• Title/Summary/Keyword: Lactone

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Development of Antimicrobial Plant Extracts and its Application to Cosmetics (항균활성을 갖는 천연물 개발과 화장품 응용에 관한 연구)

  • Lee, Ji-Young;Lee, Jung-No;Lee, Ghang-Tai;Lee, Kun-Kook
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.38 no.2
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    • pp.171-179
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    • 2012
  • This study is focused on finding new natural materials that have antimicrobial activity. We found that 3 plants extracts, Magnolia sieboldii K. Koch (M. sieboldii K. Koch), Rhus chinensis (R. chinensis) and Metasequioa glyptostroboides (M. glyptostroboides), have antimicrobial activities by disk diffusion method. We determined the Minimum Inhibitory Concentation (MIC) of each and found that 0.3 ~ 0.35 % of M. glyptostroboides essential oil and 0.35 ~ 0.4 % of M. sieboldii K. Koch extracts inhibited fungal growth and 0.45 ~ 0.5 % of R. chinensis extracts inhibited bacterial growth. We isolated compounds from extracts and verified what have antimicrobial activity. As a result we found that caryophyllene oxide and caryophyllene isolated from M. glyptostroboides, costunolide and dehydrocostus lactone from M. sieboldii K. Koch and ethyl gallate, ethyl-3-gallate from R. chinensis have antimicrobial activities. In accordance with antimicrobial activity, O/W cosmetic emulsion containing mixture of 3 plants extracts showed preservative efficacy against both bacteria and fungi. Based on the above data we suggest that extracts from M. siebodii K. Koch, R. chinensis, and M. glyptostroboides, replace chemical synthetic preservatives and be applied as a natural preservative.

Changes in Properties and Surface FT-IR Spectra of Wood Charcoal at Different Carbonization Temperatures (탄화온도에 따른 목탄 특성 및 표면의 FT-IR 변화)

  • Lee, Oh-Kyu;Jo, Tae-Su;Choi, Joon-Weon
    • Journal of the Korean Wood Science and Technology
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    • v.35 no.4
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    • pp.21-28
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    • 2007
  • To analyze the changes in pH and elemental content ratio of wood charcoal and in FT-IR spectra of their surfaces, wood charcoals carbonized from Pinus koraiensis were used. pHs of wood charcoals carbonized from Pinus koraiensis at 300 and $400^{\circ}C$ were 5-27 and 6.80, respectively, whereas they were between 9.25~10.35 for the wood charcoals manufactured between $500{\sim}900^{\circ}C$ From the changes in the elemental ratios of Pinus koraiensis wood charcoal by increasing carbonization temperature, carbon (C) contents increased by elevating the carbonization temperature with the decreasing in content ratios of O and H. The largest changes in the ratio was found between the carbonization temperature 400 and $500^{\circ}C$. Ratios of C, O, H of the wood charcoal manufactured at 300 and $400^{\circ}C$ were 67.7, 28.9, 3.0% and 72.2, 24.9, 2.5%, respectively, while those at $500{\sim}900^{\circ}C$ were between 83.3~90.5, 13.6~9.0, 2.7~0.3%. The surface functional groups of Pinus koraiensis wood charcoals were determined by comparison of FT-IR spectra of the wood powder and the wood charcoal carbonized with the wood powder. The functional groups on the surface of wood charcoals carbonized at 300 and $400^{\circ}C$ were considered to be acidic groups like Lactone, Lactol, Carboxylic acid, Carboxylic anhydride, whereas Pyrone types could be the major functional groups for the wood charcoals carbonized between 500 and $900^{\circ}C$.

