• Journal of Pharmaceutical Investigation
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• 제25권4호
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• pp.323-330
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• 1995

Ceftezole pivaloyloxymethyl ester(CFZ-PV) was synthesized to improve oral absorption and bioavailability of parent drug by esterification of ceftezole(CFZ) with chloromethyl pivalate. The successful synthesis of CFZ-PV was conformed by spectroscopic analysis. Partition coefficient studies showed that CFZ-PV is more lipophillic than CFZ. The pharmacokinetic characteristics of CFZ-PV and CFZ were compared following oral administrations of these compounds to rabbits. The amount of CFZ in plasma was determined with an HPLC method. The ester compound (prodrug) was not detected in plasma following oral administration of CFZ-PV, and although CFZ-PV had not microbiological activity in vitro, the plasma taken after oral administration of CFZ-PV had microbiological activity. From above observations, it was noted that CFZ-PV is rapidly hydrolyzed to CFZ in the body. And the oral absorption of CFZ-PV was increased by yielding 2-fold bioavailability rather than CFZ. Therefore, CFZ-PV could be a novel prodrug of CFZ which can improve the oral bioavailability of CFZ.

• Bulletin of the Korean Chemical Society
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• 제32권1호
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• pp.169-174
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• 2011

The synthesis of new pyrazolyl and cyclopropyl derivatives of purpurin-18 methyl ester and purpurin-18-N-butylimide 1a, 1b, 2a, 2b and 8 is described. The new compounds were characterized by NMR, UV-vis spectroscopy and mass spectrometry. UV-vis spectra of the new compounds showed long wavelength absorption of ranges 692 - 708 nm ($\lambda_{max}$). Photodynamic effects of the chlorin derivatives 1a, 1b, 2a and 2b were investigated by WST-1 assay in A549 cells, and showed good photodynamic activities with high photocytotoxicity and low cytotoxicity in the dark. In comparison between pyrazolyl and cyclopropyl derivatives, purpurin-18 methyl ester compounds 1a and 1b showed comparable photocytotoxicity result of the cell viabilities, otherwise, pyrazolyl derivative of purpurin-18-N-butylimide 2a showed better cell viabilities than those of cyclopropyl derivative 2b. And cyclopropyl derivative of purpurin-18-N-butylimide 2b showed higher dark cytotoxicity than that of others.

• 약학회지
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• 제33권4호
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• pp.219-225
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• 1989

2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-(2'-methylthio)ethyl ester methyl iodide salt (7a) was hydrolyzed by treatment with NaOH in aquous EtOH solution to give 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid mono methyl ester (2b) in 88% yield. By the same procedure, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridinine-3,5-dicarboxylic acid 3-mono isopropyl ester (2c), 2,6-dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2d), 2,6-dimethyl-4-(2',3'-dichlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2e) and 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridin-3,5-dicarboxylic acid (2f) were obtained from the methyl iodide salts in 91-98% yield.

• Food Science and Biotechnology
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• 제14권3호
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• pp.368-370
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• 2005

Citronellyl valerate was synthesized by a lipase from a Rhizopus sp strain isolated and the lipase produced, at UNICAMP, Brazil. Direct esterification was performed in a solvent-free medium to produce the flavor ester. Response surface methodology was used to optimize the process with respect to the substrate molar ratio and lipase concentration. The results show that the synthesis of citronellyl valerate can be carried out in a solvent-free medium, the maximum ester conversion rate achieved being 91.5% after 48 hours of reaction time.

• Archives of Pharmacal Research
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• 제13권3호
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• pp.240-245
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• 1990

Asymmetric 2, 6-dimethyl-4-aryl-1, 4-dihydropyridine-3, 5-dicarboxylate with [N-(3, 4-methylenedioxybenzyl)-N-methyl] aminoethyl group as the ester moiety and related 1, 4-dihydropyridine derivatives were prepared and tested for the effects on vascular smooth muscles. 2-6-dimethyl-4-(3'-nitrophenyl)1-4-dihydropyridine-3, 5-dicarboxylic acid 3-[N-(3', 4-methylenedioxybenzyl-N-methyl] aminoethyl ester 5-methyl ester (11) and 2, 6-dimethyl-4-(3'-nitrophenyl)-1, 4-dihydropyridine-3, 5-icarboxylic acid 3-[N-2', 3'-methylenedioxybenzyl)-N-methyl] aminoethyl ester 5-ethyl ester (150 showed potent vasodilating activities $IC_{50}$($10_{-8}M$) was 2, 6 and 2.7 for 11 and 15, compared with 3.5 for nicardipine.

