• Title/Summary/Keyword: Lactone

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In vitro Biological Activity of Germacranolide sesquiterpene lactones

  • Kim, Myung-Ju;Lee, Jae-Sug;Baek, Seung-Hwa
    • Advances in Traditional Medicine
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    • v.9 no.2
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    • pp.192-199
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    • 2009
  • Bioactivity-directed isolation has led to the isolation of (-)-ent-costunolide (1) as the major active compound from Hepatostolonophora paucistipula. This compound (1) was determined by spectroscopic data interpretation. This sesquiterpene lactone (1) inhibited the growth of the dermatophytic fungus Trichophyton mentagrophytes ATCC 28185, (4 mm inhibition zone at $15{\mu}g$/disc), cytotoxic activity to murine leukaemia cell lines ATCC CCL 46 P 388D1 ($IC_{50}$ 687 ng/ml, at $0.075{\mu}g$/disk), BSC monkey kidney cell lines (100% of well at $15{\mu}g$/disk) and antiviral activity to Herpes simplex virus (0.25 mg/ml, 100% of well at $7.5{\mu}g$/disk) and Polio virus (0.125 mg/ml, 100% of well at $3.75{\mu}g$/disk). These results suggest that (-)-ent-costunolide (1) has potential antimicrobial and cytotoxic agents.

Antimicrobial Activity of Biosurfactants

  • Dalsoo Yoo;Kim, Kapjung;Kim, Youngbum;Kim, Eunki
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.27 no.2
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    • pp.57-58
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    • 2001
  • Biosurfactant has antibiological activities. Due to its low toxicity, biosurfactant can be applied to human health care products. Posseing the antibiological activities as well as the surfactant properties implies that biosurfactant can be widely used in the cosmetic industry. In this presentation, applications of biosurfactant have been reviewed including the antimicrobial activities of sophorolipid. Sophorolipid, a biosurfactant produced from Candida bombicola ATCC 22214, showed antimicrobial activity against Bacillus subtilis, Staphylococcus xylosus, Streptococcus mutans, and Propionibacterium acne at 4, 1, 1, 0.5 ppm as MIC (minimum inhibitory concentration). Also 100 ppm of sophorolipid inhibited 50% of cell growth of plant pathogenic fungus, B. cinera. However, sophorolipid showed no effect on the Escherichia coli., indicating its selective antimicrobial activity depending on the cell wall structure. Treatment of B. subtilis with sophorolipid increased the leakage of intracellular enzyme, malate dehydrogenase, indicating the possible interaction of sophorolipid with cellular membrane. Between lactone-type and acid-type sophorolipid, the former showed higher antimicrobial activity.

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Yomogin, an Inhibitor of Nitric Oxide Production in LPS-Activated Macrophages

  • Ryu, Jae-Ha;Lee, Hwa-Jin;Jeong, Yeon-Su;Ryu, Shi-Yong;Han, Yong-Nam
    • Archives of Pharmacal Research
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    • v.21 no.4
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    • pp.481-484
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    • 1998
  • In activated macrophages the inducible form of nitric oxide synthase (i-NOS) generates high amounts of toxic mediator, nitric oxide (NO) which contributes to the circulatory failure associated with septic shock. A sesquiterpene lactone compound (yomogin) isolated from medicinal plant Artemisia princeps Pampan inhibited the production of NO in LPS-activated RAW 264.7 cells by suppressing i-NOS enzyme expression. Thus, yomogin may be a useful candidate for the development of new drugs to treat endotoxemia and inflammation accompanied by the overproduction of NO.

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Synthesis of Sesquiterpene Derivitives as Potential Antitumor Agents; Elemance Derivatives

  • Choi, Bo-Gil;Kwak, Eun-Yee;Chung, Byung-Ho;Cho, Won-Jae;Cheon, Seung-Hoon
    • Archives of Pharmacal Research
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    • v.22 no.6
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    • pp.575-578
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    • 1999
  • Derivatives of elema-1,3-diene were synthesized in several steps as polar analogs of $\beta$-elemene, antitumor agent under clinical phase. The lactone ring of compound 1 was opened by LiAlH4 to give diol 2 which was selectively protected by TBDPSCI. After acetylation of the secondary alcohol, the acetylated product was ozonolyzed and reduced to give elemene derivative 4 which was converted to diolefin 8 via selenides subsequent deprotection by tetrabutylammonium fluoride gave two compounds 9, 10.

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Sesquiterpene Lactones from Saussurea lappa and Their Cell Proliferation Effects on Human Breast Cell Lines (목향(木香)으로부터 분리된 Sesquiterpene 화합물의 암세포 생육저해에 대한 활성)

  • Park, Hyun-Sun;Choi, Eun-Jeong;Lee, Yong-Soo;Kim, Gun-Hee
    • YAKHAK HOEJI
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    • v.51 no.2
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    • pp.145-149
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    • 2007
  • Saussurea Radix, the dried roots of Saussurea lappa Clark (Compositae), has been used in oriental traditional medicine for aromatic stomachic. Present study was carried out for the anticancer effect of Saussurea Radix. Bioassay-directed fractionation of Saussurea Radix led to the isolation of two sesquiterpenes, dehydrocostuslactone (1) and costunolide (2). The structures of 1 and 2 were elucidated by spectral methods (MS, IR, $^1$H and $^{13}$C NMR). These compounds showed a potent cell proliferation activity against human breast cancer cell MCF-7 and MDA-MB-453.

