• 제목/요약/키워드: fatty acid derivatives

검색결과 79건 처리시간 0.03초

β-시토스테롤의 지용성 치환체의 합성 및 특성에 관한 연구 (Study on the Synthsis and Characteristics of Lipophilic Derivatives of β-Sitosterol)

  • 정대원;조영태
    • 공업화학
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    • 제17권4호
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    • pp.375-380
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    • 2006
  • 본 연구에서는 혈중 콜레스테롤 저하 효과가 알려져 있는 $\beta$-시토스테롤과 지방산과의 에스테르화 반응에 의하여 $\beta$-시토스테롤의 지용성 치환체를 합성하였다. 지방산으로 스테아린산, 올레인산 및 리놀레산을 사용하여 산 촉매 존재 하에서 에스테르화 반응을 수행하였을 때, 불포화지방산인 올레인산 및 리놀레산의 경우에는 불포화기의 산화에 기인하는 것으로 판단되는 부산물이 생성되었다. 반면에 탈수제 및 염기성 촉매의 존재 하에서는 불포화지방산의 경우에도 원하는 치환체를 순수한 형태로 합성할 수 있었다. 생성된 $\beta$-시토스테롤의 지용성 치환체의 유기용매 및 식용유에 대한 용해도는 사용된 지방산의 불포화도가 높을수록 높은 것으로 나타났다.

Synthesis of Some Phosphated Fatty acyl Derivatives of Mannitol and Their Evaluation

  • Jain, Sanjay;Tripathi, Meena;R.K.Uppadhyay;D.V.Kohli
    • Archives of Pharmacal Research
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    • 제12권4호
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    • pp.233-235
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    • 1989
  • Sodium salts of phosphated capric and myristic acyl derivatives of mannitol were prepared and evaluated for surface activity, foam characteristics and emulsifying properties. Triacyl mannitols of cappric and myristic acid have better emulsifying property than the corresponding di and monocompounds.

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Conjugated Linoleic Acid Changes fatty Acid Composition by Decreasing Monounsaturated fatty Acids in Rabbits and Hep G2 Cells

  • Nam, Kisun
    • Journal of Nutrition and Health
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    • 제30권4호
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    • pp.442-450
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    • 1997
  • Conjugated dienoic derivatives of linoleic acid(CLA) are a mixture of positional and geometric isomers of linoleic acid(LA). We previously found that CLA changes the fatty acid profile in chicken eggs and serum by decreasing monounsaturated fatty acids. Studies were conducted to explore the effects of CLA on fatty acid composition. Rabbits were fed a semisynthetic diet with or without CLA(0.5g CLA/rabbit/day) for 22 weeks. Compared to the control, rabbits fed CLA had significantly lower monounsaturated fatty acid levels(palmitoleic acid Cl6 : 1 by 50% and oleic acid Cl8 : 1, by 20%) in plasma lipids. We found similar differences in fatty acid composition in the liver and the aorta. The inhibitory effect of CLA on $\Delta$9 desaturation was confirmed in a human hepatoma cell line, Hep G2. CLA significantly decreased $\Delta$9 desaturation in 4-5 hours as shown by an increase in the ratio of Cl6 : 0 to C 16 1, This is apparently due to a decrease in $\Delta$9 desaturase(stearoyl-CoA desaturase, SCD) activity ; it was decreased more than 50%. These results, along with our previous findings, indicate that CLA is an inhibitor of $\Delta$9 desaturase in the liver.

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새로운 Fatty Acid Amide Hydrolase 저해제로서 5,5'-Diphenylimidazolidine-2,4-dione 유도체의 리간드 설계 (Ligand Design of 5,5'-Diphenylimidazolidine-2,4-dione Analogues as A New Class of Potent Inhibitors of Fatty Acid Amide Hydrolase)

  • 조종운;성민규;성낙도
    • Applied Biological Chemistry
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    • 제51권2호
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    • pp.119-123
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    • 2008
  • 3-치환된 5,5'-diphenylimidazolidine-2,4-dione 유도체(1-22)들의 fatty acid amide hydrolase (FAAH) 저해활성에 관한 3차원적인 정량적 구조와 활성과의 관계(3D-QSARs)를 비교 분자장 분석(CoMFA)과 비교분자 유사성 지수분석(CoMFA) 방법으로 각각 검토하였다. CoMFA A1 모델과 CoMSIA 2F 모델 모두 상관성과 예측성이 양호하였다. 두 모델의 정보에 의한 등고도에 따라 설계된 X=I, Y=$N_2{^+}$-치환체(P1: $Pred.pI_{50}$=6.55)는 FAAH에 대하여 가장 높은 저해활성을 나타내었다.

