• Bulletin of the Korean Chemical Society
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• v.13 no.2
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• pp.199-207
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• 1992

The approximate rates and stoichiometry of the reaction of excess sodium diethyldihydroaluminate (SDDA) with 68 selected organic compounds containing representative functional groups were examined under standard conditions (THF-toluene, $0^{\circ}C$ in order to compare its reducing characteristics with lithium aluminum hydride (LAH), aluminum hydride, and diisobutylaluminum hydride (DIBAH) previously examined, and enlarge the scope of its applicability as a reducing agent. Alcohols, phenol, thiols and amines evolve hydrogen rapidly and quantitatively. Aldehydes and ketones of diverse structure are reduced rapidly to the corresponding alcohols. Reduction of norcamphor gives 11% exo-and 89% endo-norborneol. Conjugated aldehydes such as cinnamaldehyde are rapidly and cleanly reduced to the corresponding allylic alcohols. p-Benzoquinone is mainly reduced to hydroquinone. Hexanoic acid and benzoic acid liberate hydrogen rapidly and quantitatively, however reduction proceeds very slowly. Acid chlorides and esters tested are all reduced rapidly to the corresponding alcohols. However cyclic acid anhydrides such as succinic anhydride are reduced to the lactone stage rapidly, but very slowly thereafter. Although alkyl chlorides are reduced very slowly alkyl bromides, alkyl iodides and epoxides are reduced rapidly with an uptake of 1 equiv of hydride. Styrene oxide is reduced to give 1-phenylethanol quantitatively. Primary amides are reduced very slowly; however, tertiary amides take up 1 equiv of hydride rapidly. Tertiary amides could be reduced to the corresponding aldehydes in very good yield ( > 90%) by reacting with equimolar SDDA at room temperature. Hexanenitrile is reduced moderately accompanying 0.6 equiv of hydrogen evolution, however the reduction of benzonitrile proceeds rapidly to the imine stage and very slowly thereafter. Benzonitrile was reduced to give 90% yield of benzaldehyde by reaction with 1.1 equiv of hydride. Nitro compounds, azobenzene and azoxybenzene are reduced moderately at $0^{\circ}C$, but nitrobenzene is rapidly reduced to hydrazobenzene stage at room temperature. Cyclohexanone oxime is reduced to the hydroxylamine stage in 12 h and no further reaction is apparent. Pyridine is reduced sluggishly at $0^{\circ}C$, but moderately at room temperature to 1,2-dihydropyridine stage in 6 h; however further reaction is very slow. Disulfides and sulfoxides are reduced rapidly, whereas sulfide, sulfone, sulfonic acid and sulfonate are inert under these reaction conditions.

• KOREAN JOURNAL OF CROP SCIENCE
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• v.56 no.4
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• pp.361-374
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• 2011

The cereal grain crops have strong flexibility against adverse environment and they have various functional compounds. The objective of the present study was to screen phenolic compounds in sorghum [Sorghum bicolor (L.) Moench], foxtail millet (Setaria italica), common millet (Panicum miliaceum L.) by high performance liquid chromatography (HPLC) with photodiode array (PDA) detector. Sorghum contained the highest amount of phenolic compounds among three different crops (sorghum, foxtail millet, common millet). Especially Moktaksusu showed the highest amount of phenolic compounds concentrations and biggest regional differences. The comparison of average phenolic compounds in sorghums by regions showed order to Milyang ($963.3\;{\mu}g{\cdot}g^{-1}$), Yeongyang ($923.1\;{\mu}g{\cdot}g^{-1}$), Gijang ($831.3\;{\mu}g{\cdot}g^{-1}$) and Bonghwa ($735.6\;{\mu}g{\cdot}g^{-1}$). Among the sorghum cultivars, Moktaksusu ($1407.9\;{\mu}g{\cdot}g^{-1}$) had the highest concentration of phenolic compounds. The average phenolic compounds of foxtail millets showed similar amount among Milyang ($319.0\;{\mu}g{\cdot}g^{-1}$), Gijang ($288.1\;{\mu}g{\cdot}g^{-1}$) and Bonghwa ($281.9\;{\mu}g{\cdot}g^{-1}$) areas. The phenolic compounds of Yeongyang ($246.6\;{\mu}g{\cdot}g^{-1}$) slightly low and that showed similar concentrations among three different regions. The concentration of phenolic compounds in foxtail millets, Chungchajo ($335.6\;{\mu}g{\cdot}g^{-1}$) showed the highest concentrations. The average phenolic compounds of common millets showed the highest concentrations in Milyang ($305.5\;{\mu}g{\cdot}g^{-1}$), Bonghwa ($262.0\;{\mu}g{\cdot}g^{-1}$), Gijang ($195.1\;{\mu}g{\cdot}g^{-1}$), Yeongyang ($237.2\;{\mu}g{\cdot}g^{-1}$) in decreasing order. The concentration of phenolic compounds of common millets was the highest in the Norangchalgijang ($337.0\;{\mu}g{\cdot}g^{-1}$), Hwanggumgijang ($250.0\;{\mu}g{\cdot}g^{-1}$) was also relatively higher than others. The results of this study will provide basic information for breeding sorghums, foxtail millets and common millets with higher phenolic compound concentrations.

