• 공업화학
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• 제18권6호
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• pp.562-567
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• 2007

키랄성 에폭사이드는 키랄중간체나 여러 출발물질로서 다양하게 이용되기 때문에 입체선택적인 합성방법은 학술적으로나 산업적인 관점에서 대단히 흥미롭다. 본 연구에서는 염화탈륨(III) 및 염화철(III)을 함유한 고분자형의 키랄성 코발트 살렌 촉매를 새로이 합성하고 그 특성을 평가하였다. 합성한 촉매는 여러 종류의 라세믹 에폭사이드 유도체의 가수분해의 속도차에 의한 비대칭 고리열림반응과 페놀 친핵체에 한 에폭사이드 산소 고리 열림반응에 적용하여 그 활성과 선택성을 조사하였다. 합성이 용이한 고분자구조의 살렌착체 촉매는 물과 페놀류를 친핵체로 하는 라세믹 에폭사이드의 고리 열림을 통하여 98% ee 이상을 나타낼 정도의 매우 높은 광학선택성을 보였다. 본 연구에서 적용한 촉매시스템은 키랄 에폭사이드, 1,2-디올 중간체 및 아릴옥시알코올 유도체의 제조에 매우 효과적이었다

• Bulletin of the Korean Chemical Society
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• 제27권11호
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• pp.1747-1751
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• 2006

The dinuclear tetraazadiphenol macrocyclic nickel(II) complexes [$Ni_2$([20]-DCHDC)]$Cl_2$ (I), [$Ni_2$([20]-DCHDC)]$(ClO_4)_2{\cdot}2CH_3CN $ (II(b)) and [$Ni_2$([20]-DCHDC)$(NCS)_2$] (III) {$H_2$[20]-DCHDC = 14,29-dimethyl-3,10,18,25-tetraazapentacyclo-[25,3,1,$0^{4,9}$,$1^{12,16}$,$0^{19,24}$]ditriacontane-2,10,12,14,16(32),17,27(31), 28,30-decane-31,32-diol} have been synthesized by self-assembly and characterized by elemental analyses, conductances, FT-IR and FAB-MS spectra, and single crystal X-ray diffraction. The crystal structure of II(b) is determined. It crystallizes in the monoclinic space group P2(1)/c. The coordination geometries around Ni(II) ions in I and II(b) are identical and square planes. In complex III each Ni(II) ion is coordinated to $N_2O_2$ plane from the macrocycle and N atoms of NCS- ions occupying the axial positions, forming a square pyramidal geometry. The nonbonded Ni…Ni intermetallic separation in the complex II(b) is 2.8078(10) $\AA$. The FAB mass spectra of I, II and III display major fragments at m/z 635.1, 699.4 and 662.4 corresponding to [$Ni_2$([20]-DCHDC)(Cl + 2H)]$^+$, [$Ni_2$([20]-DCHDC)$(ClO_4\;+\;2H)]^+$ and [$Ni_2$([20]-DCHDC)(NCS) + 6H]$^+$, respectively.

• Bulletin of the Korean Chemical Society
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• 제10권4호
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• pp.382-388
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• 1989

The approximate rates and stoichiometry of the reaction of excess potassium tri-sec-butylborohydride ($K_s-Bu_3BH$) with selected organic compounds containing representative functional groups were determined under the standard conditions (0$^{\circ}C$, THF) in order to define the characteristics of the reagent for selective reductions. Primary alcohols evolve hydrogen in 1 h, but secondary and tertiary alcohols and amines are inert to this reagent. On the other hand, phenols and thiols evolve hydrogen rapidly. Aldehydes and ketones are reduced rapidly and quantitatively to the corresponding alcohols. Reduction of norcamphor gives 99.3% endo- and 0.7% exo-isomer of norboneols. The reagent rapidly reduces cinnamaldehyde to the cinamyl alcohol stage and shows no further uptake of hydride. p-Benzoquinone takes up one hydride rapidly with 0.32 equiv hydrogen evolution and anthraquinone is cleanly reduced to the 9,10-dihydoxyanthracene stage. Carboxylic acids liberate hydrogen rapidly and quantitatively, however further reduction does not occur. Anhydrides utilize 2 equiv of hydride and acyl chlorides are reduced to the corresponding alcohols rapidly. Lactones are reduced to the diol stage rapidly, whereas esters are reduced moderately (3-6 h). Terminal epoxides are rapidly reduced to the more substituted alcohols, but internal epoxides are reduced slowly. Primary and tertiary amides are inert to this reagent and nitriles are reduced very slowly. 1-Nitropropane evolves hydrogen rapidly without reduction and nitrobenzene is reduced to the azoxybenzene stage, whereas azobenzene and azoxybenzene are inert. Cyclohexanone oxime evolves hydrogen without reduction. Phenyl isocyanate utilizes 1 equiv of hydride to proceed to formanilide stage. Pyridine and quinoline are reduced slowly, however pyridine N-oxide takes up 1.5 equiv of hydride in 1 hr. Disulfides are rapidly reduced to the thiol stage, whereas sulfide, sulfoxide, sulfonic acid and sulfone are practically inert to this reagent. Primary alkyl bromide and iodide are reduced rapidly, but primary alkyl chloride, cyclohexyl bromide and cyclohexyl tosylate are reduced slowly.

