• Title/Summary/Keyword: farnesol

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Analysis of E,E-farnesol and squalene in makgeolli using stir bar sorptive extraction coupled with gas chromatography-mass spectrometry (SBSE-GCMS를 이용한 막걸리 중의 E,E-farnesol과 squalene분석법)

  • Ha, Jaeho;Shim, You-Shin;Cho, Yongsun;Seo, Dongwon;Jang, Hyewon;Jang, Hyejin
    • Analytical Science and Technology
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    • v.27 no.1
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    • pp.60-65
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    • 2014
  • The aim of this study was to establish an analytical method for the determination of E,E-farnesol and squalene in makgeolli, which is a traditional type of Korean fermented rice wine. E,E-farnesol and squalene in makgeolli were extracted using stir bar sorptive extraction (SBSE) coupled with gas chromatography-mass spectrometry. SBSE was found to be an effective method for analyzing the E,E-farnesol and squalene levels in makgeolli. The linear dynamic range of the SBSE method for detecting E,E-farnesol and squalene ranged from 0.5 to 200 ng/mL with $R^2=0.9974$ for E,E-farnesol and 100 to 50000 ng/mL with $R^2=0.9982$ for squalene. The limit of detection and the limit of quantification using the SBSE method were 0.1 and 0.5 ng/mL for E,E-farnesol and 15.0 and 40.0 ng/mL for squalene, respectively. The average recoveries obtained were, quantitatively, 101-107% for E,E-farnesol and 98-103% for squalene, respectively, supporting the accuracy of the SBSE-GCMS method.

Reactive Oxygen Species and Antioxidant Enzyme Activities in Accordance with the Cytotoxicity of Farnesol Against HL-60 Cells (Farnesol의 HL-60 세포에 대한 세포독성과 활성산소 및 항산화효소 활성 변화)

  • Lim, So-Yoon;Park, Sie-Won
    • YAKHAK HOEJI
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    • v.50 no.6
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    • pp.372-380
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    • 2006
  • Farnesol in fruits, vegetables, herbs and leaves acts as bioactive component related with prevention of cancer and psychological malaise. We investigated the cytotoxic effects of farnesol on human leukemic cell, HL-60 cells, by MTT assay using 3- (4,5-Oirnethylthiazol-2-yl) -2,5-diphenyltetrazoliumbromide. Farnesol (0.1${\sim}$50 ${\mu}$g/ml) exhibited cytotoxicities against HL-60 cells in concentration and culture period dependent manner, In the cytotoxic condition induced by farnesol against HL-60 cells, the generation of reactive oxygen species such as O$_2$ and H$_2$O$_2$ were found to be considerably increased. The most prominent augmentations of O$_2$ and H$_2$O$_2$ were over five folds of controls. In an attempt to explore the response of HL-60 cells to the increased O$_2$ and H$_2$O$_2$, superoxide dismutase (SOD), glutathione peroxidase (GPx) and catalase activities of HL-60 cells treated with farnesol were measured. SOD and GPx activities were found to be remarkably elevated by addition of farnesol showing the best results of 273% and 167% of controls, respectively: All data suggest that farnesol may have played as an apoptosis inducer in HL-60 cells via production of reactive oxygen species (ROS) and HL-60 cells may have failed to overcome the damage of ROS on account of still defcient ROS scavengers including SOD and GPx.

The effect of Hot Water-Extract and Flavor Compounds of Mugwort on Microbial Growth (쑥의 열추출물과 주요 향기성분이 세균의 생육에 미치는 영향)

  • 김영숙;김무남;김정옥;이종호
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.23 no.6
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    • pp.994-1000
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    • 1994
  • Hot water extract from mugwort (Artemisia asiatica nakai) leaves and tea inhibited the growth of Bacillus subtilis by adding to the nutrient broth 1.0% and 0.5% concentration, respectively. Among the important compounds that contributing mugwort like flavor to the mugwort leaves and tea were considered, authenic compound of thujone, caryophyllene and farnesol showed bactericidal effect for Escherichia coli, Enterobacter aerogenes, Vibrio paraheaemolyticus, Psudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus when teste by paper disc method ( 8 mm diameter). The mixture of caryophyllene and farnesol was more bactericidal effect for various bacteria than the mixture of thujone, caryophyllene and farnesol was more bactericidal effect for various bacteria that the mixture of thujone, caryophyllene and farnesol or each compounds . Especially, the mixture of caryophyllene and farnesol showed strong bactericidal effect (diameter of inhibition zone>40mm) for Vibrio parahaemolyticus , Enterobacter aerogenes and BAcillus subtilis.

