• Title/Summary/Keyword: 페놀 화합물

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A Study on Extraction and Adsorption of Three Phenolic Ketones (페놀케톤 3종의 추출 및 흡착에 관한 연구)

  • Sang Cheol Lee
    • Korean Chemical Engineering Research
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    • v.61 no.1
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    • pp.109-115
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    • 2023
  • The extraction and adsorption characteristics for three phenolic ketones with high physicochemical similarity among phenolic compounds, which are alcohol fermentation inhibitors in lignocellulosic biomass hydrolysates, were investigated. The most suitable basic extractant for selectively separating acetosyringone from three phenol ketones by reactive extraction was found to be trioctylphosphine oxide. In addition, it was found that adsorption using XAD16, a polymer neutral resin adsorbent, or physical extraction using hexane, was a suitable separation method for separation of 4'-hydroxyacetophenone (HAP) and acetovanillone (AVO). A five-step fractionation process including extraction and adsorption mentioned above has been first proposed to separate and concentrate the three phenol ketones present at equal mass percentages. When physical extraction with n-hexane and re-extraction with an aqueous NaOH solution were used as the steps 4 and 5 in the fractionation process respectively, it was possible to obtain almost 70% or more of the purity of three phenolic ketones.

Allelopathic Effect against Seed Germination and Seedling Growth of Picea jezoensis of Leaf Aqueous Extracts from Competition Species (경쟁 수종들의 잎 추출 수용액이 가문비나무 종자발아 및 유묘생장에 미치는 타감효과)

  • Kim, Gil Nam;Han, Sim-Hee;Shin, Soo Jeong;Kim, Du-Hyun
    • Journal of Korean Society of Forest Science
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    • v.105 no.1
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    • pp.86-92
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    • 2016
  • This study was conducted to evaluate the allelopathic effect against the regeneration of the seedling and to identify the presence of allelochemicals in Picea jezoensis natural population in Jirisan. Water-soluble extracts from leaves of different competition plants were collected to test their effects on seed germination and seedling growth of P. jezoensis. Phenolic compounds from leaves were quantified using GC/MS. The seed germination rate and seedling growth of P. jezoensis was reduced by extracts of all competition plants leaves. Monoterpenoids compound, which are generally well known in the allelochemicals has been detected in the leaf extracts. In conclusion, allelopathic chemicals of competition vegetation in P. jezoensis natural population could inhibit the seed germination and seedling growth of P. jezoensis, that is considered as a result of the lower seedling establishment.

Catalytic Hydrogen Transfer Reduction of Aromatic Nitro Compounds with 4-Vinylcyclohexene (4-비닐시클로헥센을 이용한 방향족 니트로 화합물의 환원반응)

  • Kim, Hong-Seok;Kim, Dong Il;Kim, Cheong-Sig;Joo, Young Je
    • Applied Chemistry for Engineering
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    • v.5 no.5
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    • pp.871-877
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    • 1994
  • Most of the aromatic nitro compounds were reduced to amines in high yield by transfer of hydrogen from 4-vinyl cyclohexene to the substrate via palladium catalyst. The usefulness of the method is not affected by the presence of a variety of other functional groups such as -OH, $-OCH_3$, $-CH_3$, $-CO_2H$, and -Cl, except for halogen which is removed during hydrogenation. The reduction of ortho-substituted nitrobenzene such as o-nitrotoluene, o-nitrophenol, o-nitroanisole was slower than the para isomer. Typically, the nitro compound is refluxed in ethanol with a large exess of 4-vinylcyclohexene in the presence of Pd-C catalyst. Under the above conditions, p-nitrobenzaldehyde, p-nitrobenzyl alcohol, and p-nitrobenzyl acetate were reduced to p-toluidine.

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Simultaneous determination of ultra-trace phenols, polycyclic aromatic hydrocarbons and pesticides in surface water by gas chromatography-mass spectrometry (지표수에서 GC-MS에 의한 극미량 페놀류, 다환방향족탄화수소류와 농약류의 동시 분석법)

  • Lee, Young Joon;Lee, Jun Bae;Hong, Seon Haw;Oh, Jin-Aa;Shin, Ho-Sang
    • Analytical Science and Technology
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    • v.25 no.6
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    • pp.467-475
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    • 2012
  • A gas chromatography-mass spectrometric (GC-MS) method was developed for determining 17 hazard compounds containing phenols, polycyclic aromatic hydrocarbons and pesticides in surface water. A 1.0 L surface water sample was placed in a separatory funnel and saturated with NaCl, and the solution was extracted with 40 mL of methylene chloride. Under the established condition, the lowest quantification limit was 1.0-10 ng/L and the relative standard deviations were less than 22%. The method was used to analyze 70 surface water samples collected from 35 regions in Gum-River. The samples revealed the compounds concentrations in the range of 1.1-26,604 ng/L. Maximum concentrations of compounds detected were not exceeded guidelines established in other countries. The developed method may be valuable for monitoring hazards in water.