• 통합자연과학논문집
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• 제14권3호
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• pp.99-106
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• 2021

A mixture of alcohol and water is commonly used as antifreeze, liquor, and the fundamental solvents for the manufacture of cosmetics, pharmaceuticals, and inks in our daily life. Since various properties of alcohol water mixtures such as density, boiling or melting point, viscosity, and dielectric constant are determined by their mixing ratio, it is very important to know the mixing ratio to predict their properties. One of simple method to find the mixing ratio is measuring the density of the mixtures. However, it is not easy to predict the mixing ratio from the density of the mixtures because the relationship between mixing ratio and density has not been established well. The relationship is dependent on the relative sizes of solute and solvent molecules, and their interactions. Recently, an empirical model to predict the density of glycerol water mixture from their mixing ratio has been introduced. The suggested model is simple but quite accurate for glycerol water mixture. In this article, we investigated the applicability of this model to different alcohol water mixtures. Densities for six different alcohol water mixtures containing various alcohols (e.g., ethylene glycol, 1,3-propane diol, propylene glycol, methanol, ethanol, and 1-propanol) were simulated and compared to experimentally measured ones to investigate the applicability of the model proposed for glycerol water mixtures to other alcohol water mixtures. The model predicted the actual density of all alcohol water mixtures tested in this article with high accuracy at various ratios. This model can probably be used to predict the mixing ratio of other alcohol water mixtures from their densities beyond 6 alcohols tested in this article from their densities.

• Journal of Microbiology and Biotechnology
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• 제29권2호
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• pp.191-199
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• 2019

We inoculated different combinations of three starter candidates, Bacillus licheniformis, Staphylococcus succinus, and Tetragenococcus halophilus, into sterilized soybeans to predict their contributions to volatile compound production through soybean fermentation. Simultaneously, we added NaCl to soybean cultures to evaluate its effect on the volatile compounds profile. Cells in soybean cultures (1.5% NaCl) nearly reached their maximum growth in a day of incubation, while cell growth was delayed by increasing NaCl concentrations in soybean cultures. The dominance of B. licheniformis and S. succinus in the mixed cultures of three starter candidates switched to T. halophilus as the NaCl concentration increased from 1.5% to 14% (w/w). Seventeen volatile compounds were detected from the control and starter candidate-inoculated soybean cultures with and without the addition of NaCl. Principal component analysis of these volatile compounds concluded that B. licheniformis and S. succinus made major contributions to producing a specific volatile compound profile from soybean cultures where both species exhibited good growth. 3-Hydroxybutan-2-one, butane-2,3-diol, and 2,3,5,6-tetramethylpyrazine are specific odor notes for B. licheniformis, and 3-methylbutyl acetate and 2-phenylethanol are specific for S. succinus. Octan-3-one and 3-methylbutan-1-ol were shown to be decisive volatile compounds for determining the involvement of S. succinus in the soybean culture containing 7% NaCl. 3-Methylbutyl acetate and 3-methylbutan-1-ol were also produced by T. halophilus during soybean fermentation at an appropriate level of NaCl. Although S. succinus and T. halophilus exhibited growth on the soybean cultures containing 14% NaCl, species-specific volatile compounds determining the directionality of the volatile compounds profile were not produced.

