• Title/Summary/Keyword: Ethyl linoleate

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Ethyl linoleate inhibits α-MSH-induced melanogenesis through Akt/GSK3β/β-catenin signal pathway

  • Ko, Gyeong-A;Kim Cho, Somi
    • The Korean Journal of Physiology and Pharmacology
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    • v.22 no.1
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    • pp.53-61
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    • 2018
  • Ethyl linoleate is an unsaturated fatty acid used in many cosmetics for its various attributes, such as antibacterial and anti-inflammatory properties and clinically proven to be an effective anti-acne agent. In this study, we investigated the effect of ethyl linoleate on the melanogenesis and the mechanism underlying its action on melanogenesis in B16F10 murine melanoma cells. Our results revealed that ethyl linoleate significantly inhibited melanin content and intracellular tyrosinase activity in ${\alpha}$-MSH-induced B16F10 cells, but it did not directly inhibit activity of mushroom tyrosinase. Ethyl linoleate inhibited the expression of microphthalmia-associated transcription factor (MITF), tyrosinase, and tyrosinase related protein 1 (TRP1) in governing melanin pigment synthesis. We observed that ethyl linoleate inhibited phosphorylation of Akt and glycogen synthase kinase $3{\beta}$ ($GSK3{\beta}$) and reduced the level of ${\beta}-catenin$, suggesting that ethyl linoleate inhibits melanogenesis through $Akt/GSK3{\beta}/{\beta}-catenin$ signal pathway. Therefore, we propose that ethyl linoleate may be useful as a safe whitening agent in cosmetic and a potential therapeutic agent for reducing skin hyperpigmentation in clinics.

Protective Effects of HEAC and its Primary Active Compound on HCl-ethanol Induced Gastritis in Rats (흰쥐에서 염산-에탄올로 유발된 위염에 대한 HEAC 추출물과 그 주성분의 억제효과)

  • Choi, Won-Sik;Jang, Do-Yoen;Lee, Gyung-Rak;Kim, Seung-Han
    • Journal of the Korea Academia-Industrial cooperation Society
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    • v.13 no.4
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    • pp.1769-1776
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    • 2012
  • The purpose of this study is to evaluate the gastric mucosal damage effect by Hericium erinaceus cultibated with Artemisia capillaris (HEAC) with 0.15 M HCl in ethanol in rats. Among them, 80% ethanol extract showed potent inhibitory effect (67.7%) on gastritis. Using solvent fractionation, 80% ethanol extract of HEAC was separated into five fractions with $n$-hexane, methylene chloride, ethyl acetate, $n$-butanol and water. As a result, fractions obtained with methylene chloride exhibited strong inhibitory effects on gastritis. With this result, the methylene chloride extract was analyzed by GC/MS, HPLC, IR and NMR($^1H$, $^{13}C$) to identify primary active components and the main component in the extract was identified as ethyl linoleate. The effective does ($ED_{50}$) values of 80% ethanol extract of HEAC and ethyl linoleate showed 22.6 and 6.4 mg/kg, respectively and these values were higher than those of stillen (44.2 mg/kg) and selbex (46.5 mg/kg). Therefore, the administration of 80% ethanol extract of HEAC and ethyl linoleate have a strong protective effect agasint the gastritis induced by HCl-ethanol and may be promising new drug for treating gastritis and gastric ulcer.

Oxidation Products from the Mixture of $\alpha$-Tocopherol and ${\gamma}$-Tocopherol during Autoxidation of Methly Linoleate (Methyl Linoleate의 자동산화에 따른 $\alpha$-Tocopherol과 ${\gamma}$-Tocopherol 혼합계의 산화생성물)

  • 하귀현
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.19 no.3
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    • pp.239-247
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    • 1990
  • The oxidation products from the mixture of a-tocopherol (a-Toc) and γ-tocopherol)(γ-Toc) during autoxidation of methyl linoleate were isolated and identified. The sturctures of the oxida-tion products were characterized by UV, IR, 1H and 13CNMR and mass spectrometry 5-[2-(a-tocopherol-5'-yl)ethyl]-a-tocopherylquinone 5-[2-(a-tocopherol-5'-yl)ethyl]-8a-hydroxy-a-tocopherone and O-[8-(5-ethoxymethyl-7-methyltocol) methyl] a-tocopherol were obained from the mixture as the oxidation products derived from γ-Toc However oxidation product composed of both a-ToC and γ-Toc was detected in oxidation products of the misture. These results support the facts that at first oxidation of a-Toc proceeds during autoxidation of lipids and then γ-Toc decomposes after approximate consumption of a-Toc.

