• 제목/요약/키워드: Dihydrobenzofuran

검색결과 20건 처리시간 0.022초

울금으로부터 식품부패미생물에 대한 항균성 물질의 분리 및 동정 (Isolation and Identification of Antimicrobial Compound from UlGeum (Curcuma longa L.))

  • 최해연
    • 한국식품영양과학회지
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    • 제38권9호
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    • pp.1202-1209
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    • 2009
  • 울금 분말을 methanol로 추출하여 여러 용매로 분획하여 식품부패미생물의 증식억제 효과를 검색하고 그 항균성 물질을 분리하였다. 울금의 ethyl acetate 분획 추출물은 낮은 농도인 1,000 ${\mu}g$/disc의 농도에서 B. subtilis, S. aureus, L. monocytogenes, E. coli, V. parahaemolyticus에 대하여 8.5 $\sim$13 mm의 clear zone을 형성하여 우수한 항균성을 나타내었다. 울금의 ethyl acetate 추출물을 silica gel column chromatography와 TLC로 monitoring 하여 항균성을 실험하였다. 이 결과 우수한 항균성을 보인 sub fraction을 재차 분리하여 yellow oil의 항균성물질을 얻었고 이를 GC/MS, $^1H$-NMR로 구조 분석한 결과 화학식이 $C_8H_8O$이며 분자량이 120.154의 2,3-dihydrobenzofuran(coumaran)으로 동정 되었다.

살구에서 배당체의 형태로 존재하는 휘발성 성분 (Glycosidically Bound Volatile Components in Apricot (Prunus armeniaca var. ansu Max.))

  • 김영회;김근수;박준영;김용태
    • 한국식품과학회지
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    • 제22권5호
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    • pp.549-554
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    • 1990
  • 비이온성 수지인 Amberlite XAD-2 흡착 및 메탄올 용출법에 의해 살구로부터 배당체분획을 얻은 다음 almond ${\beta}-glucosidase$ 및 산가수분해(pH3.0) 또는 pH 3.0에서 simultaneous distillation-extraction(SDE)에 의해 얻어진 가수분해물로부터 GC 및 GC-MS에 의해 40종의 휘발성 성분을 확인하였다. 3종의 가수분해물로부터 이미 배당체로서 살구에 존재하는 것으로 알려져 있는 linalool oxide, linalool, ${\alpha}-terpineol$, nerol, geraniol, benzyl alcohol 및 2-phenylethyl 이외에도 2,6-dimethyl-3,7-octadiene-2,6-diol, 3,7-dimethyl-1,5-octadiene-3,7-diol,(E)-및 (Z)-2,6-dimethyl-2,7-octadiene-1,6-diol, $3-4-dihydro-{\beta}-ionol$ $3-oxo-{\alpha}-ionol$, $3-hydroxy-7,8-dihydro{\beta}-ionol$, $3-oxo-7,8-dihydro-{\alpha}-ionol$, $3-hydroxy-{\beta}-ionone$, eugenol, 3-hydroxyethylphenyl acetate 및 2,3-dihydrobenzofuran이 살구에서 처음으로 확인되었다.

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새로운 5-치환 Uracil 유도체의 합성 및 생물활성 (Synthesis and Biological Activities of New 5-Substituted Uracil Derivatives)

  • 이원희;박정섭;원정희;이정옥;유응걸
    • 약학회지
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    • 제35권6호
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    • pp.497-503
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    • 1991
  • Six novel 5-substituted-1-[2-(3-methoxy-2-hydroxyphenyl)-1-methoxyethyl]uracils 2a-f were prepared by condensation of 2,4-bis(trimethylsilyloxy)-5-substituted uracils with 2,7-dimethoxy-2,3-dihydrobenzofuran (9) in the presence of Lewis acid. The 2,3-dihydrobenzofuran derivative 9 was obtained by intramolecular acetalization of 2-acetoxy-3-methoxyphenyl acetaldehyde (8) which was synthesized by oxidative cleavage of 1-allyl-2-acetoxy-3-methoxybenzene (7) using osmium tetroxide followed by $NaIO_4$. Compounds 2a-f were evaluated for in vitro antiviral activity against HSV-1, HSV-2 and HRV. None of these compounds showed activity with $ID_{50}$ values up to $100\;{\mu}g/ml$ except for 5-chlorouracil derivative 2d which exhibited antiviral activity against HSV-1 with $ED_{50}$ $30\;{\mu}g/ml$. In the antitumor activity against L1210 and P388 leukemia cell lines, 2d showed activity with $ID_{50}$ values of $14\;{\mu}g/ml$ and $11.6\;{\mu}g/ml$, and 2c with $ID_{50}$ values of $22.9\;{\mu}g/ml$ and $8.8\;{\mu}g/ml$, respectively.

