• Title/Summary/Keyword: Methyl acetate

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Antioxidative and Cytotoxicity Activities of Compounds Isolated from Korean Rhus verniciflua S. (한국산 옻나무로부터 추출.분리한 생리활성 물질들의 항산화 효과 및 세포독성)

  • Choi, Won-Sik;Kim, Dong-Kil;Lee, Young-Haeng;Kim, Jang-Eok;Lee, Sung-Eun
    • Applied Biological Chemistry
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    • v.45 no.3
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    • pp.168-172
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    • 2002
  • Antioxidative activities of solvent fractions obtained from Korean Rhus vernicifera, being used in food industry and as a traditional medicine, were examined by the methods of DPPH scavenging activity, inhibitory effect on autooxidation of linoleic acid, nitrite scavenging activity and the inhibitory effect on xanthine oxidase activity. Ethyl acetate fraction showed potent antioxidative activities. Three compounds were isolated from the ethyl acetate fraction by rotatory locular counter current chromatography (RLCCC), Sephadex LH-20 column chromatography and HPLC. The isolated compounds were 1,2,3-trihydroxybezene, methyl 3,4,5-trihydroxybenzoate and 3,4,5-trihydroxybenzoic acid determined by GC/MS and, $^1H$ and $^{13}C$ NMR. Among the isolated compounds, methyl 3,4,5-trihydroxybenzoate showed the strongest antioxidative activity than artificial antioxidants, BHA and BHT in various methods. However, these isolated compounds did not show cytotoxicity effects on the human cancer cell lines. Therefore, we may suggest that methyl 3,4,5-trihydroxybenzoate can be used as a food additive possessing the potent antioxidative activity.

Fluorine Labeling in Biosynthetic Studies (I) : Synthesis of Fluorfarnesols

  • Park, O-Sook
    • Archives of Pharmacal Research
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    • v.9 no.4
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    • pp.237-242
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    • 1986
  • The Synthesis of E, E, E-12-fluorofarnesol and E, Z-6-fluorofarnesol which are key intermediates for the study of biosynthesis of some sesquiterpenes, is described. E, E-Farnesyl acetate is treated with selenium dioxide to give E, E, E-12-hydroxy farnesyl acetate, whih is transformed by DAST into E, E, E-12-hydroxy farnesyl acetate, which is transformed by DAST into E, E, E,-12-fluorofarnesylacetate. The latter compound is hydrolyzed to E, E, E,-12-fluorofarnesol. The reformatsky reaction of 6-methyl-5-hepten-2-one with ethyl bromofluoroacetate affords ethyl 2-fluoro-3-hydroxy-3, 7 dimethyl-6-octanoate. This ester is acetylated and eliminated to give ethyl (Z)-2-fluoro-3, 7-dimethylocta-2, 6-dienoate, which is transformed to allyl bromide via allylic alcohol. The allyl bromide is treated with dianion of methyl acetate to give-keto ester. The $\beta$-keto ester is converted to diethyl phosphoryloxy compound. The conjugate addition of lithium dimethylcuprate to the latter compound gives fluoro ester, which is treated with DIBAL to afford E, Z-6-fluorofarnesol.

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Phenolic Compounds from the Bark of Acer barbinerve Max.

  • Kwon, Dong-Joo;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.37 no.2
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    • pp.164-170
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    • 2009
  • The bark of Acer barbinerve was extracted with 70% aqueous acetone and the organic extracts were concentrated to small volume using rotary evaporator and then fractionated successively with n-hexane, dichloromethane, ethyl acetate and water. The chromatographic separation of ethyl acetate soluble fraction led to the isolation of five phenolic compounds. By means of spectroscopic method, the structures of these compounds were identified to methyl gallate (1), methyl gallate-4-O-${\beta}$-D-glucose (2), (+)-catechin (3), (-)-epicatechin (4) and (-)-epicatechin-3-O-gallate (5). These compounds (1-5) have not been reported in this plant yet.

Synthesis of 4-(2-thiazolyloxy)phenylalkanoic Acids As An An-tiinflammatory Agent

  • Choi, Hong-Dae;Shin, Sang-Hoon;Son, Byeng-Wha
    • Archives of Pharmacal Research
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    • v.19 no.2
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    • pp.148-152
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    • 1996
  • The efficient synthesis of 4-(2-thiazolyloxy)phenylalkanoic acids (10a-c), which are a potent antiinflammatory agent, was achieved in 5-6 steps starting from isopropoxybenzene and methyl $\alpha-chloro-\alpha-(methylthio)acetate (1)$. The key intermediate (4) was prepared by Friedel-Crafts reaction of isopropoxybenzene with (1) followed by desulfurization and the removal of isopropyl protector. Methyl 4-hydroxyphenylalkanoates (6, 8) were similarly obtained from alkylation of (3) and deprotection.

