• 제목/요약/키워드: Enantiomers

검색결과 164건 처리시간 0.024초

Determination of Terbutaline Enantiomers in Human Urine by Capillary Electrophoresis Using $Hydroxypropyl-{\beta}-cyclodextrin$ as a Chiral Selector

  • Kim, Kyeong-Ho;Seo, Sang-Hun;Kim, Hyun-Ju;Jeun, Eun-Young;Kang, Jong-Seong;Mar, Woong-Chon;Youm, Jeong-Rok
    • Archives of Pharmacal Research
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    • 제26권2호
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    • pp.120-123
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    • 2003
  • A method for the determination of terbutaline enantiomers in human urine by capillary elctrophoresis has been developed. Optimum resolution was achieved using 50 mM phosphate buffer, pH 2.5, containing 15 mM of hydroxypropyl-$\beta$-cyclodextrin as a chiral selector. Urine samples were prepared by solid-phase extraction with Sep-pak silica, followed by CE. The assay was linear between 2-250 ng/mL (R = 0.9998 for (S)-(+)-terbutaline and R = 0.9999 for (R)-(-)-terbutaline) and detection limit was 0.8 ng/mL. The intra-day variation ranged between 6.3 and 14.5% in relation to the measured concentration and the inter-day variation was 8.2-20.1%. It has been applied to the determination of (S)-(+)-terbutaline and (R)-(-)-terbutaline in urine from healthy volunteer dosed with racemic terbutaline sulfate.

I-디프레닐 투여 후 흰쥐 뇨중 메스암페타민 및 암페타민의 거울상이성질체의 가스크로마토그래피에 의한 분석 (Gas Chromatographic Analysis of Optical Isomers of Methamphetamine and Amphetamine After Administration of I-Deprenyl(Selegiline) to Rats)

  • 김은미;김선춘;정희선;유영찬
    • 약학회지
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    • 제41권6호
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    • pp.698-703
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    • 1997
  • Recently, l-deprenyl (selegiline), a relative new antiparkinson`s drug, has been marketed in Korea. As its metabolites, l-methamphetamine and l-amphetamine, are the enantiomers of illicit drugs,d-methamphetamine and d-amphetamine, a method for analysis of enantiomers of methamphetamine and amphetamine in rat urine was investigated. The optical isomers of methamphetamine and amphetamine were analyzed with the chiral derivatizing reagent (S)-(-)-N-(trifluoroacetyl)-prolyl chloride (l-TFP), which was used to form the diastereomers of methamphetamine and amphetamine. And all diastereomers (l-TFP -l-AM, lTFP-d-AM, l-TFP-l-MA & l-TFP-d-MA) were well resolved by capillary gas chromatography. After administration of 10mg/kg l-deprenyl to rat, l-methamphetamine and l-amphetamine were detected without autoracemization to the d form in all urine samples collected during 24hrs, and the ratios of l-amphetamine/l-methamphetamine were 1.1~3.3. l-Amphetamine was detected in only 3 out of 8 urine samples collected during 24~48hrs where as no l-methamphetamine was detected in all cases.

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1H-NMR and HPLC analysis on the chiral discrimination of β-blockers using (S)-2-tert-butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid

  • Seo, Sang Hun;Mai, Xuan-Lan;Le, Thi-Anh-Tuyet;Kim, Kyeong Ho
    • 분석과학
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    • 제34권1호
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    • pp.9-16
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    • 2021
  • In the group of commonly prescribed β-blocker drugs, one of the enantiomers is generally relatively more active than the others. This study aims to develop a technique for the chiral analysis of select β-blockers based on proton nuclear magnetic resonance (1H-NMR) spectrometry. (S)-2-Tert-butyl-2-methyl-1,3-benzodioxole-4-carboxylic acid ((S)-TBMB) was synthesized and utilized as a chiral derivatizing agent. Pure β-blocker enantiomers were isolated from racemates by semi-preparative liquid chromatography prior to derivatization. The reaction time and concentration of (S)-TBMB were controlled to improve the derivatization procedure. No racemization was found during the analysis. High-performance liquid chromatography (HPLC) analysis was also performed for comparative purposes. High agreement between the NMR and HPLC methods was achieved in the determination of (R)-metoprolol in a standard solution of the (S) isomer.

Chiral Separation of Non-Steroidal Inflarnrnatory Drugs and Metabolites by Achiral Gas Chromatography as O- Trifluoroacetylated (- )-Menthyl Esters

  • Lee, Yoon-Suk;Paik, Man-Jeong;Kim, Kyoung-Rae
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.396.3-397
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    • 2002
  • Because of the differences in biological and pharmacological properties between enantiomers of chiral acidic non-steroidal antiinflammatory drugs (NSAIDs) in human body. accurate determinations of their optical purities have been in great need. Racemic ibuprofen. tiaprofen. suprofen. flubiprofen and napoxen were reacted with (1R. 28. 5R)-(-)-menthol to convert them to corresponding diastereomeric (1R. 2S. 5R)-(- )-menthyl esters. (omitted)

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Chiral Separation of Non-Steroidal Inflammatory Drugs as Dual Diastereomeric Derivatives with (R)-and (S)-Phenylethylamines

  • Lee, Yoon-Suk;Paik, Man-Jeong;Kim, Kyoung-Rae
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.282.2-283
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    • 2003
  • The carboxylated acidic non-steroidal antiinflammatory drugs (NSAIDs) constitute the principal class of agents for controlling the pain and inflammation of the rheumatic diseases. It is mostly administered as a racemic mixture like most other drugs with asymmetric carbon atoms. However enantiomers of many racemic drug substances have been shown to posses different pharmacological toxicological properties. (omitted)

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Structure Control of Polysaccharide Derivatives for Efficient Enantioseparation by HPLC

  • Okamoto, Yoshio
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.27-28
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    • 2006
  • Chromatographic separation of enantiomers by high-performance liquidchromatography (HPLC) has considerably advanced in the past two, and many optically active polymers have been developed to be usedaschiral stationary phases (CSP). Among many CSPs, cellulose-andamylose-based CSPs are most attractive from the viewpoints of theirwide applicability and easy availability. The polysaccharides are readily modified to ester and carbamates. The derivatives have been used as CSPs after being coated on macroporus silica gel. Here, the CSPs based on phenylcarbamate derivatives of these two polysaccharides will be mainly discussed. The immobilization of the derivatives on silica gel will also be discussed.

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Chiral Separation of Salbutamol Enantiomers in Human Plasma

  • Seo, Joung-Min;Kim, Kyeong-Ho
    • Archives of Pharmacal Research
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    • 제17권4호
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    • pp.244-248
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    • 1994
  • A stereoselective and sensitive high performance liquid chromatography using fluoresecence deterctor was examined for the determination of R(-) and S(+)-salbutamol in human plasma. Solid phase extraction method using silica as sorbent was used to extract salbutamol racemates from the plasma matrices. After fractionation and freeze-drying of the eluates containing salbutamol racemates, they were separated and quantified on a chirla stationary column. The detection limit of each enantiomer was 2 ng/ml in human plasma (S/N=3).

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