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Biotransformation of trans,trans-farnesol by Wood Rot Fungi (목재부후균에 의한 trans,trans-farnesol의 생물변환)

  • Kim, Young-Hun;Lee, Su-Yeon;Park, Mi-Jin;Choi, In-Gyu;Lee, Jae-Won
    • Korean Journal of Microbiology
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    • v.48 no.1
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    • pp.37-41
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    • 2012
  • In this study, we screened and evaluated possibility of wood rot fungi as biocatalyst for biotransformation of sesquiterpenes. Screening were performed to select the most promising microorganisms with ability to biotransformation the substrate trans,trans-fanesol. Trans,trans-farnesol which is synthesized precursor of sesquiterpenes was used for resistance test on 19 of wood rot fungi. From the 19 tested wood rot fungi, 5 were selected by resistance test on different concentration of trans,trans-fanesol. Biotransformation was performed with selected wood rot fungi on liquid culture. The metabolites detected by GC-MS analysis were nerolidol for Laetiporus sulphureus var. miniatus (jungh) Imaz and eicosane for Coriolus versicolor (L.Fr) Prlar and isoborneol for Fomitopsis pinicola and isocyclocitral for Lampteromyces japonicas. As the results, wood rot fungi could be potential biocatalyst for biotransformation of sesquiterpenes.

Stereoselective Synthesis of Farnesol (Farnesol의 입체선택적 합성)

  • Dong-Soo Shin
    • Journal of the Korean Chemical Society
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    • v.36 no.4
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    • pp.579-583
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    • 1992
  • Stereoselective synthesis of farnesol, (2E, 6E)-3,7,11-trimethyldodeca-2,6,10-tiren-1-ol(1), was carried out using 5-bromo-2-methylpent-2-ene(2) as a starting material. After conversion of 5-bromo-2-methylpent-2-ene(2) to the corresponding iodide compound, 5-(4-methylpent-3-enyl)-2,3-dihydrofuran(4) was obtained by alkylation of 5-lithio-2,3-dihydrofuran with 5-iodo-2-methylpent-2-ene. Ni(0)-catalyzed coupling reaction of the dihydrofuran 4 with MeMgI was proceeded to give (3E)-4,8-dimethylnona-3,7-dien-1-ol(5) in 72% yield. The resultant homoallylic alcohol 5 was converted to the (5E)-6,10-dimethylundeca-5,9-dien-2-one(8) in 4 steps. Compound 8 was condensed with dimethylmethoxycarbonylmethylphosponate in benzene follwed by $NaBH_4$ reduction in EtOH to yield (2E, 6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol(1). Ni(0)-catalyzed coupling reaction of MeMgI with dihydrofuran 4 was a key step in this synthesis of farnesol(1).

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Change of Fragrant Components by Flowering Stages in Lilium Oriental Hybrid 'Casa Blanca' (오리엔탈 나리 '카사블랑카'의 개화단계별 향기성분 변화)

  • Rho, A Ran;Pak, Chun Ho
    • Horticultural Science & Technology
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    • v.19 no.2
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    • pp.163-169
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    • 2001
  • This experiment was conducted to find out suitable extraction time of available fragrant component in Lilium Oriental Hybrida 'Casa Blanca' based on qualitative and quantitative variation of its fragrant component in its flowering stages. The content of essential oil in its flowering stages increased with the progress of flowering stages except flower bud stage and it had the most oil content in its stage after full bloom. The analysis of the essential oil in Lilium Oriental Hybrida 'Casa Blanca' in its flowering stages shows that its main constituents were farnesol (18.96%), benzyl salicylate (13.81%), butyl-hydroxy toluene (12.87%), geranyl linalool isomer (7.46%), isoeugenol (7.17%) in its each stage. Benzenoids had much content at half bloom stage and full bloom stage while fatty acid derivatives had much content at initial flowering stage and after flowering stage. Most benzenoids such as butyl-hydroxy toluene and isoeugenol, which are some of main constituents of Lilium Oriental Hybrida 'Casa Blanca' had strong antioxidant effect. So they were expected to be used as antioxidant agents for food, feed, vegetable oil. The content of monoterpene compounds like geranyl linalool isomer increased at its later stage. Sesquiterpene such as farnesol, which is main component of lily existed only at full bloom stage. Therefore farnesol and geranyl linalool isomer of Lilium Oriental Hybrida 'Casa Blanca' are expected to be used for important spices with good fragrance. The suitable extraction time for the usable main constituents of Lilium Oriental Hybrida 'Casa Blanca' is as follows; farnesol and benzyl salicylate: at full bloom stage, butyl-hydroxy toluene: at half bloom stage, geranyl linalool isomer and isoeugenol: at stage after full bloom. Finally there was variation in essential oil components and contents of Lilium Oriental Hybrida 'Casa Blanca' in its flowering stages and they are expected to be used usefully for flavor industry, food industry, aromatherapy, when they are extracted at their suitable extraction time.