• Mycobiology
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• 제51권4호
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• pp.246-255
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• 2023

Genus Penicillium comprising the most important and extensively studied fungi has been well-known as a rich source of secondary metabolites. Our study aimed to analyze and investigate biological activities, including in vitro anti-cancer, anti-inflammatory and anti-diabetic properties, of metabolites from a marine-derived fungus belonging to P. levitum. The chemical compounds in the culture broth of P. levitum strain N33.2 were extracted with ethyl acetate. Followingly, chemical analysis of the extract leaded to the isolation of three ergostane-type steroid components, namely cerevisterol (1), ergosterol peroxide (2), and (3β,5α,22E)-ergosta-6,8(14),22-triene-3,5-diol (3). Among these, (3) was the most potent cytotoxic against human cancer cell lines Hep-G2, A549 and MCF-7 with IC₅₀ values of 2.89, 18.51, and 16.47 ㎍/mL, respectively, while the compound (1) showed no significant effect against tested cancer cells. Anti-inflammatory properties of purified compounds were evaluated based on NO-production in LPS-induced murine RAW264.7 macrophages. As a result, tested compounds performed diverse inhibitory effects on NO production by the macrophages, with the most significant inhibition rate of 81.37±1.35% at 25 ㎍/mL by the compound (2). Interestingly, compounds (2) and (3) exhibited inhibitory activities against pancreatic lipase and α-glucosidase enzymes in vitro assays. Our study brought out new data concerning the chemical properties and biological activities of isolated steroids from a P. levitum fungus.

• Journal of Ginseng Research
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• 제44권3호
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• pp.405-412
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• 2020

Background: Root rot is a serious destructive disease of Panax notoginseng, a famous cultivated araliaceous herb called Sanqi or Tianqi in Southwest China. Methods: The chemical substances of Sanqi rot roots were explored by chromatographic techniques. MS, 1D/2D-NMR, and single crystal X-ray diffraction were applied to determine the structures. Murine macrophage RAW264.7 and five human cancer cell lines were used separately for evaluating the antiinflammatory and cytotoxic activities. Results and Conclusion: Thirty dammarane-type triterpenes and saponins were isolated from the rot roots of P. notoginseng. Among them, seven triterpenes, namely, 20(S)-dammar-25-ene-24(S)-hydroperoxyl-3β,6α,12β,20-tetrol (1), 20(S)-dammar-3-oxo-23-ene-25-hydroperoxyl-6α,12β,20-triol (2), 20(S)-dammar-12-oxo-23-ene-25-hydroperoxyl-3β,6α,20-triol (3), 20(S)-dammar-3-oxo-23-ene-25-hydroperoxyl-12β,20-diol (4), 20(S),24(R)-epoxy-3,4-seco-dammar-25-hydroxy-12-one-3-oic acid (5), 20(S),24(R)-epoxy-3,4-seco-dammar-25-hydroxy-12-one-3-oic acid methyl ester (6), and 6α-hydroxy-22,23,24,25,26,27-hexanordammar-3,12,20-trione (7), are new compounds. In addition, 12 known ones (12-16 and 19-25) were reported in Sanqi for the first time. The new Compound 1 showed comparable antiinflammatory activity on inhibition of NO production to the positive control, whereas the known compounds 9, 12, 13, and 16 displayed moderate cytotoxicities against five human cancer cell lines. The results will provide scientific basis for understanding the chemical constituents of Sanqi rot roots and new candidates for searching antiinflammatory and antitumor agents.

• 대한화학회지
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• 제37권11호
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• pp.967-973
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• 1993

1,6-헥산디올과 1,7-헵탄디올과 같은 ${\alpha},{\omega}$-디올은 180$^{\circ}$C, 24시간, 촉매량의 루테늄 착물존재하에서 이차아민과 반응하여 좋은 수득율로 대응하는 생성물인 디아미노화합물이 얻어졌다. 디아미노화합물의 수득률은 ${\alpha},{\omega}$-디올과 이차아민의 몰비에 의해 영향을 받았으며, 또한 반응은 채택한 포스핀 배위자의 성질에의해 영향을 받았다. 한편으로 디옥산 용매내에서 루테늄-포스핀 촉매와 방향족 일차아민 및 1,2,6-헥산트리올을 180$^{\circ}$C, 3시간 반응시키면 선택적으로 1-치환-2-히드록시 과수소아제핀이 좋은 수득율로 주어졌다. 이 생성물의 선택적 합성은 두 개의 일차히드록시기가 보다 우선적으로 산화함을 보여주고 있다. 수득율은 방향족 아민의 파라-, 메타- 및 오르토 치환기의 순서에 따라 감소하였다.

