• Bulletin of the Korean Chemical Society
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• v.34 no.5
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• pp.1421-1424
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• 2013

Two new isoflavanones, (3R) 5,7,3',4'-tetrahydroxy-2'-methoxyisoflavanone (1) and (3R) 5',8-di-(${\gamma}$,${\gamma}$-dimethylallyl)-2',5-dihydroxyl-4',7-dimethoxyl-isoflavanone (2), were isolated from Uraria clarkei, together with two known compounds dalbergioidin (3), 5,7-dihydroxy-2',4'-dimethoxyisoflavanone (4). The structures involving the absolute configuration of the new compounds were well elucidated by MS, IR, UV, CD, 1D and 2D NMR analyses. Cytotoxicity of the four compounds were assessed, results suggested that compound 2 possessed well cytotoxic activity, against the Hela, K562, and HL60 cell lines with $IC_{50}$ values of 28.0, 40.6 and $35.1{\mu}M$, respectively.

• Journal of the Korean Chemical Society
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• v.53 no.4
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• pp.407-414
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• 2009

The solid complexes of Cu(II), Ni(II), Co(II), Mn(II) and Fe(III) with 4-hydroxy-3-(1-{2-(2-hydroxybenzylidene)- amino phenylimino}-ethyl)-6-methy-pyran-2-one (H2L) derived from o-phenylenediamine, 3-acetyl- 6-methyl-(2H) pyran, 2,4 (3H)-dione (dehydroacetic acid or DHA) and salicylic aldehyde have been synthesized and characterized by elemental analysis, conductometry, magnetic susceptibility, UV-visible, IR, $^1H$-NMR spectra, X-ray diffraction, thermal analysis, and screened for antimicrobial activity. The IR spectral data suggest that the ligand behaves as a dibasic tetradentate ligand with ONNO donor atoms sequence towards central metal ion. From the microanalytical data, the stoichiometry of the complexes has been found to be 1:1 (metal: ligand). The physico-chemical data suggests square planar geometry for Cu(II) and Ni(II) complexes and octahedral geometry for Co(II), Mn(II) and Fe(III) complexes. The x-ray differaction data suggests orthorhombic crystal system for Cu(II) complex, monoclinic crystal system for Ni(II), Co(II) and Fe(III) and tetragonal crystal system for Mn(II) complex. Thermal behaviour (TG/DTA) of the complexes was studied and kinetic parameters were determined by Coats-Redfern method. The ligand and their metal complexes were screened for antibacterial activity against Staphylococcus aureus and Escherichia coli and fungicidal activity against Aspergillus Niger and Trichoderma.

• Journal of the Korean Applied Science and Technology
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• v.38 no.2
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• pp.476-487
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• 2021

To prepare acrylic resin coatings containing 70% of solids, we used n-butyl methacrylate(BMA), methyl methacrylate(MMA), 2-hydroxyethyl methacrylate(2-HEMA), and acetoacetoxyethyl acrylate(AAEA), caprolactone acrylate(CLA) as raw materials, the glass transition temperature(T_g) of acrylic copolymer was adjusted around 50 ℃. The viscosity and molecular weight of the acrylic resins was increased with increasing OH values. Di-tert-amyl peroxide was found to be the suitable initiator to get high-solids acrylic resins. The optimum reaction conditions found in the study are 5 wt% of initiator, 4 wt% of chain transfer agent, 4 hrs of dropping time, and 140 ℃ of reaction temperature. The structure of the synthesized resins were characterized by FT-IR and ¹H-NMR spectroscopy. Number average molecular weight of 1900~2600 and molecular wight distribution of 1.4~2.1 were obtained. Crosslinked acrylic urethane clear coatings were obtained by curing reaction between the synthesized acrylic resins and hexamethylene diisocyanate trimer(Desmodur N-3300), the equivalent ratio of NCO/OH was 1.2/1.0. The physical properties from the following studies were carried out: viscosity(Zahn cup #2), adhesion, drying time, pot-life, pensil hardness, and 60° specular gloss. Various properties of the acrylic urethane clear coatings were also evaluated on the coating specimens. Adhesion property to a substrate, drying time, pot-life, pencil hardness, and 60° specular gloss of prepared paint showed quite good properties. Futhermore, prepared paint containing 10% of CLA showed quite good properties for adhesion, low viscosity and high hardness.

• Journal of Physiology & Pathology in Korean Medicine
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• v.22 no.6
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• pp.1532-1536
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• 2008

Quercetin which isolated form the roots of Houttuynia cordata. was determined on the basis of IR, ID and 2D NMR specta by direct comparison with authentic compounds. Protein tyrosine phophatase 1B (PTP1B) is thought to be a negative regulator in insulin signal-transduction pathway. Insulin-resistance by the activation of PTP1B is a hallmark of both type 2 diabetes and obesity. Thus, the compound inhibiting PTP1B can improve insulin resistance and can be effective in treating type 2 diabetes and obesity. Quercetin which measured the inhibitory activity against PTP1B was 92.1% inhibition in the 30 ${\mu}g$/mL, 83.4% inhibition in the 6 ${\mu}g$/mL and 76.5% inhibition in the 3 ${\mu}g$/mL. These results suggest that quercetin retains a potential PTP1B activity.