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The chloroform fraction of Citrus limon leaves inhibits human gastric cancer cell proliferation via induction of apoptosis

  • Osman, Ahmed;Moon, Jeong Yong;Hyun, Ho Bong;Kang, Hye Rim;Cho, Somi Kim
    • Journal of Applied Biological Chemistry
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    • v.59 no.3
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    • pp.207-213
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    • 2016
  • Little information about the biological activities of Citrus limon (lemon) leaves has been reported, whereas the fruit of Citrus limon (lemon) has been well-documented to contain various pro-health bio-functional compounds. In the present study, the antiproliferative activities of the lemon leaves were evaluated using several cancer cell lines. From the n-hexane, chloroform, ethyl acetate, n-butanol, and water fractions of methanolic extract of the leaves, the chloroform fraction of lemon leaves (CFLL) showed the most potent antiproliferative activity in the AGS human gastric cancer cells. The current study demonstrates that CFLL induces apoptosis in AGS cells, as evidenced by an increase in apoptotic bodies, cell population in the sub-G1 phase, Bax/Bcl-2 ratio, and cleavage of poly (ADP-ribose) polymerase (PARP), caspase-3 and caspase-9. Compositional analysis of the CFLL using gas chromatography mass spectrometry (GC-MS) resulted in the identification of 27 compounds including trans, trans-farnesol (3.19 %), farnesol (3.26 %), vanillic acid (1.45 %), (-)-loliolide (5.24 %) and palmitic acid (6.96 %). Understanding the modes of action of these compounds individually and/or synergistically would provide useful information about their applications in cancer prevention and therapy.

Antimutagenic Effect of the Major Volatile Compounds Identified from Mugwort (Artemisia asictica nakai) Leaves (쑥의 휘발성분에서 동정된 물질의 항돌연변이 효과)

  • Kim, Jeong-Ok;Kim, Yeong-Sook;Lee, Jong-Ho;Kim, Moo-Nam;Rhee, Sook-Hee;Moon, Suk-Hee;Park, Kun-Young
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.21 no.3
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    • pp.308-313
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    • 1992
  • Volatile aromatic compounds collected from raw and roasted mugwort (Artemisia asictica nakai) leaves by the Tenax trap and some major volatile compounds were separated and identified by GC-MS. The identified compounds were tested for the antimutagenic and mutagenic activities against aflatoxin B$_1$(AFB$_1$) using their authentic compounds. Six compounds (myrcene, cineole, camphor, caryophyllen, coumarin, and farnesol) showed antimutagenic activities, but 2-pyrrolidine and thujone showed mutagenic activities. 1-Acetylpiperidine formed during roasting mugwort leaves exhibited mutagenic activities. When the mutagens and antimutagens were mixed, the mixture reduced the mutagenicity of AFB$_1$. These results suggested that the extract of mugwort leaves is not mutagenic and so the mugwort leaves might be used as a food and as medicinal sources without mutagenicity.

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Analysis of the Aroma Constituents of Korean mandarin (Citrus reticula) and Orange Juices by Capillary GC and GC/MS (한국산 감귤쥬스의 향기성분)

  • Lee, Hyun-Yu;Hawer, Woo-Deck;Shin, Dong-Hwa;Chung, Dong-Hyo
    • Korean Journal of Food Science and Technology
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    • v.19 no.4
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    • pp.346-354
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    • 1987
  • The voflatile fraction from Korean mandarin (Citrus reticula) and valencia orange essence oil were analyzed by capillary gas chromatography and the separated components were identified from their retention time and mass pectrum. The essence oil were extracted with methylene chloride after steam distillation. The major volatile constituents of mandarin and sweet orange was limonene which accounted for 68% of total volatiles in mandarin and 87% in sweet orange. The 31 components identified from mandarin include 11 hydrocarbones, 1 ester, 10 alcohols, 4 aldehydes, 5 miscellaneous. The following 37 components were identified in sweet orange; 12 hydrocarbones, 1 ester, 11 alcohols, 8 aldehydes, 5 misecellaneous. Mandarin contained more octanal, ${\alpha}-terpinene$, terpineol, styrene, dcitronellol, citronellal, citral and farnesol while orange included more sweet orange, myrcene, ${\beta}-pinene$, linallol, decanol, ${\beta}-copaene$, elemene, ${\beta}-cadinene$, valencene.

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Characteristic Impact Odorants of Changpo (Acorus calamus var. angustatus Bess) Root Essential Oil

  • Choi, Hyang-Sook
    • Food Science and Biotechnology
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    • v.14 no.4
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    • pp.450-455
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    • 2005
  • This study was conducted to determine firstly the composition of the essential oil from fresh changpo (Acorus calamus var. angustatus Bess) roots quantitatively and qualitatively by use of two internal standards, and secondly volatile compounds which are primarily responsible for the aroma of changpo roots. Simultaneous steam distillation and extraction method was used for essential oil extraction, and aroma extract dilution analysis (AEDA) and sniffing test by gas chromatography/olfactometry (GC/O) were used to detect the characteristic impact odorants. According to the instrumental analysis of changpo root essential oil, cis, trans-famesol (47.56 mg/kg of fresh wt), octanoic acid (23.73 mg/kg of fresh wt), trans-2-dodecenal (20.28 mg/kg of fresh wt) and trans, trans-farnesol (13.81 mg/kg of fresh wt) were the most abundant compounds. Geranyl acetate, trans-nerolidol and trans, trans-farnesyl acetate were evaluated as the characteristic impact odorants of changpo roots from results of AEDA and sniffing test. Especially, geranyl acetate was considered as the most similar odor component to changpo roots by organoleptic evaluation with GC/O.