NMR Signal Assignments of the Stereochemical Cycloadducts of Bicyclolactone via Diels-Alder Reaction

  • Kim, Dae-Sung;Seo, Chan-Woo;Cho, Cheon-Gyu;Won, Ho-Shik
    • Journal of the Korean Magnetic Resonance Society
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    • v.8 no.1
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    • pp.62-69
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    • 2004
  • Bicyclolactones obtained from the Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone can undergo various palladium catalyzed cross coupling reactions to afford aryl bicyclolactones. The resulting coupled products can be readily converted into various 3-OH cyclohexenes via lactone ring openings, while those bearing dienyl units underwent highly diastereoselective Diels-Alder cycloadditions with selected dienophiles to funish multiply functionalized polycarbocycles. Bromo-bicyclic diene furnished two different diastereomers endo-form (62%) and exo-form (38%) upon cycloadditions with N-Et maleimide (NEM), and their stereochemistries were identified with NMR.

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Mevinolin Production by Monascus pilosus IFO 480 in Solid State Fermentation of Soymeal

  • Pyo, Young-Hee;Lee, Young-Chul
    • Food Science and Biotechnology
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    • v.15 no.4
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    • pp.647-649
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    • 2006
  • Mevinolin, a fungal metabolite, is a potent inhibitor of 3-hydroxy-methyl-3-glutaryl-coenzyme A (HMG-CoA) reductase, the rate-controlling enzyme in cholesterol biosynthesis. In this investigation, the optimum factors for mevinolin production by Monascus pilosus IFO 480 in soymeal fermentation were studied. The highest yield of mevinolin, 2.82 mg mevinolin per g dry weight, without citrinin (a toxic fungal secondary metabolite) was obtained after 21 days of fermentation at $30^{\circ}C$ at 65% moisture content, particle size 0.6-0.9 mm, and initial substrate pH of 6.0. Mevinolin was present in the fermentation substrate predominantly in the hydroxycarboxylate form (open lactone, 92.1-97.3%), which is currently being used as a hypocholesterolemic agent.

Textural Characteristics and Microstructure of Soybean Curds Prepared with Different Coagulants (응고제를 달리하여 제조한 두부의 질감과 구조 특성)

  • Lee, Hun-Joo;Hwang, In-Kyeong
    • Korean journal of food and cookery science
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    • v.10 no.3
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    • pp.284-290
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    • 1994
  • To prepare soybean curds, the concentration of $CaCl_2,\;MgCl_2,\;CaSO_4$ and glucono-%{\delta}$-lactone fresh solution as coagulants were determined by transmittance of whey using spectrophotometer. The concentrations of four coagulants at which the transmittance had the highest value were chosen. Moisture content, yield and protein recovery of soybean curds prepared with four coagulants were investigated. The textural properties were examined by Instron Universal Testing Machine, and sensory evaluation was carried out. The microstructure of soybean curds was examined by SEM. Soybean curds obtained with $CaCl_2\;and\;MgCl_2$ were hard and coarse, and had roasted nutty taste, whereas those with $CaSO_4$ and GDL revealed very smooth, soft and uniform. Soybean curd prepared with GDL had the lowest acceptability because of sour taste. The texture and acceptability of soybean curds were influenced by the type of coagulant.

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A Synthesis and Surface-Active Characteristics of Oligomer Type Anionic Surfactants with Fluorescent Structure (형광구조를 갖는 올리고머형 음이온성 계면활성제의 합성 및 계면성)

  • Park, Seon-Young;Kim, Sang-Chun;Jeong, Hwan-Kyeng;Nam, Ki-Dae
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.2
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    • pp.86-96
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    • 2002
  • Oligomer type anionic surfactants(RmM-Na or RmD-Na} were synthesized from $C_{8}{\sim}C_{16}$ long chain alkylvinylether and maleic anhydride (or maleic diethylether). And also their fluorescent anionic surfactants (RmF- Na) were obtained from alkali neutralization which opens the lactone ring of the condensing materials produced by maleic anhydride alkylvinylether copolymer and 3-aminophenol. The measurement results for the surface active properties of water soluble oligomer type anionic surfactants with fluorescent structure (RmF-Na) exhibited a remarkable surface tension lowing property, foam breaking property, and a ernulsing power.

The Substrate Specificity of Pyranose Oxidase: the Activity of L-Gulono-1 4-lactone Oxidase

  • Kwon, Jae-youl;Kang, Sa-Ouk
    • Proceedings of the Korean Biophysical Society Conference
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    • 1997.07a
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    • pp.37-37
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    • 1997
  • The catalytic efficiency of pyranose oxidase (EC 1.1.3.10.) determined for various sugars showed that D-glucose is the preferred substrate and the enzyme oxidized the various aldonolactones. The specificity constants of pyranose oxidase determined for deoxy- and deoxyfluoro-D-glucoses showed that a hydroxy group at C-4 of D-glucose acts as a hydrogen-bone acceptor, at C-6 as a hydrogen-bond donor, and at C-1 as a hydrogen-bond donor.(omitted)

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