• Title/Summary/Keyword: methyl ester

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Methyl p-Hydroxycinnamate Suppresses Lipopolysaccharide-Induced Inflammatory Responses through Akt Phosphorylation in RAW264.7 Cells

  • Vo, Van Anh;Lee, Jae-Won;Shin, Seung-Yeon;Kwon, Jae-Hyun;Lee, Hee Jae;Kim, Sung-Soo;Kwon, Yong-Soo;Chun, Wanjoo
    • Biomolecules & Therapeutics
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    • v.22 no.1
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    • pp.10-16
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    • 2014
  • Derivatives of caffeic acid have been reported to possess diverse pharmacological properties such as anti-inflammatory, anti-tumor, and neuroprotective effects. However, the biological activity of methyl p-hydroxycinnamate, an ester derivative of caffeic acid, has not been clearly demonstrated. This study aimed to elucidate the anti-inflammatory mechanism of methyl p-hydroxycinnamate in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage cells. Methyl p-hydroxycinnamate significantly inhibited LPS-induced excessive production of pro-inflammatory mediators such as nitric oxide (NO) and $PGE_2$ and the protein expression of iNOS and COX-2. Methyl p-hydroxycinnamate also suppressed LPS-induced overproduction of pro-inflammatory cytokines such as IL-$1{\beta}$ and TNF-${\alpha}$. In addition, methyl p-hydroxycinnamate significantly suppressed LPS-induced degradation of $I{\kappa}B$, which retains NF-${\kappa}B$ in the cytoplasm, consequently inhibiting the transcription of pro-inflammatory genes by NF-${\kappa}B$ in the nucleus. Methyl p-hydroxycinnamate exhibited significantly increased Akt phosphorylation in a concentration-dependent manner. Furthermore, inhibition of Akt signaling pathway with wortmaninn abolished methyl p-hydroxycinnamate-induced Akt phosphorylation. Taken together, the present study clearly demonstrates that methyl p-hydroxycinnamate exhibits anti-inflammatory activity through the activation of Akt signaling pathway in LPS-stimulated RAW264.7 macrophage cells.

Reduction of Saturated Fatty Acid Methyl Esters of Biodiesel Produced from Beef Tallow by Acetone Fractionation (우지로부터 합성된 바이오 디젤의 포화도 감소를 위한 용매 분별 연구)

  • Zhang, Hua;Shin, Jung-Ah;Lee, Ki-Teak
    • Journal of the Korean Applied Science and Technology
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    • v.28 no.4
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    • pp.472-481
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    • 2011
  • It is known that the content of saturated fatty acids methyl ester (SFAME) affect the pour point of biodiesel at low temperature. In this study, biodiesel (BD) was produced from beef tallow (TAL) by alkali catalyst. To reduce the saturation in BD, acetone fractionation was applied. Besides, TAL was also solvent-fractionated to reduce the saturated fatty acid (SFA) content for further producing BD. With acetone, TAL or TAL methyl ester (5:1 v/w) were fractionated at 10, 0, -10, and $-15^{\circ}C$, respectively. At $-10^{\circ}C$, 17.35% of SFA was observed in fractionated TAL (liquid part, -10TAL) when 5:1 solvent ratio was used for 24 hr. Under the same condition, fractionated BD (liquid part, -10BD) showed SFA (33.14%) with 78wt % yield. Also, fractionation of BD with different concentration of crystallizer 209 (0.1, 0.5, and 1%) along with different time (2, 6, 12, and 24 hr.) was observed. The best condition for reducing the SFA was 0.5% of crystallizer 209 addition for 12 hr of fractionation time at $-10^{\circ}C$, in which 30.14% of SFA content was observed in BD (liquid part). Among different crystallizer, ps 66 showed the least content of SFA content (23.28%) in BD after fractionation ($-10^{\circ}C$ and 24 hr) with 0.5wt% addition.

Analgesic Effects of Toad Cake and Toad-cake-containing Herbal Drugs -Analgesic effects of toad cake-