• Food Science and Biotechnology
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• v.17 no.5
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• pp.983-989
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• 2008

Two flavonoids, isorhamnetin 3-O-$\beta$-D-glucopyranoside (1) and quercetin 3-O-$\beta$-D-glucopyranoside (2), from slander glasswort (Salicornia herbacea, Korean name hamcho) were isolated. Antioxidative and matrix metalloproteinase-9(MMP-9) inhibitory effects of these compounds were investigated in HT 1080 cell lines. These compounds suppressed the electron spin resonance (ESR) signal intensity on generation of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical in a free-cellular system. Their scavenging effects on generation of intercellular reactive oxygen species (ROS) also exhibited similar trends with DPPH radical in the free cellular system. Also, a control group combined only with Fe(II)-$H_{2}O_2$ resulted in DNA apoptosis by oxidative stress, whereas treatments with these compounds suppressed radical-mediated DNA damage. Intracellular glutathione (GSH) levels were slightly increased in the presence of compound 1 and 2. Moreover, these compounds led to the reduction of the expression levels of MMP-9 without cytotoxic influence. These results suggest that these compounds have a potential as a valuable natural antioxidant and MMP inhibitor related to oxidative stress. Therefore, these compounds not only can be developed as a candidate for a therapeutic potential but also a source for use as ingredients of health foods or functional foods to prevent metastasis involving MMP-9, closely related to ROS.

• Korean Journal of Soil Science and Fertilizer
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• v.33 no.4
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• pp.253-260
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• 2000

The virulence(vir) genes in Ti plasmid at Agrobacterium tumefaciens are expressed by a phenolic compound synthesized at plant wound site. The vir genes inducing abilities of 8 phenolic compounds were tested using three wild type strains of A. tumefaciens. It was also investigated how the levels of vir gene expression among the strains tested could be related to the kinds of specific phenolic compounds. Five phenolic compounds like as 4-hydroxyacetophenone, phenol, catechol, resorcinol, and vanillin had exhibited a strong effect on the vir gene expression of A. tumefaciens MW102 whereas they did not be either non-functional or weakly inducible to the vir gene expression of other strains i.e. A. tumefaciens MW105 and MW108. Furthermore, the vir gene of A. tumefaciens MW102 was lowly expressed by acetosyringone that exposed an strong effect on the vir gene induction of other two strains. Thus, it appeared that the vir gene inducing abilities were differed by the kinds of phenolic compounds and Ti plasmids. In conclusion, we suppose that a change in vir gene inducing ability could be resulted from a difference of sensor protein expressed by vir A gene.

• KOREAN JOURNAL OF CROP SCIENCE
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• v.49 no.2
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• pp.82-88
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• 2004

The objective of this study was to determine the role of storing years with the variation of total phenol and individual phenolic compounds in soybean (Glycine max L.) seeds. The total phenol content varied from 0.36 to 0.42% over four years, with the highest value (0.42%) found at storage for two and three years. Among the nine soybean varieties examined, Daweonkong had the highest total average phenol content (0.58%). The total content of 11 phenolics varied from 730.0 to 1812.8 $\mu\textrm{g}\;\textrm{g}^{-1}$ over storage for four years, and the highest concentration (1812.8 $\mu\textrm{g}\;\textrm{g}^{-1}$) was found at storage for two years. Myeongjunamulkong (1465.4 $\mu\textrm{g}\;\textrm{g}^{-1}$) had the highest mean content among the nine soybean varieties. The total content of 11 phenolic compounds measured in this study occupied from 20.96 to 47.73% of the total phenol contents. The highest total phenol contents were in seeds with black coats (5279.4 $\mu\textrm{g}\;\textrm{g}^{-1}$), while the highest concentration of individual phenolic compounds were in seeds with green coats (1419.5 $\mu\textrm{g}\;\textrm{g}^{-1}$). Our study suggests that it may be feasible to improve soybean varieties with high functional substances such as phenolic compounds.

• Korean Chemical Engineering Research
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• v.44 no.3
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• pp.254-258
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• 2006

Zeolites with excellent adsorption capacity of volatile organic compounds were attached onto inorganic fibers which were the raw materials of honeycomb-type adsorbers. The amounts of zeolite particles attached onto the fibers considerably increased by treating them with hydrochloric acid, sulfuric acid, or hydrofluoric acid. Various functional groups such as chloropropyl, aminopropyl and epoxy groups of silane compounds, and amine groups of polyethylenimine were employed as covalent linkage materials between the fibers and zeolite particles. The state of the fibers coated with zeolite particles was examined by scanning electron microscopy, and the amounts of zeolite particles bound to the fibers were estimated from their BET surface areas. The largest amount was obtained when polyethylenimine was employed as a linkage material. Polyethylenimine was the most effective for attaching zeolite particles onto the inorganic fibers among various linkers employed.

