxyl ion diffused more rapidly through radicular dentin when smear layer was removed from canal walls. 3. The hydroxyl ion derived from calcium hydroxide began to diffuse from the root canal to the exterior surface of the root at 1day, and continued to 1-2weeks. 4. The pH level of dentin near the CEJ was not different in all experimental group regardless of presence of smear layer. It is clinically advisable to place calcium hydroxide into root canal for 1-2weeks for the purpose of expectation of diffusion of hydroxyl ion. But, after the placement of calcium hydroxide into root canal, the consequent pH level of external root surface will be futher studied with respect to it's effect on the root and periodontium.

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Formation of Flavone Di-O-Glucosides Using a Glycosyltransferase from Bacillus cereus

  • Ahn, Byoung-Chan;Kim, Bong-Gyu;Jeon, Young-Min;Lee, Eun-Jeong;Lim, Yoong-Ho;Ahn, Joong-Hoon
    • Journal of Microbiology and Biotechnology
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    • v.19 no.4
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    • pp.387-390
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    • 2009
  • Microbial UDP-glycosyltransferases can convert many small lipophilic compounds into glycons using uridine-diphosphate-activated sugars. The glycosylation of flavonoids affects solubility, stability, and bioavailability. The gene encoding the UDP-glycosyltransferase from Bacillus cereus, BcGT-3, was cloned by PCR and sequenced. BcGT-3 was expressed in Escherichia coli BL21(DE3) with a glutathione S-transferase tag and purified using a glutathione S-transferase affinity column. BcGT-3 was tested for activity on several substrates including genistein, kaempferol, luteolin, naringenin, and quercetin. Flavonols were the best substrates for BcGT-3. The enzyme dominantly glycosylated the 3-hydroxyl group, but the 7-hydroxyl group was glycosylated when the 3-hydroxyl group was not available. The kaempferol reaction products were identified as kaempferol-3-O-glucoside and kaempferol-3,7-O-diglucoside. Kaempferol was the most effective substrate tested. Based on HPLC, LC/MS, and NMR analyses of the reaction products, we conclude that BcGT-3 can be used for the synthesis of kaempferol 3,7-O-diglucose.

Gas Permeation Properties of Hydroxyl-Group Containing Polyimide Membranes

  • Jung, Chul-Ho;Lee, Young-Moo
    • Macromolecular Research
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    • v.16 no.6
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    • pp.555-560
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    • 2008
  • A series of hydroxyl-group containing polyimides (HPIs) were prepared in order to investigate the structure-gas permeation property relationship. Each polymer membrane had structural characteristics that varied according to the dianhydride monomers. The imidization processes were monitored using spectroscopic and thermog-ravimetric analyses. The single gas permeability of He, $H_2$, $CO_2$, $O_2$, $N_2$ and $CH_4$ were measured and compared in order to determine the effect of the polymer structure and functional -OH groups on the gas transport properties. Surprisingly, the ideal selectivity of $CO_2/CH_4$ and $H_2/CH_4$ increased with increasing level of -OH incorporation, which affected the diffusion of $H_2$ or the solubility of $CO_2$ in HPIs. For $H_2/CH_4$ separation, the difference in the diffusion coefficients of $H_2$ and $CH_4$ was the main factor for improving the performance without showing any changes in the solubility coefficients. However, the solubility coefficient of $CO_2$ in the HPIs increased at least four fold compared with the conventional polyimide membranes depending on the polymer structures. Based on these results, the polymer membranes modified with -OH groups in the polymer backbone showed favorable gas permeation and separation performance.

A Study on the Characteristics of Humic Materials Extracted from Decomposing Plant Residues -I. Chemical Properties of Humic Acids from Plant Residues Characterized by IR Spectra (식물성(植物性) 유기물질(有機物質)의 부숙과정중(腐熟過程中) 부식특성(腐植特性)에 관(關)한 연구(硏究) -1. 분광분석(分光分析)에 의(依)한 식물잔해(植物殘骸) 부식산(腐植酸)의 화학적(化學的) 성질규명(性質糾明))

  • Kim, Jeong-Je;Shin, Young-Oh
    • Korean Journal of Soil Science and Fertilizer
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    • v.20 no.3
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    • pp.251-259
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    • 1987
  • Humic acids extracted from decomposing plant residues were characterized by infrared(IR) spectra. The IR spectra were further interpreted by chemical analyses for oxygen-containing functional groups such as carboxyl, phenolic, alcoholic, carbonyl, and quinionic groups. 1. The IR spectra obtained in this study were divied into three categories: spectra of humic acids from grain crop straws of rice, barley, wheat and rye produced Type I, while that from wild grass hay yielded Type II, and those from forest tree litter of the deciduous and conifers were led to give Type III. 2. There were no significant changes in the absorption bands observed among humic acids extracted at various stages of decomposition of a given Plant material. 3. The absorption band at about $3,430cm^{-1}$ represents the presence of hydrogen-bonded hydroxyl groups, phenolic-OH groups being the major component. 4. A close relationship was found between the total acidity and the content of phenolic-OH groups of humic acids. The content of carboxyl groups maintains a direct relationship with the content of total hydroxyl groups, and such a close relationship also exists between the content of alcoholic hydroxyls and that of total hydroxyl groups. 5. Overlapping of the absorption bands of carbonyl groups and quinones renders it difficult to make differentiation between the two. 6. A variety of non-armoatic cyclic hydrocarbons appears to be a structural component as evidenced by a sharp absorption peak near $995-1000cm^{-1}$.

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Hydrogen Bonding Analysis of Hydroxyl Groups in Glucose Aqueous Solutions by a Molecular Dynamics Simulation Study

  • Chen, Cong;Li, Wei Zhong;Song, Yong Chen;Weng, Lin Dong;Zhang, Ning
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2238-2246
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    • 2012
  • Molecular dynamics simulations have been performed to investigate hydrogen bonding characteristics of hydroxyl groups in glucose aqueous solutions with different concentrations. The hydrogen bonding abilities and strength of different O and H atom types have been calculated and compared. The acceptor/donor efficiencies have been predicted and it has been found that: (1) O2-HO2 and O3-HO3 are more efficient intramolecular hydrogen bonding acceptors than donors; (2) O1-HO1, O4-HO4 and O6-HO6 are more efficient intramolecular hydrogen bonding donors than acceptors; (5) O1-HO1 and O6-HO6 are more efficient intermolecular hydrogen bonding acceptors than donors while hydroxyl groups O2-HO2 and O4-HO4 are more efficient intermolecular hydrogen bonding donors than acceptors. The hydrogen bonding abilities of hydroxyl groups revealed that: (1) the hydrogen bonding ability of OH2-$H_w$ is larger than that of hydroxyl groups in glucose; (2) among the hydroxyl groups in glucose, the hydrogen bonding ability of O6-HO6 is the largest and the hydrogen bonding ability of O4-HO4 is the smallest; (3) the intermolecular hydrogen bonding ability of O6-HO6 is the largest; (4) the order for intramolecular hydrogen bonding abilities (from large to small) is O2-HO2, O1-HO1, O3-HO3, O6-HO6 and O4-HO4.