  • Inoue, Eiji;Shimizu, Yasuharu;Masui, Ryo;Usui, Tomomi;Sudoh, Keiichi
    • Journal of Pharmacopuncture
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    • v.17 no.1
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    • pp.74-79
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    • 2014
  • Objectives: This study was conducted to clarify the analgesic effect of toad cake and toad-cake-containing herbal drugs. Methods: We counted the writhing response of mice after the intraperitoneal administration of acetic acid as a nociceptive pain model and the withdrawal response after the plantar surface stimulation of the hind paw induced by partial sciatic nerve ligation of the mice as a neuropathic pain model to investigate the analgesic effect of toad cake and toad-cake-containing herbal drugs. A co-treatment study with serotonin biosynthesis inhibitory drug 4-chloro-DL-phenylalanine methyl ester hydrochloride (PCPA), the catecholamine biosynthesis inhibitory drug ${\alpha}$-methyl-DL-tyrosine methyl ester hydrochloride (AMPT) or the opioid receptor antagonist naloxone hydrochloride was also conducted. Results: Analgesic effects in a mouse model of nociceptive pain and neuropathic pain were shown by oral administration of toad cake and toad-cake-containing herbal drugs. The effects of toad cake and toad-cake-containing herbal drugs disappeared upon co-treatment with PCPA, but not with AMPT or naloxone in the nociceptive pain model; the analgesic effect of toad-cake-containing herbal drugs also disappeared upon co-treatment with PCPA in the neuropathic pain model. Conclusion: Toad cake and toad-cake-containing herbal drugs have potential for the treatments of nociceptive pain and of neuropathic pain, such as post-herpetic neuralgia, trigeminal neuralgia, diabetic neuralgia, and postoperative or posttraumatic pain, by activation of the central serotonin nervous system.

Optimization of Biodiesel Production from Rapeseed Oil Using Response Surface Methodology (반응표면분석법을 이용한 유채유로부터 바이오디젤 생산의 최적화)

  • Jeong, Gwi-Taek;Yang, Hee-Seung;Park, Seok-Hwan;Park, Don-Hee
    • KSBB Journal
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    • v.22 no.4
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    • pp.222-227
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    • 2007
  • Biodiesel (fatty acid methyl esters) have used to as substitutes for petro-diesel by mixed-form with petro-diesel. In several processes of biodiesel production, alkali-catalyst transesterification produced to biodiesel of high contents with short reaction time. In this study, we investigate the optimal condition of alkali-catalyst transesterification of rapeseed oil produced at Jeju island in Korea using response surface methodology. The optimal condition of biodiesel production is reaction temperature 59.7$^{\circ}C$, catalyst amount 1.18%, oil to methanol molar ratio 1:8.75, and reaction time 5.18 min. At that reaction condition, the fatty acid methyl ester contents of product are above 97%. Our results may provide useful information with regard to the development of more economic and efficient biodiesel production system.

Review on the oxidation stability of biodiesel (바이오디젤의 산화 안정성 특성에 관한 고찰)

  • Lee, Mi-Eun;Hwang, In-Ha;Kim, Jae-Kon;Na, Byung-Ki
    • Journal of the Korean Applied Science and Technology
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    • v.35 no.4
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    • pp.1013-1030
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    • 2018
  • Biodiesel is a fuel produced in the form of a fatty acid methyl ester by using raw materials such as animal fat, vegetable oil and its by-products, and is being seen as a biofuel that can replace petroleum energy. However unsaturated fatty acid methyl esters in biodiesel causes to oxidize during storage and distribution, resulting in poor fuel quality and corrosion of vehicle engine components. In this study, the influence of quality and oxidation characteristics of biodiesel on the oxidation stability is investigated and the evaluation method related it is described. We also propose a method to improve the drawback of oxidation stability in biodiesel.

Identification of Volatile Compounds of 4 Grape Species by Storage Conditions (전자코와 GC/MS를 이용한 포도 품종별 저장 조건에 따른 휘발성 향기 성분 연구)

  • Lee, Yun-Jeung;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.36 no.7
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    • pp.874-880
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    • 2007
  • Volatile flavor compounds of 4 grape species (Campbell, Sheridan, Red globe, and Meoru) were identified during 3-day storage at either $4^{\circ}C$ or room temperature. Each sample was analyzed by solid-phase micro-extraction (SPME) method combined with gas chromatography-mass spectrometry. Also electronic nose composed of 12 different metal oxide sensors was used to differentiate flavors of grapes. Sensitivities (delta $R_{gas}/R_{air}$) of sensors from electronic nose were obtained by principal component analysis (PCA). Proportion of the first principal component was 99.30% at $4^{\circ}C$ and 99.36% at room temperature, respectively. In our result, flavor patterns of grape can be differentiated according to the storage period. The major volatile flavor compounds were 1-hexanol, hexanoic acid and its ethyl ester, and phenylethyl alcohol with the presence of butanoic acid and its ethyl ester, acetic acid, benzeneacetic acid and its ethyl ester.