Analysis of Volatile Compounds, Produced in a Glucose Solution Fermented by Saccharomyces bayanus, during Fermentation and Conservation of Fermented Solution 1. Neutral Fraction (Saccharomyces bayanus에 의한 Glucose 용액의 발효중 생성된 휘발성 성분과 저장중 이 성분들의 분석 1. 중성분획)

  • 정숙현
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.24 no.6
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    • pp.956-963
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    • 1995
  • Twenty esters, 14 alcohols, 5 aldehydes, 5 ketones, 5 lactones, 2 S-containing compounds and 1 hydrocarbon are identified by GC-MS from volatile compounds in a glucose solution containing Yeat-Carbon-Base medium fermented for 64 hrs by Saccharomyces bayanus at pH 3.5, $25^{\circ}C$, 400rpm and 35L/h of aeration for 24hrs. Under the different conditions of conservation(1~4), ethyl 2-hydroxy-4-metjhylpentanoate, ethyl succinate, nonanol and phenylacetaldehyde are produced during conservation of fermented solution. 17 esters increased during conservation at $13^{\circ}C$ for 12 weeks and the increase of ethyl 9-hexadecenoate is important among 13 esters increased during conservation at $35^{\circ}C$ for 24hrs. During conservation, aldehydes increased at $35^{\circ}C$, but decreased at $13^{\circ}C$ and the great increase of isobutanal, benzaldehyde and phenylacetaldehyde is observed at $35^{\circ}C$. Alcoho and lactones increased but ketones decreased during conservation.

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Dehydrocostus lactone inhibits NFATc1 via regulation of IKK, JNK, and Nrf2, thereby attenuating osteoclastogenesis

  • Lee, Hye In;Lee, Gong-Rak;Lee, Jiae;Kim, Narae;Kwon, Minjeong;Kim, Hyun Jin;Kim, Nam Young;Park, Jin Ha;Jeong, Woojin
    • BMB Reports
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    • v.53 no.4
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    • pp.218-222
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    • 2020
  • Excessive and hyperactive osteoclast activity causes bone diseases such as osteoporosis and periodontitis. Thus, the regulation of osteoclast differentiation has clinical implications. We recently reported that dehydrocostus lactone (DL) inhibits osteoclast differentiation by regulating a nuclear factor of activated T-cells, cytoplasmic 1 (NFATc1), but the underlying mechanism remains to be elucidated. Here we demonstrated that DL inhibits NFATc1 by regulating nuclear factor-κB (NF-κB), activator protein-1 (AP-1), and nuclear factor-erythroid 2-related factor 2 (Nrf2). DL attenuated IκBα phosphorylation and p65 nuclear translocation as well as decreased the expression of NF-κB target genes and c-Fos. It also inhibited c-Jun N-terminal kinase (JNK) but not p38 or extracellular signal-regulated kinase. The reporter assay revealed that DL inhibits NF-κB and AP-1 activation. In addition, DL reduced reactive oxygen species either by scavenging them or by activating Nrf2. The DL inhibition of NFATc1 expression and osteoclast differentiation was less effective in Nrf2-deficient cells. Collectively, these results suggest that DL regulates NFATc1 by inhibiting NF-κB and AP-1 via down-regulation of IκB kinase and JNK as well as by activating Nrf2, and thereby attenuates osteoclast differentiation.

In vivo Metabolism of Endosulfan in Carp (cyprinus carpio L.) (In vivo 시험에 의한 잉어(cyprinus carpio L.)체내 endosulfan의 대사)

  • Lee, K.B.;Shim, J.H.;Suh, Y.T.
    • Applied Biological Chemistry
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    • v.37 no.3
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    • pp.194-202
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    • 1994
  • To study the metabolism and absorption of endosulfan in carp, $^{14}C-{\alpha}-endosulfan$ was treated with the $LC_{10}$ concentration $(4.5\;{\mu}g/L)$. In an in vivo test, endosulfan was metabolized $(65{\sim}80%)$ in tissues and endosulfan ether, endosulfan alcohol, endosulfan ${\alpha}-hydroxyether$, and endosulfan lactone were identified, indicating that those are the main metabolites of detoxification in carp. The maximum levels of $^{14}C-endosulfan$ in the head, muscle, and gut occurred after 8 hr exposure. However, the maxima reached in the liver and kidneys after 30 min and 4 hr, respectively. Radioactivity in the tissue decreased rapidly 8 hr after treatment. The total amount of $^{14}C-endosulfan$ recovered in the liver, kidneys and gut of fish was about $80{\sim}90%$ during the 8 hr treatment. The non-extractable radioactivity increased after 8 hr exposure $(27{\sim}31%)$. Endosulfan sulfate, the main degradation product in plant and mouse, was not detected during the test interval from tissues of the carp.