지방산대사이상질환 스크리닝을 위한 TBDMS 유도체화 후 GC-MS를 이용한 혈장 중 유리지방산의 분석 (A Sensitive Determination of Plasma Free Fatty Acids Following Tert-butyldimethylsilyl Derivatization using Gas Chromatography-Mass Spectrometry for Screening of Fatty Acid Oxidation Disorders)

  • 윤혜란;타파마헤샬
    • 대한유전성대사질환학회지
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    • 제17권2호
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    • pp.39-47
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    • 2017
  • Purpose: A sensitive gas chromatography mass spectrometry (GC-MS) method was developed for screening of fatty acid oxidation disorders. Methods: The assay utilized a simple protein precipitation with sulfosalicylic acid followed by tert-butyl dimethylsilyl (TBDMS) derivatization of hydroxyl functional group by N-tert-butyldimethylsilyl-N-methyltrifluoroacetamide (MTBSTFA). Results: Calibration curves of spiked pooled plasma showed a linear relationship in the range of 0.01 ng -2 mg with correlation coefficient value greater than 0.98. Limits of detection (LOD) and limits of quantification (LOQ) were found in the range of 0.9-8.8 ng and 9-88 ng, respectively. Conclusion: The new developed method might be useful for a rapid, sensitive screening of inherited fatty acid oxidation disorders. In addition, the method expected to be one of the alternative method for screening newborns of metabolic disorders in the laboratories where expensive MS/MS is unavailable.

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Chemical Modification of Rupestonic Acid and Preliminarily In Vitro Antiviral Activity Against Influenza A3 and B Viruses

  • Yong, Jian-Ping;Aisa, Haji Akber
    • Bulletin of the Korean Chemical Society
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    • 제32권4호
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    • pp.1293-1297
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    • 2011
  • To improve the biological activities of rupestonic acid, 21 new rupestonic acid fatty ester derivatives (2a-2h) and aromatic ester derivatives (2i-2u) were synthesized and preliminarily evaluated for their anti-influenza activity in vitro by the national center for drug screening of China, using the Oseltamivir and Ribavirin as reference drugs. The results showed that 2l ($IC_{50}=0.5{\mu}mol/L$) exhibited potent anti-influenza $A_3$ viral activity among the synthesized compounds and was 10-fold more potent than that of the reference drug Oseltamivir ($IC_{50}=5.1{\mu}mol/L$).

Chemical Investigation of the Sea Cucumber Stichopus japonicus

  • Shinde, Pramod B.;Dang, Hung The;Li, Huayue;Hong, Jong-Ki;Shin, Sook;Jung, Jee-H.
    • Natural Product Sciences
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    • 제14권1호
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    • pp.12-15
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    • 2008
  • A chemical investigation of the polar extract of the sea cucumber Stichopus japonicus, collected from Jeju Island, Korea, has led to isolation of five new fatty acid derivatives (1, 4 - 7) along with known compounds (2 - 3, 8 - 14). Their structures were elucidated by a combination of MS and NMR spectroscopy.

아조벤젠을 함유한 장쇄 지방산의 광재현성과 안정성에 관한 연구 (The Photo-reproducibility and Stability of Long Chain Fatty Acid Containing Azobenzene)

  • 박근호;박태곤
    • 한국응용과학기술학회지
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    • 제12권1호
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    • pp.109-114
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    • 1995
  • The Synthesis of long chain fatty acid containing azobenzene and $(C_{n}-Azo)$ was optimized, starting from p-(p'-hydroxy phenyl azo)-benzoic acid and the product of reaction containing azobenzene chromophores was investigated by ultraviolet spectrophotometery in chloroform solvent at the various temperature. In addition, Reversibility and stability of azo compounds have been measured by means of Ultraviolet and the structure of these compound were ascertained by means of FT-IR and NMR. Recrystallization of reaction product in the solvent results the experimental yield obtained about 62.93% p-(p'-octadecyloxy phenyl azo)-benzoic acid. Long chain azobenzene derivatives in chloroform solution are induced photoisomerization by u. v. and visible light irradiation. The solution of long chain fatty acids$(C_{n}-Azo)$ containing azobenzene are possible of being applied to functional molecular devices such as photomemory and light switching.

DERIVATIZATION OF FATTY ACIDS WITH 2-BROMOACETYLTRIPHENYLENE FOR HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

  • Ryu, Jae-Ha;Park, Man-Ki
    • 분석과학
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    • 제6권4호
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    • pp.411-415
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    • 1993
  • 지방산을 UV 검출기를 사용하여 HPLC로 분석하기 위하여 2-bromoacetyltriphenylene을 유도체화제로 응용하였다. 18-crown-6-ether를 촉매로 한 유도체화반응은 매우 신속, 간편하고 정량적으로 진행되었으며, HPLC상에서 지방산의 검출한계가 1ng 수준으로 그 감도가 양호하였다. 또한 $C_{12}$부터 $C_{22}$까지 9종류의 포화지방산이 역상컬럼상에서 acetonitrile-물 gradient 조건으로 동시에 분리가 가능하였다. 이를 응용하면 각종 생체 시료로부터 미량의 지방산들에 대한 동시분석이 가능하리라 기대된다.

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