• Ocean and Polar Research
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• v.33 no.2
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• pp.185-191
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• 2011

Crude extracts of Limonium tetragonum and their solvent-partitioned fractions were evaluated for their potential to scavenge authentic $ONOO^-$, and $ONOO^-$ derived from 3-morpholinosydnonimine (SIN-1). Four flavonol glycosides (1-4) were isolated by activity-guided separation. Their chemical structures were elucidated by extensive 2 D NMR experiments and by comparison with published spectral data. These compounds were also estimated for their peroxynitrite scavenging effects. The scavenging ratios of compounds 1-4 on authentic $ONOO^-$ were 56, 37, 56, and 54%, respectively, at a concentration of 1 ${\mu}M$. On the other hand, the inbihition ratios of compounds 1-4 against $ONOO^-$ generation from SIN-1 were 59, 39, 44, and 54% at the same concentration, respectively.

• Journal of Microbiology and Biotechnology
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• v.20 no.8
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• pp.1189-1191
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• 2010

In an ongoing investigation of compounds from natural products that exhibit anti-aging properties, hydroxyhibiscone A (1), a new furanosesquiterpenoid, together with hibiscone D (2), was isolated from the root bark of Hibiscus syriacus. Utilizing UV, IR, NMR, and MS spectroscopic analyses, these chemical structures were revealed. Compounds 1 and 2 were found to posses significant anti-aging properties on the human neutrophil elastase (HNE) assay, exhibiting HNE inhibitory activities with $IC_{50}$ values of 5.2 and 4.6 ${\mu}M$, respectively.

• Journal of the Korean Applied Science and Technology
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• v.11 no.1
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• pp.71-77
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• 1994

In order to review industrial application of amphoteric surfactants, new types of hydroxy sulfobetaine, 3-(N, N-dimethyl N-dimethyl-N-alkylammonio)-2-hydroxy-1-propane sulfonate and 3-(N, N-dimethyl N-acylammonio)-2-hydroxy-1-propane sulfonate were prepared by the reaction of quaternized sodium 1-chloro-2-hydroxy-3-propane sulfonate with N, N-dimethyl-N-alkylamine and N, N-dimethyl N-acylamido propylamine that have a straight chain radical of 12, 18 carbon atoms respectively in the presence of alkali catalyst. All the reaction products could be separated by means of column and thin layer chromatography, and the yields of all products ranged in $85{\sim}90%$, the structure of them could be confirmed from IR and $^{1}H$-NMR spectra.

• Journal of Microbiology and Biotechnology
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• v.19 no.7
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• pp.681-684
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• 2009

This study was carried out to evaluate the inhibitory effect of Flammulina velutipes extracts on tyrosinase activity and to identify its biologically active component. The ethyl acetate and n-butanol extracts showed potent tyrosinase inhibitory activities. Subsequently, fractions of the n-butanol extract showed only a partial tyrosinase inhibitory activity. The most active compound of tyrosinase inhibitory activity was identified from the ethyl acetate extract as 1',3'-dilinolenoyl-2'-linoleoylglycerol (LnLLn) by comparing its mass, $^1H-$, and $^{13}C-NMR$spectral data with those previously reported in the literature. LnLLn showed tyrosinase inhibitory activity with an $IC_{50}$value of 16.1 ${\mu}g/ml$. These results suggest that the ethyl acetate extract of F. velutipes could be applicable for the development of a new whitening agent.

• Archives of Pharmacal Research
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• v.27 no.3
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• pp.300-304
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• 2004

Five caffeic acid derivatives; methyl ester of caffeoylglycolic acid (1), dimethyl ester of caffeoyltartaric acid (2), dimethyl ester of caffeoyltartronic acid (3), monomethyl ester of caffeoyltartronic acid (4), methyl ester of caffeic acid (5), and some other secondary metabolites including; quercetin, quercetin 3-O-$\beta$-D-glucuronide methyl ester, kaempferol, 3,5,7,4'-O-tetramethylkaempferol, $\beta$-sitosterol glucoside, 2$\alpha$-hydroxyursolic acid and 2,24-dihydroxyursolic acid, have been isolated and characterized. All the isolated compounds were characterized with the help of NMR spectroscopy and mass spectrometry. Structure of compound 3 was also confirmed by a single X-ray crystallographic technique. Isolates were evaluated for anti-oxidant activities and most of the tested compounds were found to be potent in DPPH free radical scavenging ($IC_{50}{\;}={\;}4.56-14.17{\;}{\mu\textrm{g}}/mL$) and superoxide anion scavenging ($IC_{50}{\;}={\;}0.58-7.39{\;}{\mu\textrm{g}}/mL$) assays.

• Journal of Microbiology and Biotechnology
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• v.14 no.4
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• pp.766-771
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• 2004

Julong 601, a Gram-positive anaerobic bacterium strain capable of cleaving the C-ring of isoflavones daidzein and genistein, was isolated from human feces. BLAST search revealed that its complete 16S rDNA gene sequence has 99% similarity to Eubacterium ramulus. Metabolites of daidzein and genistein were determined as O-desmethylangolensin (O-Dma) and 2-(4-hydroxyphenyl) propionic acid (2-HPPA), respectively, based on UV, EI-MS, and $^1H$ and ^{13}C$ NMR spectral analyses. Enantiomers of O-Dma and 2-HPPA were isolated by chiral stationary-phase HPLC (CSP HPLC). Cleavage of the C-ring of daidzein and genistein by strain Julong 601 was highly enantioselective. Specific rotation ([$\alpha]_D$) and circular dichroism (CD) spectra of the enantiomers are reported here for the first time. Biotransformation kinetics of daidzein and genistein indicated that the C-ring of genistein has a higher susceptibility to bacterial degradation than that of daidzein.