• Polymer(Korea)
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• v.34 no.1
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• pp.69-73
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• 2010

Effects of reaction time and temperature on the isomerization and dehydrobromination reactions of brominated butyl rubber were investigated. The structural composition of brominated butyl rubber was determined by Fourier transform infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance spectroscopy($^1H$-NMR), Density functional theory (DFT) was used to study on the isomerization and dehydrobromination mechanisms of model compounds. The geometries for model compounds of 3-bromo-5,5,7,7-tetramethyl-2(2',2',4',4'-tetramethyl)pentyl-1-octylene (3BrOE), 1-bromo-5,5,7,7-tetramethyl-2(2',2',4',4'-tetramethyl)pentyl-2-octylene (1Br2OE) and 5,5,7,7-tetramethyl-2(2',2', 4',4'-tetramethyl)pentyl-1,3-octadiene (CD) had been optimized by using density functional theory at B3LYP/3-21G and B3LYP/6-31G levels. The predicted energy of 3BrOE lies higher than that of 1Br2OE which suggests that 1Br2OE configuration is more stable than the 3BrOE configuration. Compared with the energy barrier, the pathway of dehydrobromination is less competitive than that of isomerization. This is qualitatively consistent with the experimental results.

• Korean Journal of Medicinal Crop Science
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• v.28 no.3
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• pp.200-208
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• 2020

Background: Salvia miltiorrhiza Bunge has been used in traditional medicine. The type of light source has an effect on the growth properties and composition of functional compounds in plants. In this study, we analyzed the effects of different artificial light sources on the growth characteristics as well as antioxidant and antimicrobial activities of S. miltiorrhiza. Methods and Results: Seedlings of S. miltiorrhiza were grown under various artificial light sources, including fluorescent light (FL), light emitting diode (LED), and microwave electrodeless light (MEL), for 8 weeks. Growth characteristics were the best in plants treated with MEL. DPPH scavenging activity of the shoot was more pronounced with the FL treatments, while the roots were more active in plants grown under single wavelength lights (i.e., blue and red LEDs). Among the different light source treatments, the blue LED resulted in a higher total phenolic content in the plants. Furthermore, growing plants growth under the red LED enhanced their total flavonoid content. Notably, the antimicrobial properties of plants varied significantly between light source treatments in this study. Except for E. coli, all the tested microorganisms were susceptible to the plant extracts. Conclusions: The type of light source may be an important parameter for the enhancement of plant growth and functional compounds in S. miltiorrhiza.

• Korean journal of food and cookery science
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• v.17 no.5
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• pp.421-425
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• 2001

This study was carried out to develop a traditional Korean snack, Dasik, using Angelica gigas Nakai. Angelica gigas Nakai has been used as a medicinal herb which is grown wild in mountain areas or cultivated in Korea, and known to have various functional effects, especially on a women's disease. As an useful food resource, Angelica gigas Nakai was used to prepare Dasik along with soybean powder and black sesame seeds powder. The quality characteristics of Dasik were measured by sensory evaluation and food compositions and antioxidant activity were analyzed. In the results, Dasik prepared with black sesame seeds powder with 20% Angelica gigas Nakai powder was the most favored. especially by the women's group of 30∼40s in age. The composition of this Dasik was water 11.85%, ash 3.4%, crude protein 14.10% and crude fat 23.44% . The functional components of Angelica gigas Nakai were 2.23 ㎎/g of phenolic compounds and 9.9 ㎎/g of flavonoids. Antioxidant activity of Angelica gigas Nakal was 53.14% at 0.1 g/㎎ concentration.

• Bulletin of the Korean Chemical Society
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• v.25 no.6
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• pp.823-828
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• 2004

The crystal structures of sparteinium tetrachlorocuprate monohydrate $[(C_{15}H_{28}N_2)CuCl_4{\cdot}H_2O]$, 1 and sparteinium tetrabromocuprate monohydrate $[(C_{15}H_{28}N_2)CBr_4{\cdot}H_2O]$, 2, were determined. The structures of 1 [orthorhombic, $P2_12_12_1$, a = 8.3080(10) ${\AA}$, b = 14.6797(19) ${\AA}$ and c = 16.4731(17) ${\AA}$], and 2 [orthorhombic, $P2_12_12_1$, a = 8.4769(7) ${\AA}$, b = 15.166(3) ${\AA}$ and c = 16.679(3) ${\AA}$], are composed of a doubly protonated sparteinium cation, $[C_{15}H_{28}N_2]^{2+}$, a discrete $CuX_4^{2-}$ anion $(X=Cl^-\;or\;Br^-)$, and one water molecule. These monomeric compounds are stabilized through various types of hydrogen bonding interaction in their packing structures. Crystal 2 exhibits weak anti-ferromagnetism (J = -3.24 $cm^{-1}$) as opposed to the magnetically isolated paramagnetism observed for 1. The results of comparative magneto-structural investigations of 1 and 2 suggest that the pathway for the weak anti-ferromagnetic super-exchange in 2 might be through a Cu-Br${\cdots}$Br-Cu contact.