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Volatile Components of Lycium chinensis Miller (구기자(Lycium chinensis Miller)의 휘발성 성분)

  • 박원종;복진영;백순옥;한상빈;주현균
    • The Korean Journal of Food And Nutrition
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    • v.10 no.1
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    • pp.1-5
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    • 1997
  • The volatile components of Lycium chinensis Miller were isolated by simultaneous steam distillation-extraction(SDE) method and analyzed by combined GC and GC-MS. Fifty-four volatile components, including 12 alcolhols 12 esters, 7 aldehydes, 6 acids, 5 ydrocarbons, 8 ketones, 1 furan and 3 pyrazines were confirmed in the fruit of Lycium chinensis Miller. The major components were hexadecanoic acid ethyl ester, 1-octadecanone, tetrapyrazine, 2-furancarboxaldehyde and ethyl linoleate.

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The Wormicidal Substances of Fresh Water Fishes on Clonorchis sinensis VII. The Effect of Linolelc Acid and Ethyl Linoleate on Parasite Viability (간흡충에 대한 살충성 물질에 관한 연구)

  • Lee, Jae-Gu;Lee, Sang-Bok;Kim, Pyeong-Gil
    • Parasites, Hosts and Diseases
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    • v.26 no.3
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    • pp.175-178
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    • 1988
  • In an attempt to analyze the clonorchicidal activity of linoleic acid and ethyl linoleate in vitro, the wormicidal effects on Clonorchis sinensis were chronologically monitored in dose titration experiments. Encysted metacercariae were killed within a period of 31, $0{\pm}4.0$ min, 149.3k4. 1 min and $207.0{\pm}13.5$ min with 100.0 mg, 0.1 mg and 0.001 mg linoleic acid, respectively. The time required for the linoleic acid to kill adult worms was 167, $0{\pm}0.8$ min with 100.0mg, $253.0{\pm}0.8$ min with 0.1mg, and $277.0{\pm}0.8$ min at 0.001mg titration. Clonorchicidal activity of ethyl linoleate was relatively delayed as death was observed within $263.3{\pm}2.9$ min, $286.0{\pm}0.5$ min, and $318.0{\pm}0.8$ min for 100.0 mg/ml, 0.1 mg/ml and 0.001 mg/ml concentrations, respectively. The wormicidal effects observed with these pure anti-clonorchal substances were found to be similar to the biological activity of native products derived from the mucus of the fresh water fish.

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Screening for Antioxidative Activity of Crude Drugs (항산화성(抗酸化性) 생약(生藥)의 선발(選拔))

  • Kim, Seung Yeol;Kim, Jin Hwan;Kim, Seung Kyeom
    • Korean Journal of Agricultural Science
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    • v.19 no.1
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    • pp.103-114
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    • 1992
  • Screening for antioxidative activities of 180 species of crude drugs were performed on their methanol extracts. More than 45% of those showed some effect on oxidative stability of linoleic acid, and 44 species seemed to have rather strong antioxidative activity. Selected these samples of the active crude drugs were further examined in their methanol extracts with methyl linoleate emulsion system. especially 11 species revealed strong antioxidative activity. These 11 species were then successively extracted with ethyl acetate and petroleum ether, and their antioxidative activity was determined. The ethyl acetate and petroleum ether extracts of Epimedium Koreanum NAKAI, Psoralea Corylifolia L., Syringa Dilata NAKAI and Prunus mume Sieb, et Zucc. showed much more effective than the others in stabilizing methyl linoleate. Scutellaria baicalensis George. Glycyrrhiza glabra L. were only effective in the methanol extract.

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Changes of chemical constituents in extract of Lycii fructus by various heat treatment (가열처리(加熱處理)에 따른 구기자(枸杞子) 추출물(抽出物)의 성분변화(成分變化))

  • Yi, Sang-Duck;Lee, Mi-Hyun;Son, Hyun-Ju;Bock, Jin-Young;Sung, Chang-Keun;Kim, Chan-Jo;Oh, Man-Jin
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.268-273
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    • 1996
  • Fundamental data for new type of product development from Lycii fructus was experimentally determined. The chemical composition, and Hunter value changes, optimum extraction, volatile components of extract under different extraction conditions and heat treatment were mainly studied. Results are summarized as follows. The proximate compositions of dried Lycii fructus were water 21.8%, total sugar 27.6%, reducing sugar 15.2%, crude protein 14.29%, crude fat 5.65%, crude fiber 7.48%, and ash 7.98% in percent stale, respectively. Extracted yield on the basic of solid extract was getting increased when more solvent was used for extraction. The most recommendable extraction was 1 to 10 part of sample to solvent ratio. When water was employed as extraction solvent, the highest amount of solid extract was obtained. Extract of Lycii fructus in terms of yields and color was most acceptable when raw sample was treated 8 minute roasting at $180^{\circ}C$ and 60 minute heating at $120^{\circ}C$, respectively. Major volatile components of fresh Lycii fructus were to hexadecanoic acid, methyl linoleate, benzyl alcohol, dimetane benzene by GC/MS. By the roasting of raw sample, the compounds of 2-methyl-2buthenal, 1,4-dimethyl benzene, and benzyl alcohol were reduced. Wheras, methyl thiopropanol, benzene acetaldehyde and ethyl linoleate were slightly increased.