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Anti-cancer Effects and Molecular Mechanisms of Withaferin A (Withaferin A의 다양한 항암 효과 및 분자생화학적 기전)

  • Woo, Seon Min;Min, Kyoung-Jin;Kwon, Taeg Kyu
    • Journal of Life Science
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    • v.23 no.3
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    • pp.462-469
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    • 2013
  • Withaferin A is a steroidal lactone purified from the Indian medicinal plant Withania somnifera. It exhibits a wide variety of activities, including anti-tumor, anti-inflammation, and immunomodulation properties. In this review, we focused on the anti-cancer effects of withaferin A. Withaferin A inhibits cell proliferation, metastasis, invasion, and angiogenesis in cancer cells. Furthermore, it sensitized irradiation, tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-, and doxorubicin-mediated apoptosis. The results showed that multiple mechanisms were involved in withaferin A-mediated anti-cancer effects. First, withaferin A increased intracellular reactive oxygen species (ROS) production and induced ER stress- and mitochondria-mediated apoptosis. Second, withaferin A inhibited the signaling pathways (Jak/STAT, Akt, Notch, and c-Met), which are important in cell survival, proliferation, and metastasis. Third, it induced apoptosis and inhibited cancer cell migration through the up-regulation of prostate apoptosis protein-4 (Par-4). Finally, withaferin A up-regulated pro-apoptotic protein expression levels through the inhibition of proteasome activity. Our findings suggested that withaferin A is a potential, potent therapeutic agent.

Oxidation and Surface Functional Group Analyses under Ozone Treatment of Carbon Black (오존처리에 의한 카본 블랙의 산화와 표면 작용기 분석)

  • Yang, Se-In;Kim, Ki-Yeo;Rhyoo, Hae-Yoon;Cho, Sang-Je;Yoon, Kwang-Eui
    • Elastomers and Composites
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    • v.40 no.3
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    • pp.188-195
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    • 2005
  • Chemical and physical changes and the contents of functional groups in the carbon black surface after the ozone treatment was investigated using elemental analysis, pH, tint strength, DBP, $N_2SA$, IA, and acid-base reaction. As the treatment time was increased, surface structure, particle size and surface area of carbon black did not change, while surface oxygen contents increased, and pH decreased and then saturated after $1{\sim}2$ hour. The contents of carboxylic, lactone, hydroxyl, and carbonyl groups were analyzed with four bases such as $NaHCO_3,\;Na_2CO_3,\;NaOH$, and $NaOC_2H_5$. Before oxidation, the carbonyl group was dominantly present on the surface, but by increasing the treatment time, the contents of the carboxylic and carbonyl groups increased to a saturated level after $1{\sim}2$ hour. Before and after the oxidation, the lactone and hydroxyl groups were nearly absent. These results showed that the reaction mechanism of carbon black and ozone is similar to that of ethylene and ozone. Weight of oxidized carbon black was increased after treating AIBN, while free radical was slightly decreased by ESR analysis. When carbon black was treated with organic compounds containing mercapto- groups, the results of ESR showed that free radical peak intensity was almost diminished compared to original carbon black.

Synthesis of 6-Hydroxyalkylidenepenicillanates (6-히드록시알킬리덴페니실란산 염의 합성)