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Detection of Antifungal Endolichenic Fungi and Antifungal Compound (항진균성 지의류 내생 곰팡이 및 항진균성 물질의 탐색)

  • Cheon, Da-Mi;Jang, Da Som;Kim, Hye Young;Choi, Kap Seong;Choi, Sang Ki
    • Korean Journal of Microbiology
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    • v.49 no.2
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    • pp.165-171
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    • 2013
  • To isolate a novel antifungal compound, we obtained 571 kinds of endolichenic fungi from Lichen Bioresources Center and examined their antifungal abilities. Four fungi Stereocaulon sp. (1429), Stereocaulon sp. (1430), Cryptosporiopsis sp. (0156), and Graphis sp. (1245) showed high antifungal activity against Candida albicans when they grew in both liquid and solid media. We extracted the culture supernatants of these fungi with chloroform and then ethyl acetate. The chloroform fraction exhibited the highest anti-fungal activities when those fractions were examined for the growth inhibition of Candida albicans with disc diffusion method. To see information for the inhibitor present in chloroform fraction we employed GC-MS for the fractions of Stereocaulon sp. (1429). We found that hexamethylcyclotrisiloxane, decanoic acid, hexadecanonic acid-methyl ester, 14-octadecenoic acid-methyl ester, and octadecenoic acid-methyl ester were present more in chloroform fraction than in ethylacetate fraction. This indicates that those compounds could be possible antifungal candidates since antifungal activity of chloroform extract was two times higher than that of ethyl acetate extract.

Studies on Volatile Flavor Compounds of Soy Sauce Residue (간장박의 휘발성 향기성분에 관한 연구)

  • Cha, Yong-Jun;Wang, Wenfeng;Cha, Ha-Ram
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.45 no.12
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    • pp.1755-1761
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    • 2016
  • Volatile flavor compounds in soy sauce residue (SSR) and acid hydrolysate of SSR (AHSSR) were analyzed by solid phase micro extraction (SPME)/gas chromatography (GC)/mass spectrometry (MSD) methods. A total of 79 compounds were detected in samples (66 SSR and 60 AHSSR). Quantitatively, alcohols (433.37 ng/g), aldehydes (273.01 ng/g), esters (236.80 ng/g), and aromatic hydrocarbons (180.66 ng/g) were dominant in the volatiles of SSR, whereas furans (249.27 ng/g) were only dominant in AHSSR (P<0.05). Among these, four esters, 3-methylbutyl acetate (banana/pear-like), ethyl 3-methyl butanoate (fruity), ethylbenzene acetate (wine-like), and ethyl 3-methyl butanoate (apple-like), three alcohols, 3-methyl-1-butanol (fruity/whisky-like), 2-phenylethanol (floral/sweet), and 1-octen-3-ol (mushroom-like), four aldehydes, (E)-2-phenyl-2-butenal (chocolate-like), benzaldehyde (almond-like), 3-methylbutanal (malty), and 2-phenylacetaldehyde (floral), four aromatic hydrocarbons, 4-ethyl-2-methoxyphenol (smoky/soy sauce-like), 4-ethylphenol (medicine-like), 4-vinyl-2-methoxyphenol (woody), and phenol (woody), and two furans, furfural (almond-like) and 4-hydroxy-2,5-dimethyl-3(2H)-furanone (caramel-like), were major compounds in SSR, whereas seven compounds, including furfural, 5-methylfurfural (almond-like), 3-methyl-1-butanol, 2-phenylethanol, 4-ethyl-2-methoxyphenol, 3-methylbutanal, and benzaldehyde were major compounds in AHSSR.

Characteristics of Volatile Flavor Compounds in Improved Kochujang Prepared with Glutinous Rice Koji during Fermentation (찹쌀고오지를 사용한 개량식고추장의 숙성과정 중 휘발성 향기성분의 특성)

  • Choi, Jin-Young;Lee, Taik-Soo;Noh, Bong-Soo
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1221-1226
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    • 1999
  • Volatile flavor components of glutinous rice koji kochujang made by an improved method were analyzed by using a purge and trap method during fermentation and identified with GC-MSD. Twenty-one volatile flavor components detected immediately after making kochujang including 6 alcohols, 6 esters and 2 aldehydes. Forty-six volatile flavor components including 15 alcohols, 15 esters, 5 acids, 5 aldehydes, 1 alkane, 1 amine, 1 alkene and 3 others were found in an improved kochujang after 150 day of fermentation. Twenty kinds of flavor components, 5 alcohols such as ethanol, 3-methyl-1-butanol. 2-methyl-1-propanol, 6 ester such as ethyl acetate. 2-methylpropyl acetate, ethylbutanoate, phenylacetate, 2 aldehydes and 7 others were commonly found through the fermentation period. Peak area(%) of ethenone was the highest one among the volatile flavor components at immediately after mashing, and ethyl acetate showed the highest peak area after $30{\sim}60$ day of fermentation, and ethanol showed the highest peak area after $90{\sim}120$ day of fermentation, and 3-methyl-1-butanol showed the highest peak area after 150 day of fermentation(as major components). 2-Methyl-1-propanol, 1-butanol and methylbenzene were detected in glutinous rice koji kochujang during the fermentation.