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Volatile Oil Composition of Boxthorn (Lycium chinense M.) Leaves

  • Ryu, Su-Noh;Kim, Seong-Min
    • 한국작물학회지
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    • 제43권3호
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    • pp.189-193
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    • 1998
  • Volatile components were extracted from leaves of two Boxthorn (Lycium chinense M.) cultivars by using simultaneous distillation and extraction, analyzed by gas chromatography-mass spectrometry. Seventy components were identified : 13 acids, 15 alcohols, 18 hydrocarbons, 13 carbonyls, three esters, three ionones, and five others. The principal volatile components (and their peak area percentage) were n-pentanol (11.2~30.2%), phytol (14.5~28.3%), hexadecanoic acid (13.5~17.1%) 2,3-dihydrobenzofuran (1.5~4.2%), benzyl alcohol (1.9-4.8%), phenylacetaldehyde (1.8~3.2%), and octadecadienoic acid (1.7~10.7%). Fresh leaves showed much higher peak area than that of dried leaf in n-pentanol, n-hexanol, cis-2-penten-l-ol, cis-3-hexen-l-ol, benzyl alcohol, and $\beta$-phenylethyl alcohol, while dried leaves showed much higher content than that of fresh leaves in 9-hydroxytheaspran A, octadecanoic acid and octadecadienic acid.

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Lignans from the Stem Barks of Kalopanax septemlobus

  • Hong, Seong-Su;Han, Xiang-Hua;Park, Seon-Soon;Lee, kyong-Soon;Lee, Myung-Koo;Hwang, Bang-Yeon;Ro, Jai-Seup
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.194.3-194.3
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    • 2003
  • As a part of an ongoing collaborative program to discover novel bioactive components of plant origin, the stem barks of Kalopanax septemlobus were extracted with MeOH, and successively partitioned with CH$_2$Cl$_2$, EtOAc, BuOH and water. Repeated column chromatographic separation of the CH$_2$Cl$_2$ fraction resulted in the isolation of four compounds. Their structures were identified as vladinol E (1), (-)-simulanol{4-[3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol} (2), vladinol F (3), and (${\pm}$)-secoisolariciresinol (4). This is the first report on the isolation of these compounds from Kalopanax species.

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취반된 흑미의 휘발성 향기 성분 (Volatile Flavor Components in Cooked Black Rice)

  • 송선주;이유석;이종욱
    • 한국식품과학회지
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    • 제32권5호
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    • pp.1015-1021
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    • 2000
  • 현재 재배되고 있는 흑미 중 수원 415호와 진도를 n-pentane과 diethylether 혼합용액(1:1, v/v)을 추출용매로 사용하여 SDE방법으로, 취반된 흑미로부터 휘발성 향기 성분을 추출하였다. 이 향기 추출물을 정제 농축하여 GC와 GC/MS로 분석한 후 GC 분석에 의한 RI 및 GC/MS 분석에 의한 mass spectrum을 표준물질의 분석 자료와 비교, 확인함으로써 휘발성 향기 성분을 동정하였고, 내부 표준물질을 이용하여 이들 성분을 정량하였다. 수원415호와 진도에서 각각 91, 82종의 화합물이 분리되었다. 수원415호에서는 alcohol류 26종, ketone류 15종, ester류 11종, aldehyde류 10종, hydrocarbon류 9종, acid류 5종, 황화합물 9종, 질소화합물 3종, furan 화합물 3종이었고 동정된 물질 중에서 hexadecanoic acid, acetic acid, 1,2-ethanediol, guaiacol, ethyl acetate, 2,3-dihydrobenzofuran, ethanol, ethyl hexadecanoate, methyl 9,12- octadecadienoate, hexanol, ethyl formate, hexanal, 2-pentanone이 수원 415호 흑미의 주요한 성분으로 확인되었다. 진도 흑미에서 분리 동정된 성분으로는 alcohol류 28종, ketone류 14종, ester류 12종, aldehyde류 9종, hydrocarbon류 5종, acid류 4종, 황화합물 4종, 질소화합물 3종, furan 화합물 3종이었고, hexadecanoic acid, guaiacol, acetic acid, 2,3-dihydrobenzofuran, hydroperoxy pentane, ethyl acetate, methyl 9,12-octadecadienoate, 2-nonanone, ethyl hexadecanoiate, ethyl formate, ethyl 9-octadecenoate, hexanol, 2-pentanone, 3-methyl-1-butanol이 동정되어 이러한 성분들이 진도 흑미의 주요한 성분으로 확인되었다. 미량이지만 향기의 발현에 영향을 미칠 것으로 생각하는 1-acetyl-2-pyrrolidone과 ${\alpha}-pyrrolidone$이 동정되었다.