Improvement of Chlorophyll-photosensitized Oxidation of Fish Oil-enriched Emulsion by Sesame Oil Addition and Antioxidant Content Changes (참기름 첨가에 의한 어유 보강 에멀젼의 클로로필에 의한 광산화 개선 효과와 산화 방지제 함량 변화)

  • An, Sojin;Lee, Edwald;Choe, Eunok
    • Korean Journal of Food Science and Technology
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    • v.46 no.2
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    • pp.127-134
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    • 2014
  • This study was performed to evaluate the effects of sesame oil addition to a tuna oil-enriched emulsion during chlorophyll-photosensitized oxidation. The emulsion principally consisted of tocopherol-stripped canola and tuna oil with or without sesame oil, acetic acid, phospholipids, and xanthan gum. Chlorophyll b was added to promote the production of singlet oxygen upon exposure to light. The oxidation of oil in the emulsion was evaluated by determining the peroxide value (POV) and conjugated dienoic acid (CDA) contents. Concentrations of minor compounds in the emulsion were monitored. Increasing POV and CDA contents in the emulsion were paralleled with decreased docosahexaenoic acid during oxidation, and oxidation was inhibited by the addition of sesame oil. Chlorophyll, polyphenols, tocopherol, and phospholipids were degraded during oxidation of the emulsion; however, their degradation was slowed down by the addition of sesame oil. Lignans in the emulsions containing added sesame oil were barely changed, suggesting that they quenched singlet oxygen physically. Polyphenols were the most effective in improving the stability of tuna oil-enriched emulsions during chlorophyll-photosensitized oxidation.

Antioxidative Activity of Phenolic Acids Isolated from Jindalrae Flower (Rhododendron mucronulatum Turzaninow) (진달래꽃으로부터 분리된 페놀산 화합물의 항산화성에 관한 연구)

  • Kim, Mi-Ae;Jones, A. Daniel;Chung, Tae-Yung
    • Applied Biological Chemistry
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    • v.39 no.6
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    • pp.506-511
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    • 1996
  • Six phenolic acids were isolated from Jindalrae flowers (Rhododendron mucronulatum Turcz.), an edible plant in Korea. These compounds were identified as chlorogenic acid, 3,5-O-dicaffeoylquinic acid, 4,5-O-dicaffeoylquinic acid, caffeic acid, ferulic acid, and p-coumaric acid on the basis of IR, UV, $^{1}H$ and $^{13}C$ NMR, FAB-MS, ES-MS and/or El-MS data. Chlorogenic acid (0.2 g) present in both ethyl acetate and ethyl ether fractions comprised up to 38.5% of the total phenolic acid amount (0.52 g) finally recovered by means of polyamide C-200 column chromatography, preparative TLC, recrystallization, and Sephadex LH-20 column chromatography The antioxidant activities were measured in an ethanol solution of linoleic acid in the presence of ferric thiocyanate. The antioxidant efficiency increased in the order of p-coumaric acid<${\alpha}-tocopherol$

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Immobilization of Recombinant Bacterial Biosensors: a Simple Approach for the On-Site Detection of Phenolic Compounds (재조합 박테리아 바이오센서의 고정화: 페놀계 화합물의 현장 검출을 위한 간단한 접근 방법)

  • Shin, Hae-Ja
    • Journal of Life Science
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    • v.21 no.9
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    • pp.1323-1328
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    • 2011
  • We herein report the development of an agarose-gel-immobilized recombinant bacterial biosensor simple system for the field monitoring of phenolic compounds. Escherichia coli cells harboring the pLZCapR plasmid, which was previously designed to express the ${\beta}$-galactosidase reporter gene in the presence of phenolic compounds, were co-immobilized with a substrate [chlorophenol red ${\beta}$-galactopyranoside (CPRG) in agarose gel, and dispensed to the wells of a 96-well plate. Field samples were added to the wells and color development was monitored. In the presence of 5 ${\mu}M$ to 10 mM of phenol, the biosensor developed a red (representing hydrolysis of CPRG) color. Other phenolic compounds were also detected by this immobilized system, with the pattern resembling that previously reported for the corresponding non-immobilized biosensor. The immobilized cells showed optimum activity when the gel was simultaneously supplemented with 6% dimethyl formamide (DMF), 0.1% SDS and 10 mM $CaCl_2$. The immobilized biosensor described herein does not require the addition of a substrate or the use of unwieldy instruments or sample pretreatments that could complicate field studies.

