• 제목/요약/키워드: racemate

검색결과 29건 처리시간 0.028초

Development of economic preparative method of (S)-(+)-enantiomer of arylpropionic acids

  • Lee, Jae;Shin, Dae;Seo, Sang;Kang, Jong-Seong;Kim, Kyeong
    • 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.395.1-395.1
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    • 2002
  • Many of the chiral NSAIDs are marketed as racemates. There is an increasing interest in developing the enantiomerically pure forms of the NSAIDs because the anti-inflammatory activity of NSAIDs have previously been shown to be largely sterospecific for the (S)-(+)-enantiomer. Therefore, simple and economic preparative method to identify the (S)-(+)-enantiomer of NSAIDs (aryl propionic acids) as diastereomeric solvation complex was developed using several chiral solvating agents by recrystallization of racemate and solvent fractionation. (omitted)

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Frontal Analysis와 Pulse Input Method를 이용한 Loxoprofen의 등온흡착식 결정 (Determination of Loxoprofen Adsorption Isotherms by Frontal Analysis and Pulse Input Method)

  • 이은;박준섭;김인호
    • KSBB Journal
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    • 제21권5호
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    • pp.371-375
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    • 2006
  • 본 실험의 목적은 frontal analysis(FA)와 pluse input method(PIM) 방법으로 흡착분리공정에 있어서 중요한 전 단계의 하나인 등온흡착식을 결정하는데 있다. FA를 수행하기에 앞서 대상물질이었던 loxoprofen의 용해도를 측정하여 hexane/ethanol=95/5일 때 시료의 농도를 $0.2{\sim}3mg/ml$로 결정하고, pH조정을 위한 acetic acid는 0.5%로 결정하였다. 이동상의 주성분인 hexane의 조성이 증가함에 따라 용해도는 감소하였지만 분리도는 증가하는 경향을 확인하였다. 이런 용해도와 분리도 사이의 trade-off 또한 흡착분리과정에서의 조작변수가 될 수 있음을 의미한다. FA로 구한 이성분계 등온흡착식은 $$C_{S,re}=\frac{5.282C_{M,re}}{1+0.1412C_{M,re}+0.2139C_{M,ex}}$$, $$C_{S,ex}=\frac{6.413C_{M,ex}}{1+0.2139C_{M,ex}+0.1412C_{M,re}}$$로 결정하였고, PIM으로 구한 이성분계 등온흡착식은 $$C_{S,re}=\frac{5.245C_{M,re}}{1+0.1667C_{M,re}+0.2054C_{M,ex}}$$, $$C_{S,ex}=\frac{6.061C_{M,ex}}{1+0.2054C_{M,ex}+0.1667C_{M,re}}$$로 결정 하였다.

광학이성질체 의약품의 안전성과 유효성 측면에서 의약품 허가신청 자료에 대한 비교연구 (Investigation of New Drug Submission Documents for the Safety and Efficacy Evaluation of Stereoisomeric Drugs)

  • 김광준;최인;이범규;문홍섭;한효경;최은주;이원재
    • 통합자연과학논문집
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    • 제4권4호
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    • pp.315-322
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    • 2011
  • This study was performed to investigate the current regulatory guidances of safety and efficacy evaluation for the approval of stereoisomeric drugs in Korea and US. According to the regulatory guidelines in major countries (EU, Canada, US), the important categories for the development of stereoisomeric drugs are classified as 1) development of a single enantiomer as a new active substances 2) development of a racemate as a new active substance 3) development of a new single enantiomer from an approved racemate. For this study, domestic regulatory documents for current guidelines of stereoisomeric drugs were investigated. Also four typical stereoisomeric drugs for three categories were chosen to investigate the new drug submission documents of KFDA and FDA for the safety and efficacy evaluation of stereoisomeric drugs. It is expected that these comparative results between KFDA and FDA will be useful for the safety and efficacy for the regulatory approval of stereoisomeric drugs in Korea.

UV 중합에 의한 이성질체 분리막 제조와 특성 (The Preparation of Chiral Separation Membranes by UV Polymerization and its Properties)

  • 장은정;홍주희;허광범;김민;김병식
    • 공업화학
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    • 제19권3호
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    • pp.287-294
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    • 2008
  • 본 연구에서는 서로 상반되는 생리 활성을 나타내는 거울상 이성질체를 분리하기 위해 UV 중합법에 의해 이성질체를 인식할 수 있는 분자 인식형 고분자(molecularly imprinted polymers; MIPs) 분리막 제조와 그 분리막을 이용한 이성질체의 분리 선택성에 관한 연구를 수행하였다. 폴리카보네이트(polycarbonate; PC) 막은 기공(pore) 내벽에 작은 spot의 형태로 중합되었고 양성(anodisc; AD) 막은 기공 내벽이 아닌 표면(surface) 부분에 500~700 nm 정도의 필름(film) 형태로 중합되었다. 한편, 제조된 MIPs 분리막들의 L-트립토판(tryptophane; Trp) 이성질체 용액을 이용한 분리 선택도 비교 결과, 기능성 단량체인 메타아크릴산(methacrylic acid; MAA)에 대하여 가교제인 에틸렌 글리콜 디메타아킬레이트(ethylene glycol dimethacrylate; EGDMA) 90% 이상, 분자제인 메탄올(methanol; MeOH)이 30% 이하 첨가되어 필름 형태로 중합된 AD MIPs 분리막이 3.5의 우수한 선택도를 가졌다.

