• 제목/요약/키워드: chiral analysis

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Chiral Drugs의 광학분할을 위한 HPLC Column의 응용 (The Application of Chiral HPLC Columns for Enantiomer Separation of Chiral Drugs)

  • 이원재
    • 약학회지
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    • 제53권2호
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    • pp.60-68
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    • 2009
  • In terms of chiral issue, two enantiomers of chiral drugs often differ significantly in their pharmacological, toxicological and pharmacokinetic profile. Chiral switches of racemic drugs have been redeveloped as single enantiomers. Several chiral resolution techniques in chirotechnology are introduced and the most used chiral HPLC chromatographic method among several chiral analysis techniques is described with its several advantages. Several types of chiral HPLC columns derived from their chiral selectors are discussed with their property and applications for enantiomer separation.

Prediction on the Chiral Behaviors of Drugs with Amine Moiety on the Chiral Cellobiohydrolase Stationary Phase Using a Partial Least Square Method

  • Choi, Sun-Ok;Lee, Seok-Ho;Park Choo , Hea-Young
    • Archives of Pharmacal Research
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    • 제27권10호
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    • pp.1009-1015
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    • 2004
  • Quantitative Structure-Resolution Relationship (QSRR) using the Comparative Molecular Field Analysis (CoMFA) software was applied to predict the chromatographic behaviors of chiral drugs with an amine moiety on the chiral cellobiohydrolase (CBH) columns. As a result of the Quantitative CoMFA-Resolution Relationship study, using the partial least square method, prediction of the behavior of drugs with amine moiety upon chiral separation became possible from their three dimensional molecular structures. When a mixed mobile phase of 10 mM aqueous phosphate buffer (pH 7.0) - isopropanol (95 : 5) was employed, the best Quantitative CoMFA-Resolution Relationship, derived from the study, provided a cross-validated $q^2$ = 0.933, a normal $r^2$ = 0.995, while the best Quantitative CoMFA-Separation Factor Relationship, also derived from the study, yielded a cross-validated $q^2$ = 0.939, a normal $r^2$ = 0.991. When all of these results are considered, this QSRR-CoMFA analysis appears to be a very useful tool for the preliminary prediction on the chromatographic behaviors of drugs with an amine moiety inside chiral CBH columns.

유한 요소 해석을 이용한 Tetra Chiral Honeycomb 구조의 등가 물성치에 대한 연구 (Study on equivalent material property of Tetra Chiral Honeycomb structure using finite element method)

  • 박정훈
    • EDISON SW 활용 경진대회 논문집
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    • 제5회(2016년)
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    • pp.190-194
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    • 2016
  • 자연에서 안정적이고 경제성이 높은 구조로 벌집 구조가 많이 언급이 된다. 이러한 벌집 구조의 특징으로 인해 많은 공학자들이 그 구조를 모방하여 적용하고 있다. 벌집 구조에도 다양한 종류가 존재하지만 그 중 음의 푸아송 비(Poisson's ratio)를 갖는 Chiral Honeycomb 구조가 많이 연구되고 있다. 푸아송 비는 물질이나 구조의 고유한 물성치로 종, 횡 방향의 변형율로 나타내며 이 값으로 외부 조건으로부터의 변형을 예측 할 수 있게 된다. 흔히 푸아송 비는 양의 값을 가지지만 Chiral Honeycomb 구조는 음의 푸아송 비를 가져 기존의 구조와는 다른 기계적 성질을 가지게 된다. 이 논문에서는 Chiral Honeycomb 구조 중에서도 4개의 관절(ligament)를 가지는 Tetra Chiral Honeycomb 구조에 대해 EDISON용 CASADsovler 프로그램을 통해 유한 요소 해석을 수행하여 등가 물성치를 구해 보았으며 기존 실험의 값들과 비교를 통해 해석을 위해 필요한 적절한 대표 체적에 대해 확인해 보았다.

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Enantioseparation by Sonochromatography

  • Ryoo, Jae-Jeong;Song, Young-Ae;Jeong, Young Han;Hyun, Myung-Ho;Park, Jung-Hag;Lee, Won-jae
    • Bulletin of the Korean Chemical Society
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    • 제27권5호
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    • pp.637-641
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    • 2006
  • Although chiral separation has been one of the main topics of chromatographic practice for over twenty-five years, it still presents many difficulties. In this work, the ultrasonic dependence of chiral resolution was investigated at various temperatures to improve resolution and reduce analysis time. The chiral resolution was performed on recently commercialized two HPLC chiral stationary phases (CSP 1 and CSP 2) with the analogues of racemic N-acylnaphthylethylamines (1a-d) and racemic amino acid derivatives (2a-c, 3a-c) as analytes. The CSP 1 was prepared from a (R)-N-(3,5-dinitrobenzoyl)phenylglycinol and the CSP 2 was prepared from a (S)-N-3,5-(dinitrobenzoyl) leucine. From the comparison of the chromatographic results under sonic condition with those under non-sonic condition, we found that the ultrasound decreased the elution time in chiral chromatography at all temperatures and improved the enantioselectivity at high temperature (45, 50, 60 ${^{\circ}C}$).