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Physicochemical Properties and Volatile Compounds in Jeonju Moju (전주 모주의 이화학적 특성 및 휘발성 화합물 성분)

  • Kwon, Young-Hee;Jo, Sung-Jin;Kim, Hye-Ryun;Lee, Hyang-Jeong;Kim, Jae-Ho;Ahn, Byung-Hak
    • Korean Journal of Food Science and Technology
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    • v.41 no.5
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    • pp.503-508
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    • 2009
  • The principal objective of this study was to evaluate the physicochemical properties and volatile compound contents of Moju acquired from 12 restaurants in Jeonju. The alcohol contents were lower than 2.1%, and the pH values ranged from 3.85 to 4.38. Total acidity, $^{\circ}Bx$, and UV absorbance values differed among the samples according to the type of side materials added. Reducing sugar contents were found to be substantially superior to other commercial takju variants. Malic and lactic acid contents were higher than the contents of other organic acids, and the free sugar contents were as follows: maltose>glucose>fructose. Overall, the high b (yellowness) and cP values were attributable to the turbid yellow and heavy condition of the samples. The volatile compound contents of Moju were analyzed via GC and GC/MSD. 30 components were identified, including 3 alcohols, 12 esters, 7 hydrocarbons, and 4 aldehydes. Among the alcohol compounds, benzeneethanol levels were higher than the levels of isoamyl alcohol. Ethyl caprate, ethyl palmitate, and ethyl linoleate, which were fundamentally attributable to origin liquor, were highest among the 12 esters. (E)-cinnamaldehyde, which was the most abundant among 7 hydrocarbons, and (E)-cinnamyl acetate contents were attributed to the presence of cinnamon, a common supplement in the processing of Moju.

Whitening and Anti-oxidative Constituents from the Extracts of Hydrangea petiolaris Leaves (등수국 잎 추출물 유래 미백 및 항산화 활성 성분)

  • Jo, Seong Mi;Kim, Jung Eun;Lee, Nam Ho
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.48 no.2
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    • pp.123-134
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    • 2022
  • In this study, the whitening and antioxidant effects of the extracts from Hydrangea petiolaris (H. petiolaris) leaves was confirmed, and the chemical structure was identified by separating the active ingredients. In the whitening tests using α-MSH stimulated B16F10 melanoma cells, the n-hexane (Hex) fraction inhibited the cellular melanogenesis and intracellular tyrosinase activities without causing cell toxicity. In addition, the Hex fraction reduced expression of tyrosinase and TRP-2 protein. Upon the anti-oxidative studies by DPPH and ABTS+ radicals, potent radical scavenging activities were observed in the ethyl acetate (EtOAc) fraction. Also, for the cellular protective effects on HaCat keratinocytes damaged by H2O2, the EtOAc fraction indicated protective effects against oxidative stress. Eight phytochemicals were isolated from the extract of H. petiolaris leaves; ethyl linoleate (1), ethyl linolenate (2), 1-linoleoyl glycerol (3), 1-linolenoyl glycerol (4), epi-catechin (5), afzelin (6), quercitrin (7), hyperin (8). Among the isolates, the compounds 5 - 8 showed DPPH and ABTS+ radical scavenging activities. The contents of quercitirin, a major isolated in this extract, determined by HPLC analysis were confirmed to be about 31.3 mg/g for the 70% ethanol extract and 169.8 mg/g for the EtOAc fraction. Based on these results, it was suggested that the extract from H. petiolaris leaves could be potentially applicable as whitening and anti-oxidative ingredients in cosmetic formulations.

Chemical Composition and Biological Activities of Essential Oil from 'Setoka' Branches (세토카 가지 정유의 성분 분석 및 생리 활성)

  • Hyun, Ju Mi;Kim, Jung Eun;Yeum, Hyun Sook;Song, Jung-Min;Kim, Mi Ryang;Lee, Nam Ho
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.42 no.3
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    • pp.227-233
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    • 2016
  • This study was designed to analyze the chemical compositions of 'Setoka' branch essential oils (SEBO) and to test their biological activities. 'Setoka' is a Citrus species widely cultivated in Jeju Island. At the present, 'Setoka' branches produced by thinning process were mostly discarded as a waste. Therefore, utilization of this branch waste has received much attention. 'Setoka' branch essential oils (SBEO) were prepared by treatment of its ethanol extracts with jojoba oil. SBEO were chemically analyzed using gas chromatograph-mass spectrometry (GC-MS), and following components were identified; ethyl linoleate (64.14%), ethyl palmitate (16.50%), neophytadiene (11.06%) and beta-citronellol (5.09%). The anti-inflammatory activity in the SBEO was examined using RAW 264.7 murine macrophage cells stimulated with LPS. As a result, the SBEO inhibited nitric oxide (NO) productions with a dose-dependent manner. In addition, SBEO showed good anti-microbial activities against drug-susceptible and -resistant skin pathogens such as Staphylococcus aureus and Propionibacterium acnes, which are acne-causing bacteria. Based on these results, we suggest that SBEO has the possibility for use as an anti-inflammatory and anti-microbial agent in cosmetic applications.