• 한국식품과학회지
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• 제39권6호
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• pp.593-599
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• 2007

GC와 GC-MS를 사용하여 발효 6일차의 탁주 술덧의 휘발성 향기 성분을 분석한 결과 알코올 14종, 에스테르 13종, 유기산 5종, 알데하이드 3종, 아민 7종, 기타 2종으로 최대 44종이 검출되었다. S. coreanus구에서 44종으로 가장 많은 향기성분이 검출되었다. 모든 시험구에서 공통으로 검출된 성분은 ethanol, isobutyl alcohol, isoamyl alcohol, methyl pentanol, 1,3-butanediol, 3-methylthio-1-propanol, benzene ethanol의 알코올 7종과 ethyl lactate, diethyl butanoate, diethyl succinate의 에스테르 3종, acetic acid, isopentanoic acid, hexanoic acid의 유기산 3종, acetaldehyde의 알데하이드 1종, 1,3-cyclohexane diamine의 아민 1종 등 총 15종이었다. 휘발성 향기성분의 면적비율(peak area%)은 알코올(96.758-99.387%), 에스테르(0.081-0.968%), 유기산(0.040-0.640%), 알데하이드(0.266-0.959%), 아민(0.011-0.047%)으로 나타났다. Methylpentanol, 3-methylthio-1-propanol, benzeneethanol, isoamyl acetate, diethyl succinate, ethyl nonanoate, methyl hexadecanoate, ethyl stearate, hexadecanoic acid 성분은 특별히 S. coreanus구에서 타시험구에 비해 높은 함량을 나타냈고, 1-propanol, isobutyl alcohol 성분은 S. ellipsoideus구에서 isoamyl alcohol, 1-pentanol, dimethyl ketol 성분은 S. carlsbergensis구에서 1,3-butanediol, diethyl butanoate, phenylethyl formate 성분은 S. rouxii 구에서 높은 함량을 나타냈다. 외관, 향, 맛, 입안에서의 감촉, 뒷맛 그리고 전반적인 기호도에 대한 탁주 술덧의 관능검사 결과에서는 향과 전반적인 기호도를 제외한 모든 항목에서 시험구간의 유의적인 차이가 있었으며, S. coreanus구가 맛, 입안에서의 감촉, 뒷맛에서 S. rouxii는 외관에서 가장 높은 점수를 받았다.

• 폴리머
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• 제38권4호
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• pp.441-448
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• 2014

멜라민포스페이트(MP)가 분산된 폴리우레탄폼 복합체(MP-PUF)를 만들고, MP-PUF의 모폴로지, 독립기포율, 열전도율, 열분해온도 등을 분석하였다. MP-PUF는 MP가 분산된 폴리아디페이트디올(f=2), 폴리에테르-폴리올(f=4.6)과 PMDI(f=2.5)를 원료로 사용하고 발포제로 $H_2O$ 양을 변화시키며 제조하였다. 폴리우레탄폼의 MP 함량은 $1.43{\pm}0.30wt%$로 고정하였다. $H_2O$의 양이 증가할수록 순수한 폴리우레탄폼(PUF)의 열전도율은 낮아지고 MP-PUF의 열전도율은 커졌다. PUF와 MP-PUF의 열안정성은 $H_2O$ 양이 5 php에서 최대가 되었다가 그 이상에서는 낮아졌다. 특히, MP-PUF는 발포과정에 생성된 우레아기와 MP의 영향으로 열안정성이 크게 향상되어 MP-PUF의 잔량이 50%가 되는 온도가 $370{\sim}450^{\circ}C$, 잔량이 30%가 되는 온도는 $700^{\circ}C$ 이상으로 PUF에 비하여 각각 25, $70^{\circ}C$ 이상 높아졌다.