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참쑥(Artemisia Lavandulaefolia DC)의 방향성분 (Flavor Components of Artemisia Lavandulaefolia DC)

  • 최경숙;최봉영;박형국;김정한;박종세;윤창노
    • 한국식품과학회지
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    • 제20권6호
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    • pp.774-779
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    • 1988
  • 참쑥(Artemisia lavandulaefolia DC)의 정유를 gas chromatogaphy/mass spectrometry(GC/MS)로 정성분석하고, 저장조건을 달리하여 정유성분의 변화를 살펴본 결과, 다음과 같은 결론을 얻었다. 1. 186 이상의 화합물이 검출되었으며, 그 중 1,8-cineol, camphor, ${\beta}-thujone$, caryophyllene, borneol, coumarin, linalool, terpineol, sabinene, 7-methoxy coumarin ${\alpha}-copaene$, humulene과phytol이 중요성분이었다. Artemisia species에서는 지금까지 밝혀진 바 없는 3,6,6-trimethyl norpinanol, ${\beta}-farnesene$, 7-methoxy coumarin, ${\alpha}-curcumene$ 등이 검출되었다. 2. 참쑥의 저장에 따른 색과 변화를 조사한 결과, 온도에 의해 갈색화와 성분의 증감이 있었다. 즉, 냉암소에 보관된 시료는 변화가 거의 없었으나, 상온방치한 시료는 Air와 질소에 상관없이 모두 변화가 있었다. 1,8-cineol, limonene, 2,2,4-trimethyl 1,3-dioxolane-4-ethanol, terpinene-4-ol 등은 감소하였으며, ${\beta}-phellandrene$, benzyl benzoate, broneol, ${\alpha}-terpineol$, humulene 등은 증가하였다.

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Seibel 포도즙 알코올 발효 및 저장 중 휘발성 향기성분의 변화 (Changes of Volatile Flavor Compounds of Seibel Grape Must during Alcohol Fermentation and Aging)

  • 고경희;장우영
    • 한국미생물·생명공학회지
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    • 제27권6호
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    • pp.491-499
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    • 1999
  • A great variety of the volatile metabolic by-products was formed in yeast cell during alcohol fermentation. The seibel grape (Vitis labrasca) which was grown in the Southern Korea used for wines. The objective of this research was to identify the volatile flavor compounds during alcohol fermentation and aging at 12$^{\circ}C$. saccharomyces cerevisiae and Schizosaccharomyces pombe were inoculated and fermented in seibel grape must. The volatile flavor compounds of logarithmic, stationary and death phases were extracted, concentrated and identified by gas chromatography/mass spectrometer (GC/MS). The volatile flavor compounds were determined by a Hewlett-Packard 5890 II Plus GC which was equipped with Supelcowax 10 fused silica capillary column (60m$\times$0.32mm$\times$0.25${\mu}{\textrm}{m}$ film thickness) wall coated with polyethyleneglycerol. The scan detection method allowed the comparison of the spectrum from the chromatogram of volatile flavor compounds to those in data Wileynbs base library. Among the volatile compounds collected by ether-hexane extraction method, the evolution of 20 main compounds, such as 9 esters (ethyl butyrate, isoamyl acetate, ethyl caproate, n-hexyl acetate, ethl caprylate, ethyl caprate, diethy succinate, ethyl hexadecanoate, 2-pheneethyl acetate), 4 alcohols (3-methyl-1-butanol, 1-hexanol, 1-heptanol, benzoethanol), 4 ketones and acids (2-octanone, caproic acid, caprylic acid, capric acid), 2 furan and phenol (2,6-bis(1,1-dimethyl ethyl)phenol, 2,3-dihydrobenzofuran) were observed during alcohol fermentation and aging. The production of the esters during alcohol fermentation with S. cerevisiae was higher than those of Sch. pombe. The sensory scores of the aged wine samples in aroma, taste and overall acceptability were not significantly different(p<0.05).