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Characteristics of Volatile Flavor Compounds in Kochujangs with Meju and Soybean Koji during Fermentation (메주와 콩 고오지를 혼용하여 담금한 고추장 숙성중의 휘발성 향기성분의 특성)

  • Choi, Jin-Young;Lee, Taik-Soo;Noh, Bong-Soo
    • Korean Journal of Food Science and Technology
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    • v.32 no.5
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    • pp.1035-1042
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    • 2000
  • Volatile compounds of kochujang prepared with meju and koji were analyzed by using a purge and trap method during fermentation and identified with GC-MSD. Thirteen alcohols, seventeen esters, seven acids, six aldehydes and nine others were identified. Twenty four volatile flavor detected immediately after making kochujang including 7 alcohols and 9 esters. Six volatile flavor compounds including 1 alcohol and 3 esters were more found after 30 day of fermentation and increased to forty nine of volatile compounds after 150 days. Six alcohols such as ethanol, 3-methyl-butanol, 2-methyl-1-propanol, 1-butanol and nine esters such as ethyl acetate, ethyl butyrate, ethyl caproate, ethyl carpylate and seven others were commonly found through the fermentation period. Peak area (%) of 1-butanol was the highest one among the volatile flavor compounds after 30 day of fermentation and ethanol showed the highest peak area after 60-90 day and 150 day of fermentation, and 3-methyl-1-butanol showed the highest peak area after 120 day of fermentation, 2-Methyl-1-propanol, ethyl butyrate, ethyl acetate, acetaldehyde, ethoxyethene, ethenone, methylbenzene were detected in the kochujang during the fermentation.

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Quality Comparison of Potato Vinegars Produced by Various Acetobacter Bacteria (초산균에 따른 감자식초의 품질 비교)

  • 서지형;정용진;김주남;우철주;윤성란;김대현
    • Food Science and Preservation
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    • v.8 no.1
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    • pp.60-65
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    • 2001
  • To investigate the effect of Acetobacter on qualities of potato vinegars, potato vinegars were produced through acetic acid fermentation using 3 Acetobacters such as Acetobacter sp. PA97, Acetobacter sp. PA96 and Acetobacter pasterianus JK 99. There were little difference in pH(2.90∼3.09) and total acidities(5.30∼5.60%) of 3 potato vinegars. However potato vinegar(II) fermented by Acetobacter sp. PA96 showed a little difference in color values with other potato vinegars. Except acetic acid in each potato vinegars, the contents of citric acid, oxalic acid, succinic acid were high in potato vinegar(I), malic acid in potato vinegar(II) and lactic acid in potato vinegar(III). The contents of glutamic acid alanine, histidine and proline were high in all potato vinegars. The major volatile components in 3 potato vinegars were acetic acid, isoamyl acetate, isobutyl acetate, 3-methyl-1-butanol, 3-methyl-butanoic acid and phenethyl alcohol. Also composition ratio of volatile components was a little difference among 3 potato vinegars.

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Design and control of extractive distillation for the separation of methyl acetate-methanol-water

  • Wang, Honghai;Ji, Pengyu;Cao, Huibin;Su, Weiyi;Li, Chunli
    • Korean Journal of Chemical Engineering
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    • v.35 no.12
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    • pp.2336-2347
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    • 2018
  • The azeotrope of methyl acetate methanol and water was isolated using extractive distillation with water as entrainer. The pressure-swing extractive distillation (PSED) process and vapor side-stream distillation column (VSDC) with the rectifier process were designed to separate the methyl acetate, methanol and water mixture. It was revealed that the VSDC with the rectifier process had a reduction in energy consumption than the PSED process. Four control schemes of the two process were investigated: Double temperature control scheme (CS1), $Q_R/F$ feedforward control of reboiler duty scheme for PESD (CS2), $Q_R/F$ feedback control scheme for VSDC (CS3), the feedback control scheme of sensitive plate temperature of side-drawing distillation column to dominate the compressor shaft speed (CS4). Feed flow and composition disturbance were used to evaluate the dynamic performance. As a result, CS4 is a preferable choice for separation of methyl acetate-methanol-water mixture. A control scheme combining the operating parameters of dynamic equipment with the control indicators of static equipment was proposed in this paper. It means using the sensitive plate temperature of side-drawing column to control the compressor shaft speed. This is a new control scheme for extractive distillation.