Synthesis of solid enantioselective macromer of trimesic acid for the enantiomeric separation of chiral alcohols

  • Ingole, Pravin G.;Bajaj, Hari C.;Singh, Kripal
    • Advances in materials Research
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    • 제2권1호
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    • pp.51-64
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    • 2013
  • Enantioselective macromer of trimesic acid was prepared using S(-) menthol with trimesoyl chloride on polyimide (PI) ultrafiltration membrane. The chemical composition of macromer as well as polyimide ultrafiltration membrane was determined by ATR-FTIR Spectroscopy. The optical resolution of chiral alcohols was performed in pressure driven process. The effect of monomer solutions concentration, effect of air-drying time of S(-) menthol solution, effect of reaction time, effect of operating pressure, effect of feed concentration of racemate on the performance of macromer was studied. The synthesised material exhibits separation of chiral alcohols (menthol ~23% and sobrelol ~21%).

SMB 크로마토그래피를 이용한 loxoprofen racemate의 분리

  • 윤태호;김인호
    • 한국생물공학회:학술대회논문집
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    • 한국생물공학회 2003년도 생물공학의 동향(XIII)
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    • pp.549-553
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    • 2003
  • TMB 크로마토그래피의 물질수지식으로부터 SMB 크로마토그래피의 디자인 파라미터들을 계산할 수 있으며, 이를 이용하여 6 칼럼 SMB 크로마토그래피 장치를 디자인하였다. SMB 크로마토그래피 장치는 4개의 multi position rotary valve를 사용하여 연속적으로 각 칼럼으로의 유로를 제어할 수 있으며, 효율적인 SMB 크로마토그래피 장치를 구현할 수 있다. 또한 회분식 실험으로부터 얻어진 $m_2,$ $m_3$ diagram으로부터 SMB 크로마토그래피의 조작에 필요한 파라미터들을 계산할 수 있었다.

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Cyclosophoraose as a Novel Chiral Stationary Phase for Enantioseparation

  • JUNG, YUN-JUNG;LEE, SANG-HOO;PAIK, SEUNG-R.;JUNG, SEUN-HO
    • Journal of Microbiology and Biotechnology
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    • 제14권6호
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    • pp.1338-1342
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    • 2004
  • Cyclosophoraoses (Cys), cyclic ${\beta}-(1{\rightarrow}2)-D-glucans$ produced by Rhizobium meliloti 2011, were used as a novel chiral stationary phase for the enantiomeric separation. A novel Cys stationary phase, chemically immobilized onto porous silica via aminopropyltrimethoxysilane as a molecular linker, showed good separation for each racemate of bupivacain (separation factor, $\alpha$=1.3), propranolol ($\alpha$=1.3), and fenoprofen ($\alpha$=2.9), respectively, under the mobile phase of water: methanol (80:20, v/v) at a constant flow rate of 0.9 ml/min at pH7.

형태학적으로 고정된 뉴클레오사이드 주요중간체의 Enantioselective 합성법 탐색 (An Approach to the Enantioselective Synthesis of the Crucial Intermediate of Conformationally Locked Nucleosides)

  • 김순애;김학성
    • 약학회지
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    • 제54권6호
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    • pp.474-480
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    • 2010
  • Conformationally locked nucleosides are important in searching selective agonists and antagonists for P2Y receptors. There were two previous synthetic works of the crucial intermediate, cyclopentenyl alcohol (3), which had some inefficiency like using too strong dianionic base and synthesis of racemate. Here we describes a facile synthesis of the intermediate using Sharpless epoxidation and the opening of epoxide ring using zinc, followed by Grubb's metathesis as key steps. The intermediate was converted to the southern bicyclo[3.2.0]heptane for confirming its usefulness.

ENANTIOSELECTIVE DISPOSITION OF LANSOPRAZOLE IN EXTENSIVE AND POOR METABOLIZERS OF CYP2C19.

  • Kim, Kyung-Ah;Shon, Ji-Hong;Park, Ji-Young;Yun, Doo-Hee;Shin, Jae-Gook
    • 한국독성학회:학술대회논문집
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    • 한국독성학회 2001년도 International Symposium on Dietary and Medicinal Antimutgens and Anticarcinogens
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    • pp.197-197
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    • 2001
  • The effect of CYP2C19 genetic polymorphism on the disposition of lansoprazole enantiomers was determined in order to evaluate the contribution of CYP2Cl9 in the stereoselective metabolism of lansoprazole. After single oral dose of 30mg lansoprazole racemate in 6 subjects with CYP2C19 PM genotype and 6 with EM genotype, the plasma concentrations of R-enantimers were consistently higher than those of S-enantiomer in boty EM and PM subjects.(omitted)

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Enantioselective Hydrolysis of Racemic Styrene Oxide by Epoxide Hydrolase of Rhodosporidium kratochvilovae SYU-08

  • Lee, Ji-Won;Lee, Eun-Jung;Yoo, Seung-Sik;Park, Sung-Hoon;Kim, Hee-Sook;Lee, Eun-Yeol
    • Biotechnology and Bioprocess Engineering:BBE
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    • 제8권5호
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    • pp.306-308
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    • 2003
  • Enantioselective hydrolysis for the production of chiral styrene oxide was investigated using the epoxide hydrolase activity of a newly isolated Rhodosporidium kratochvilovae SYU-08. The effects of reaction parameters - buffer type, pH, temperature, initial substrate concentrations, phenyl-1,2-ethanediol concentrations on hydrolysis rate, and enantioselectivity - were analyzed. Optically active (S)-styrene oxide with an enantiomeric excess higher than 99 % was obtained from its racemate. with a yield of 38 % (theoretically 50% maximum yield) from an initial concentration of 80 mM.