Distribution of Nonylphenol in Gwangyang Bay and the Surrounding Streams (광양만 및 주변 하천에서의 노닐페놀 화합물 분포)

  • 이동호;김민선;심원준;임운혁;홍상희;오재룡
    • Korean Journal of Environmental Biology
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    • v.22
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    • pp.71-77
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    • 2004
  • Alkylphenols (8), chlorophenols (2), bisphenol A, eoprostanols (2) and cholesterol compounds were analyzed in the surface water and surface sediment taken from Gwangyang Bay and surrounding streams in 2001. Among the target analytes, nonylphenol and dihydrocholesteyol compounds were detected with high concentration and high frequency. t-Octylphenol, bisphenol A and coprostanols were detected only in some sediment samples from the stream. The highest concentration of nonylphenol was determined in stream sample, and concentrations of nonylphenol in the inner part of Gwangyang Bay were higher than those in the out part. Nonylphenol concentrations in the surface seawater and surface sediment samples ranged from 4.0 to 74.0 ng l$\^$-1/ and from 3.1 to 74.3 ng g$\^$-1/ dry wt., respectively. Partition coefficient (LogK$\_$oc/) of nonylphenol between sediment and water was 4.8. Nonylphenol nnd dihydrocholesteol concentrations in the stream surface sediment samples ranged from 4.6 to 808.6 and from 78.4 to 1133.6 ng g$\^$-1/ dry wt., respectively. Relatively high concentrations of nonylphenol were found in the stream samples which aye flowing through industrial complex area, while dihydrocholesterol concentration was relatively high in the stream samples which are flowing through only municipal area. Seaward decreasing tyend in nonylphenol concentration was observed from the Seomjin River estuary to the Gwanyang Bay. Such trend was best supported by the strong correlation between nonylphenol concentration and salinity in water samples.

Isolation of Polyphenol Compounds from the Leaves of Korean Persimmon (Diospyrus kaki L. Folium) (한국산 감잎로부터 Polyphenol계 생리활성물질 분리)

  • An, Bong-Jeun;Bae, Man-Jong;Choi, Hee-Jin;Zhang, Yun-Bin;Sung, Tae-Soo;Choi, Cheong
    • Applied Biological Chemistry
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    • v.45 no.4
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    • pp.212-217
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    • 2002
  • We purified polyphenols from persimmon leaf and tested their biological activity. The 60% acetone extract was lyophilized and applied to test enzyme inhibition of glucosyltransferase and tyrosinase. GTase was 82.4% inhibited at $1.8{\times}10^{-1}$ mg/ml and tyrosinase 21.7% inhibited at 0.8 mg/ml. The acetone extract was fractionated into F-1, 2, 3, 4, 5 by Sephadex Q-50 gel filtration and the fraction-1 and 2 showed higher enzyme inhibition activity than the other fractions. To the Proteinase K treatment and autoclaving of the two fractions had no effect on the enzyme activity, but these results suggested that active fraction was not protein but phenol ring completed compounds. By Sephadex LH-20, MCI-gel and Bondapak $C_{18}$ column chromatographies, compouds 1, 2, 3 and 4 from F-1 fraction, compounds 5 and 6 from F-2 fraction and compounds 7 , 8 from F-3 fraction were purified and re-crystallized. The purified compounds was assumed to be condensed tannins of frame flavan-3-ol frame on the basis of color reagent reaction and to be a mixture of monomer, dimer and trimer according to TLC analysis.

Phenolic Compounds from Bark of Juglans mandshurica (가래나무 수피의 페놀성 화합물)

  • Kim, Jin-Kyu;Si, Chuan-Ling;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.34 no.6
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    • pp.51-60
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    • 2006
  • Juglans mandshurica barks were collected, extracted with acetone-$H_2O$ (7:3, v/v), fractionated with n -hexane, $CH_2Cl_2$, and EtOAc, and freeze dried to give some dark brown powder. The EtOA cand $H_2O$ soluble fractions were chromatographe d on a Sephadex LH-20 column using $H_2O$-MeOH and EtOH-hexane mixture as eluents. Spectrometric analysis such as NMR and MS, including TLC,were performed to characterize the structures of the isolated compounds. From the EtOAc and $H_2O$ soluble fractions, three flavanols (1~3), three flavonols (4~6) and five flavonol glycosides (7~11) were isolated and elucidated.