Ab Initio Study of Complexation of Alkali Metal Ions with Alkyl Esters of p-tert-Butylcalix[4]arene

  • Choe, Jong-In;Oh, Dong-Suk
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.847-851
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    • 2004
  • The complexation characteristics of tetramethyl (1) and tetraethyl esters (2) of p-tert-butylcalix[4]arene with alkali metal cations have been investigated by ab initio calculation. The structures of endo- or exocomplexation of the hosts in cone conformation with alkali metal ions have been optimized using HF/6-31G method followed by B3LYP/6-31G(d) single point calculation. B3LYP/6-31G(d) calculations suggest that exo-complexation efficiencies of sodium ion to the cavity of lower rim of hosts 1 and 2 are 27.1 and 25.8 kcal/mol better than that of potassium ion, respectively. The exo-complexation efficiencies of potassium ion to the cavity of lower rim of hosts 1 and 2 are 33.3 and 31.5 kcal/mol better than the endo-complexation inside the upper rim (four aromatic rings) as expected from the experimental results. B3LYP/6-31G(d) calculation of the ethyl ester 2 shows 29.5 and 30.8 kcal/mol better exo-complexation efficiency for both sodium and potassium ions than the methyl ester 1.

Development of Analytical Methods for Insect Moulting Hormone $({\beta}-Ecdysone)$ by HPLC/UV Using Boronate Derivatization

  • Shim, Jae-Han;Kim, In-Seon;Lim, Kye-Taek
    • Applied Biological Chemistry
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    • v.41 no.4
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    • pp.251-256
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    • 1998
  • The analytical method of ${\beta}-ecdysone$, the insect moulting hormone, by high performance liquid chromatograph (HPLC) with UV detector was developed using boronic ester derivatization and applied to the extracts of Ajuga iva, Silene otites and Schistocerca egg. Derivatization of yield with methyl-, butyl-, and phenyl-boronate was completed under mild conditions with 20-hydroxyecdysone. The conversion ratios of boronate were estimated to be 70% in methylboronic acid, 89% in butylboronic acid and 93% in phenylboronic acid. Phenylboronate showed a high sensitivity and demonstrated an effective separation on HPLC. The optimum temperature and reaction time for derivative formation were $25^{\circ}C$ and 20 min. respectively. ${\beta}-Ecdysone$ was effectively identified in extracts of Ajuga iva, Silene otites and Schistocerca egg by the HPLC method.

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Antioxident components from Aralia continentalis

  • Kim, Ju-Sun;Kang, Sam-Sik;Park, Jae-Sue
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.182-182
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    • 1998
  • The root of Aralia continentalis Kitagawa(Araliaceae) have been used as an analgesic and fever remedy, and for treatment of rheumatism in Chinese medicine, whereas the young leaves are used for salad. An antioxidant activity of the young leaves of A continentalis was determined by measuring lipid peroxide produced when a mouse liver homogenate was exposed to the air at 37$^{\circ}C$, using 2-thiobarbituric acid(TBA) and by evaluation the radical scavenging activity on 1,l-diphenyl-2 picrylhydrazyl (DPPH) radical. Bioassay guided fractionation of MeOH extract isolated six flavonoid compounds as active components from EtOAc fraction. Adenosine and two saponins were isolated from the weak active BuOH fraction. The antioxidant effect by DPPH radical scavenging activity showed that quercetin was the most active among these compounds. Hyperoside and kaempferol were also active, while 6"-O-acetyl astragalin, astragalin, trifolin, adenosine, oleanolic acid 28-O-glucosyl ester and salsoloside C methyl ester were almost inactive. All the compounds were identified by spectroscopic methods.

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Synthesis of 1N-alkyl-2-amino-3-ethoxycarbonyl-pyridino [2,3-f]indole-4,9-dione derivatives (I) (1N-알킬-2-아미노-3-에톡시카르보닐-피리디노 [2,3-f]인돌-4,9-디온 유도체의 합성 (I))

  • Suh, Myung-Eun;Shin, Sung-Hee
    • YAKHAK HOEJI
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    • v.41 no.5
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    • pp.575-581
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    • 1997
  • The 6,7-dichlorquinoline-5,8-dione was reacted with ${alpha}$-cyanoacetic acid ethyl ester in ammonia solution to yield 6-(${alpha}$-cyano-${alpha}$-ethoxycarbonyhnethyl)-7-chloroquinoline- 5,8-dione (compound I). When this compound was reacted with some alkyl amines (methylamine, ethylamine, isopropylamine, etc) 2-amino-3-ethoxycarbonyl-N-alkyl-pyridino[2,3-f]indole-4,9-diones (compounds II a-e) were obtained.

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