Titanized or Zirconized Porous Silica Modified with a Cellulose Derivative as New Chiral Stationary Phases

  • Seo, You-Jin;Kang, Gyoung-Won;Park, Seong-Tae;Moon, Myeong-Hee;Park, Jung-Hag;Cheong, Won-Jo
    • Bulletin of the Korean Chemical Society
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    • 제28권6호
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    • pp.999-1004
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    • 2007
  • Spherical porous silica supports modified with titanium or zirconium alkoxides were prepared, and allyl groups were chemically attached to the titanized or zirconized silica supports, and the product was cross-polymerized with a double bond containing cellulose derivative to yield new CSPs (chiral stationary phases). Magic angle spinning 13C solid state NMR and elemental analysis were used to characterize the CSPs. The performances of the chiral stationary phases were examined in comparison with a conventional chiral stationary phase. Spherical porous silica particles modified with 3,5-dimethylphenylcarbamate of cellulose were prepared and used as the conventional chiral stationary phase. Chromatographic data were collected for a few pairs of enantionmers in heptane/2-propanol mixed solvents of various compositions with the three chiral columns and the results were comparatively studied. The separation performance of the chrial phase made of the titanized silica was better than the others, and the separation performance of the chiral phase of the zirconized silica was comparable to that of the conventional chiral phase. The superiority of titanized silica over bare or zirconized silica in chiral separation seemed to be owing to the better yield of crosslinking (monitored by increase of carbon load) for titanized silica than for the others.

Power Reflection and Transmission Coefficients for Meander-Line Polarizers with a Chiral Slab

  • Delihacioglu, Kemal;Uckun, Savas
    • ETRI Journal
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    • 제25권1호
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    • pp.41-48
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    • 2003
  • This paper presents a theoretical investigation of power reflection and transmission coefficients for a meander-line polarizer placed periodically on a chiral slab. It is assumed that a linearly polarized transverse magnetic wave is incident on a chiral slab from the air region. In the analysis, we derive the electric and magnetic fields in the modal form in the air and chiral regions. We obtain power reflection and transmission coefficients in a straightforward manner after matching the tangential components of the electric and magnetic fields at the boundaries. We present numerical results for the power reflection and transmission coefficients versus frequency and incident angle for different values of the chirality admittance. A meander-line polarizer placed on a dielectric slab can convert a linearly polarized wave to a circularly polarized wave. The design parameters for a meander-line polarizer are the dimensions of the meander-line and the values of the dielectric slab. Replacing a dielectric slab with a chiral slab introduces a new independent parameter which controls the wave polarization.

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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.

키랄 크로마토그래피와 NMR 분광법에 의한 N-acetyl-1-naphthylethylamine의 광학순도 측정 (1Determination of optical purity of N-acetyl-1-naphthylethylamine by chiral chromatography and NMR spectroscopy)

  • 정영한;류재정
    • 분석과학
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    • 제23권1호
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    • pp.97-101
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    • 2010
  • (R)-N-3,5-dinitrobenzoyl (DNB) phenylglycinol로 부터 만들어진 키랄 선택제가 라세미 Nacylnaphthylalkylamines의 분리에 HPLC 키랄 정지상으로 이용된 바 있다. 본 연구에서는 (R)-phenylglycinol 유도체 키랄 선택제를 이용하여 키랄 크로마토그래피와 NMR 분광법에 의한 광학순도를 측정하였다. NMR과 HPLC 실험결과를 참값과 비교하여 각 광학순도 측정값의 정확도와 정밀도를 계산하였다. NMR 방법의 오차는 +2.2%, 평균 RSD는 4.54% 이었고, HPLC 방법의 오차는 -3.5%, 평균 상대표준편차는 3.23% 이었다.

Enantiomeric Profiling Analysis of NSAIDs by Capillary Electrophoresis Using TM $\beta$-Cyclodextrin as the Chiral Selector

  • Kim, Ji-Young;La, Sookie;Kim, Jung-Han;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.400.1-400.1
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    • 2002
  • Because of the differences in 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. An efficient capillary electrophoretic (CE) profiling method was developed for the enantioseparation of NSAIDs. Capillary electrophoretic conditions were optimized using TM$\beta$-cyclodextrin as the chiral selectors under MES buffer. (omitted)

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대기 환경 중 키랄 유기염소계 농약의 분포 특성 (Distribution Profile of Chiral Organochlorine Pesticides in Ambient Air)

  • 최종우;김금희;황승률;이규승
    • 한국환경농학회지
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    • 제31권3호
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    • pp.255-263
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    • 2012
  • BACKGROUND: The analysis for the concentration and enantiomeric ratio of OCPs have been performed to confirm the distribution and to emonstrate the pollution characteristics of chiral OCPs in ambient air. METHODS AND RESULTS: In ambient air at coastal and inland sites, concentrations and enantiomer fractions (EFs) of heptachlor (HEPT), eptachlor epoxide (HEPX), trans-chlordane (TC), cis-chlordane (CC), xychlordane (OXY), 2,4'-DDT, 2,4'-DDD with HRGC/HRMS were investigated to understand source and distribution of chiral organochlorine pesticides (OCPs) in ambient air. The mean concentrations of OCPs in ambient air were at the range of 0.027(heptachlor)~1.279 (4,4'-DDT) pg/m3 and 0.0005 (heptachlor)~0.1043 ng/g d.w. (TC), respectively. The mean EFs of OCPs in ambient air were at the range of 0.73 (HEPX)~0.45 (CC). Both preferential depletions of (+) and (-) enantiomer were observed for CC, indicated by EFs either <0.5 or >0.5, while preferential depletions of (-) enantiomer which mean EFs <0.5 were observed for chiral OCPs except TC and MC-5. CONCLUSION: OCPs in ambient air have been distributed from soil, but some of them such as chlordane, DDT etc. might have been introduced by long-range atmospheric transport, considering EFs by chiral analysis and trajectory analysis.