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Comparison of Pyrolytic Components in lamina and Midrib of Flue-Cured Tobacco Leaves

  • Lee, Jae-Gon;Jang, Hee-Jin;Kwag, Jae-Jin;Lee, Dong-Wook
    • 한국연초학회지
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    • 제22권2호
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    • pp.176-183
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    • 2000
  • This study was conducted to compare the volatile components of lamina(cutter group) and midrib of flue-cured tobacco leaves by two analytical methods, Curie-Point pyrolysis and Purge & Trap headspace technique. The pyrolysis of lamina and midrib part of tobacco leaves was performed at the temperature of $330^{\circ}C$, $650^{\circ}C$, and $920^{\circ}C$ by Curie-Point Pyrolyzer, and 33 compounds were identified in the pyrolyzates by GC/MSD. The composition of the components identified showed a quite difference between lamina and midrib. However, the amount of the pyrolyzed products from the both of lamina and midrib was increased with temperature increase except that of acetic acid, furfural, and nicotine. The content of phenolic compounds including phenol, 4-methyl phenol, and 3-methyl phenol was higher in midrib than in lamina, while that of furan compounds such as 2,3-dihydrobenzofuran, 5-hydroxymethyl furfural, was high in lamina. Interestingly, acetamide, 2-propenamide and 3-acetoxy pyridine were not defected in the pyrolyzates of lamina. By Purge & Trap headspace technique, 28 volatile components were identified in both lamina and midrib. The composition of the identified compounds and their chromatograpic patterns also showed the complete difference between the two. The content of solanone, $\beta$-damascone, $\beta$-damascenone, and megastigmatrienones, key components of tobacco aroma, was much higher in lamina than in midrib. The results indicate that lamina contains much more carbonyl compounds known to enhance the smoke taste of cigarette, whereas midrib takes nitrogenous and phenolic compounds, which are known to cause a deteriorate effect of smoke such as irritation.

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효소분해법에 의한 개량어장유의 속성제조 및 품질에 관한 연구 4. 정어리 전어체를 이용한 어장유의 냄새 성분 (Conditions for Rapid Processing of Modified Fish Sauce using Enzymatic Hydrolysis and Improvement of Product Quality 4. Flavor Components of Fish Sauce from Whole Sardine)

  • 배태진;한봉호;조현덕;김병삼;이현숙
    • 한국수산과학회지
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    • 제23권5호
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    • pp.373-377
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    • 1990
  • Volatile components of whole sardine sauce which was prepared with $7\%$ of complex enzyme-2000($2.18{\cdot}10^4\;U/g solid$), mixed with $6\%$ of invert sugar and heated at $90^{\circ}C$ for 2 hours were compared with those of without invert sugar. Thirty seven kinds were identified from the whole volatile components of hydrolysate heated without invert sugar and fourty three kinds were identified from the hydrolysate heated with $6\%$ of invert sugar. Amines were not detected from the whole volatile components of the chopped whole sardine hydrolysate. Considerable amount of 2,3-dihydrobenzofuran and 2-acetylpyrrole, a little amount of 2,5-hydrofuran, 2-ethylbutanol, 2-pyrone, 2-acetylfuran, 2,6-dimethylpyrazine, 2-acetylpyrazine, 5-methyl-2-furfural, furfuryl acetate, butylpyrrole and 2-methyl-3-hydroxypyrone were detected in the hydrolysate thermally treated with $6\%$ of invert sugar while these were not found in the hydrolysate heated without invert sugar. But the amount of 2-methyt-1-propa-not, hexane, butyl acetate and butyl alcohol were decreased, and acetic acid and butanoic acid were detected as volatile fatty acids.

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