• Title/Summary/Keyword: Methyl acetate

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Studies on the Synthesis of Etodolac Derivatives as Potential Anti-inflammatory Agents (항염증제인 Etodolac 유도체의 합성에 관한 연구)

  • Cho, Hoon;Chung, Yong Seog;Jang, Hang Dong;Ryu, Seong Ryual
    • Applied Chemistry for Engineering
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    • v.10 no.1
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    • pp.135-137
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    • 1999
  • For the synthesis of new anti-inflammatory agents as indol derivatives, we have synthesized ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester. It was a new method for ${\alpha}$-substituted etodolac carboxylic acid. The synthetic process was composed of four steps, and 7-ethylindole and oxalyl chloride were used as starting materials. The third step, cyclization was carried out by addition of borontrifluoride diethyl etherate in 66% yield. The step of reduction and cyclization were simplified successfully. The final product, ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester was obtained in 66% yield by the reaction of methyl 1,8-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetate (etodollic acid methyl ester) and benzoyl chloride.

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Bioactive Metabolites Produced by Pseudonocardia endophytica VUK-10 from Mangrove Sediments: Isolation, Chemical Structure Determination and Bioactivity

  • Mangamuri, Usha Kiranmayi;Vijayalakshmi, Muvva;Poda, Sudhakar;Manavathi, Bramanandam;Bhujangarao, Ch.;Venkateswarlu, Y.
    • Journal of Microbiology and Biotechnology
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    • v.25 no.5
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    • pp.629-636
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    • 2015
  • Chemical investigation of the actinobacterial isolate Pseudonocardia endophytica VUK-10 has led to the segregation of two known bioactive compounds, namely 4-(2-acetamidoethyl) phenyl acetate and 4-((1, 4-dioxooctahydropyrrolo [1, 2-a] pyrazin-3-yl) methyl) phenyl acetate. The strain was isolated from a sediment sample of the Nizampatnam mangrove ecosystem, south coastal Andhra Pradesh, India. The chemical structure of the active compounds was established on the basis of spectroscopic analysis, including 1H NMR and 13C NMR spectroscopies, FTIR, and EIMS. The antimicrobial and cytotoxic activities of the bioactive compounds produced by the strain were tested against opportunistic and pathogenic bacteria and fungi and on MDA-MB-231, OAW, HeLa, and MCF-7 cell lines. The compounds exhibited antimicrobial activities against gram-positive and gram-negative bacteria and fungi and also showed potent cytotoxic activity against MDA-MB-231, OAW, HeLa, and MCF-7 cell lines. This is the first example for this class of bioactive compounds isolated from Pseudonocardia of mangrove origin.

The utilization of acetate for the growth and the respiration in Dunaliella tertiolecta.―Enzymes of the tricarboxylic acid cycle and glyoxylate pathway (Dunaliella tertiolecta에 의한 acetate의 이용 -TCA cycle과 glyoxylate pathway의 활성 조사-)

  • 권영명
    • Journal of Plant Biology
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    • v.16 no.1_2
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    • pp.6-11
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    • 1973
  • The utilization of acetate by Dunaliella tertiolecta was examined, and the detections and assays of the enzymes of the tricarboxylic acid cycle and the glyoxylate pathway were described. Acetate could not be utilized as a sole carbon source for the growth. The carboxyl carbon of acetate was incorporated more rapidly into CO2 than the methyl carbon. It was identified that malate, succinate, citrate and etc., were accumulated whne [U-14C] acetate was supplied to the cell free homogenate. The following enzyme activities were measured; acetothiokinase, isocitrate dehydrogenase, fumarase, malate dehydrogenase and aconitase. Though isocitratase, malate synthetase, succinate dehydrogenase and oxoglutarate dehydrogenase could not be detected, 14C from succinate was easily contributed to CO2 and cell component. The evidence suggested that the glyoxylate pathway was not operative and showed that the TCA cycle was the all important pathway in the oxidation of acetate to CO2 in Dunaliella.

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Study on Synthesis of Methyl-7-iodoheptanoate (Methyl-7-oidoheptanoate의 합성에 관한 연구)

  • 심영섭;최종욱;김완주;박호군;박영숙
    • YAKHAK HOEJI
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    • v.30 no.6
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    • pp.348-351
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    • 1986
  • New synthetic method for methyl-7-iodoheptanoate was studied. Methyl-7-iodoheptanoate is important compound in the synthesis codlemone, the sex pheromone of codling moth which doing harm to apple tree significantly, and this compound also be used essentially in the synthesis of prostaglandin derivatives. In previous the methyl-7-iodoheptanoate has been prepared from-7-chloroheptanoic acid as a starting material with disadvantage, since the 7-chloroheptanoic acid is expensive and the process is much complicate. In this paper the method to preparing methyl-7-iodoheptanoate was developed economically by using dihydropyran as a starting material in the course of 5 steps. Hence, methyl-7-iodoheptanoate which can be synthesized by new method studied onthis paper should be very useful compound for preparing codlemone or its acetate which will be used to developing pollution-free insecticides, and for preparing prostaglandin derivatives with advantage.