  • Lee, Jung Hwan;Ko, Jae Young;Seo, Kyung Jae;Goo, Yang Mo;Lee, Youn Young
    • Journal of the Korean Chemical Society
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    • v.43 no.4
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    • pp.447-455
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    • 1999
  • Allyl (5R)-(Z)- and (5R)-(E)-6-[(2S)-2,3-isopropylidenedioxypropylidene]Penicillanate(10a and 10b) were prepared from allyl (5R)-dibromopenicillanate(6) via a sequence of reactions involving condensation with 2,3-O-isopropylidene-D-glyceraldehyde, reduction with $Zn-NH_4OAc$, and Mitsunobu elimination. Deprotection of isopropylidene and allyl groups of 10a gave potassium (5R)-(Z)-6-[(2S)-2,3-dihydroxypropylidene]penicillanate(4). However, deprotection of isopropylidene group of 10b afforded ${\alpha},\;{\beta}$-unsaturated-lactone(12). Allyl (5R)-(Z)- and (5R)-(E)-6-[(2S)-2-(t-butyldimethlsilyloxy)propylidene]penicillanate(18a and 18b) were prepared from ally (5R)-dibromopenicillanate(6) via a sequence of reactions involving condensation with (2S)-2-(t-butyldimethylsilyloxy)propanal(15), reduction with $Zn-NH_4OAc$ and Mitsunobu elimination or mesylation-elimination. Deprotection of t-butyldimethylsilyl and allyl groups of 18a and 18b gave potassium (5R)-(Z)- and (5R)-(E)-6-[(2S)-2-hydroxypropylidene]penicillanate(5a and 5b), respectively.

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Effect of Coagulants on the Quality of Soybean Curd Added With Cow's Milk (응고제가 우유 첨가 두부의 품질에 미치는 영향)

  • Kim, Tae-Young;Kim, Joong-Man;Cho, Nam-Jun
    • Applied Biological Chemistry
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    • v.37 no.5
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    • pp.370-378
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    • 1994
  • Soybean curd added with 40% of cow’s milk was prepared with eight coagulants such as calcium acetate, calcium lactate, calcium chloride, calcium sulfate, magnesium chloride, glucono-delta lactone (GDL), acetic acid and lactic acid. The curd products were evaluated by the chemical composition, coprecipitation porperties, mineral content, yield, color and textural characteristics. The lowest concentrations for protein coprepitation were 0.3% (v/v) for calcium salts, 0.4% (v/v) for magnesium chloride, 0.2% (v/v) for organic acids. Turbidity and crude protein of whey were markedly decreased at these concentrations. The optimal concentrations of coagualnts used for soybean curd preperation were 1.2% (v/v) for calcium acetate, calcium sulfate and calcium lactate, 1.0% (v/v) for calcium chloride and GDL, 0.8% (v/v) for magnesium chloride and lactic acid, 0.6% (v/v) for acetic acid. It was observed that of the eight coagulants tested, calcium chloride provided a satisfactory curd in quality. Calcium content of soybean curds by the calcium salt coagulants was higher than that by organic acid coagulants. Through the examination on the textural properties by a texturemeter was found out that acetic acid treated soybean curd among the organic acids, calcium salts and magnesium chloride treated curds had very high hardness value. All the curd products prepared in this experiment had a pale yellow color as affected by the value of L (lightness), a (redness) and b (yellowness). Although the colorimetric readings showed that the soybean curds prepared with the organic acids had higher L value but lower a and b value in comparison to calcium salts and magnesium chloride treated curds.

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Production of Bacterial Quorum Sensing Antagonists, Caffeoyl- and Feruloyl-HSL, by an Artificial Biosynthetic Pathway

  • Kang, Sun-Young;Kim, Bo-Min;Heo, Kyung Taek;Jang, Jae-Hyuk;Kim, Won-Gon;Hong, Young-Soo
    • Journal of Microbiology and Biotechnology
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    • v.27 no.12
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    • pp.2104-2111
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    • 2017
  • A new series comprising phenylacetyl-homoserine lactones (HSLs), caffeoyl-HSL and feruloyl-HSL, was biologically synthesized using an artificial de novo biosynthetic pathway. We developed an Escherichia coli system containing artificial biosynthetic pathways that yield phenylacetyl-HSLs from simple carbon sources. These artificial biosynthetic pathways contained the LuxI-type synthase gene (rpaI) in addition to caffeoyl-CoA and feruloyl-CoA biosynthetic genes, respectively. Finally, the yields for caffeoyl-HSL and feruloyl-HSL were $97.1{\pm}10.3$ and $65.2{\pm}5.7mg/l$, respectively, by tyrosine-overproducing E. coli with a $\text\tiny{L}$-methionine feeding strategy. In a quorum sensing (QS) competition assay, feruloyl-HSL and p-coumaroyl-HSL antagonized the QS receptor TraR in Agrobacterium tumefaciens NT1, whereas caffeoyl-HSL did not.