• 공업화학
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• 제16권5호
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• pp.705-711
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• 2005

프로테아제인 subtilisin A를 이용하여 유기 용매 안에서 당에스테르인 라우르산부틸에스테르를 합성하였다. 높은 수율을 얻을 수 있기 때문에 유기 용매로는 피리딘이 주로 사용되었으나 냄새가 심하여 식품과 의약품에 사용되는 당에스테르를 합성하는 데에는 적합하지 않다. 그러므로 이를 대체할 유기 용매를 선정하기 위하여 여러 유기 용매 안에서 당에스테르를 효소 합성하였으나 피리딘에 미치지 못하였다. 이에 피리딘을 근거로 하는 W/O 마이크로에멀젼을 만들어 당에스테르를 합성하였는데, Tween 60, Brij 56, 1-O-octyl-${\beta}$-D-glucopyranose과 같은 비이온 계면활성제를 사용하였을 때 수율이 우수하였다.

• Korean Chemical Engineering Research
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• 제50권6호
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• pp.1064-1067
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• 2012

최근 저가의 풍부한 재생 가능 천연자원인 식물성 오일에 대한 관심이 증가되고 있다. 식물성 오일은 친환경적인 생분해성 고분자 물질들의 원료로서 사용될 수 있다. 본 연구에서는 acrylated epoxidized soybean oil (AESO)과 2-aminoethanol의 중합 반응에 의해 poly(${\beta}$-amino ester)를 합성하였다. AESO와 2-aminoethanol의 몰비를 변화시켜 다양한 비율의 고분자 필름을 제조하였다. FT-IR을 이용하여 poly(${\beta}$-amino ester) 내의 C-N 결합의 생성을 확인하였으며, 98% 이상의 겔함량으로부터 가교 고분자 네트웍이 합성되었음을 확인하였다. 고분자 필름의 인장강도와 신장률은 각각 0.3~1.3 MPa, 32~55%였다. 고분자 필름은 lipase 효소가 첨가된 pH 7.2 완충용액에서 35일 경과 후 2~7%의 질량감소를 보였다.

• 한국고분자학회:학술대회논문집
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• 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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• pp.333-333
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• 2006

We synthesized two novel polynorbornene derivatives, chiral poly(norbornene acid methyl ester) (C-PNME) and racemic poly(norbornene acid n-butyl ester) (R-PNME), which are potential low dielectric constant materials for applications in advanced microelectronic and display devices. Thin films of these polymers deposited on substrates were investigated by structural analyses using synchrotron grazing incidence X-ray scattering, specular reflectivity and ellipsometry. These analyses provided important information on the structure, electron density gradient across film thickness, chain orientation, refractive index and thermal expansion of the polymers in substrate-supported thin films. The structural characteristics and properties of the thin films were first dependent on the polymer chain' tacticity and further influenced by film thickness and thermal annealing.

• 한국응용과학기술학회지
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• 제6권1호
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• pp.51-57
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• 1989

A series of four sodium ${\alpha}-sulfo$ fatty vinyl ester oligomers including sodium ${\alpha}-sulfo$ lauric acid vinyl ester oligomer, sodium ${\alpha}-sulfo$ myristic acid vinyl ester oligomer, sodium ${\alpha}-sulfo$ palmitic acid vinyl ester oligomer and sodium ${\alpha}-sulfo$ stearic acid vinyl ester oligomer were examined for surface activities such as surface tension, foaming power, foam stability, emulsifying power, dispersion effect, solubilization of orange OT. The critical micelle concentration(CMC) was also evaluated. Consequently, these sodium ${\alpha}-sulfo$ fatty acid vinyl ester oligomers were shown to have a good cohesive power and dispersion effect.

• 한국산학기술학회:학술대회논문집
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• 한국산학기술학회 2000년도 춘계학술대회
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• pp.63-63
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• 2000