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Changes of Volatile Substances in Jindo Hong-Ju on Storage (진도(珍島) 홍주(紅酒)의 보존중(保存中) 휘발성분(揮發成分)의 변화(變化))

  • Jung, Ji-Heun;Kang, Sung-Hoon;Kim, Yong-Soon
    • Journal of the Korean Society of Food Culture
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    • v.8 no.3
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    • pp.295-299
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    • 1993
  • This research was carried out to investigate the changes of volatile substances which influence on liquor flavor while keeping the Hong-Ju on storage. The contents of total acid and ethanol were reduced on long storage. The volatile components in the Hong-Ju were shown in the order of acetaldehyde, fusel oil, acetate, furfural and methanol after a year, while other substances were increased except furfural, and methanol was not detected. After two years, the content of acetaldehyde was $21.4{\sim}58.4\;mg%$ which is the similar level of that of one year. However, fusel oil, whose main components are n-propanol, 2-methyl-1-propanol and 2-methyl-1-butanol was reduced to $0.71{\sim}1.03\;mg/ml$ which is about $4{\sim}6$ times than that of initial content, while furfural was reduced to $0.01{\sim}0.02\;mg/ml$.

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Effects of Shikonin Pigments from the Roots of Lithospermum eryhrorhizon on Rabbit Platelets (자근으로부터 혈소판에 작용하는 천연색소물질에 관한 연구)

  • 박영현;장성근
    • Journal of Food Hygiene and Safety
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    • v.15 no.2
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    • pp.167-172
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    • 2000
  • Lithospermum erythrorhyzon has been used as a red fooddye and traditional Chinese medicine to treat wounds, skin diseases and burns. Platelet activation plays an important role in thrombosis and haemostasis. Here, we studied the inhibition of platelet activation and its active compound from the root of Lithospermum erythrorhyzon. Its ethyl acetate extract inhibited the aggregation of washed rabbit platelets induced by collagen or thrombin. Five naphthoquinone pigments , shikonin , acetylshikonin , is obutylshikonin, $\alpha$-methyl-n-butylshikonin and $\beta$,$\beta$-dimethylacrylshikonin were isolated by means of high pressure liquid chromatography. The structures were determined by comparison of their proton nuclear magnetic resonance spectra. The potency of their inhibition was in the following order : $\beta$,$\beta$-dimethylacrylshikonin$\geq$$\alpha$-methyl-n-butylshikonin>isobutylshikonin>acetylshikonin>shikonin. It is suggested that the size of the aliphatic hydroxy group of shikonin is important for the enhancement of potency.

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Volatile Flavor Components in Mash of Takju prepared by using Rhizopus japonicus Nuruks (Rhizopus japonicus 누룩으로 담금한 탁주 술덧의 발효 과정 중 휘발성 향기성분)

  • Lee, Taik-Soo;Han, Eun-Hey
    • Korean Journal of Food Science and Technology
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    • v.32 no.3
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    • pp.691-698
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    • 2000
  • Volatile flavor components in the mash of takjus prepared by using Rhizopus japonicus nuruk were identified by using GC and GC-MS. Twenty-four esters, 19 alcohols, 9 acids, 10 aldehydes and 4 others were found in the mash of takju. Thirty nine components including 14 esters and 12 alcohols were detected in the beginning of fermentation. Seventeen components were more detected after second day of fermentation and 66 components were detected after 12 days of fermentation. Thirty eight flavor components including 12 alcohols such as ethanol, 2-methyl-1-propanol and 3-methyl-1-butanol, 14 esters such as ethylacetate, ethylcaprylate and isoamylacetate, 6 aldehydes and 5 acids were usually detected in the fermentation process. Ethanol was predominantly found in the range of 76.2149-92.1155% as a major component by using relative peak area. 3-Methyl-1-butanol, 2-methyl-1-propanol, ethyl caprylate, 2,3-butanediol and benzeneethanol were some of the major volatile components through the fermentation. Peak area of ethylacetate, diethyl succinate, octanoic acid, acetic acid and isobutylaldehyde among the same group were higher than other component depending upon fermentation time.

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Antibaterial Activity and Skin Moisturizing Effect of Cedrela sinensis A. Juss Shoots Extracts (참죽나무 새순 추출물의 항균 활성과 피부 보습효과에 관한 연구)

  • Kim, Sun-Young;Lee, Min-Hye;Jo, Na-Rae;Park, Soo-Nam
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.36 no.4
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    • pp.315-321
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    • 2010
  • In this study, we investigated the antibacterial activity and the skin moisturizing effect of cream contaning Cedrela sinensis A. Juss shoots extracts. MIC values of ethyl acetate fraction from Cedrela sinensis A. Juss shoots extracts on P. acnes and S. aureus were 0.13 %, 0.03% respectively and P. ovale and E. coli were 0.25 % equally. The results showed that the antibacterial activity of the ethyl acetate fraction on P. acnes and S. aureus were higher than the methyl paraben. The cream containing the ethyl acetate fraction from Cedrela sinensis A. Juss shoots extracts was formulated and its skin moisturizing effect was evaluated in a clinical trial. The skin hydration and transepidermal water loss (TEWL) were investigated after topical application of the cream. The skin hydrating effect of the cream containing Cedrela sinensis A. Juss shoots extract was 10 ~ 15 % higher than the placebo cream, and transepidermal water loss was decreased to 6.7 g/$m^2h$ in the subjects applied with cream containing the ethyl acetate fraction of Cedrela sinensis A. Juss shoots extracts. These results indicate that ethyl acetate fraction from Cedrela sinensis A. Juss shoots extracts could be applicable to new functional antibacterial cosmetics.