• 한국응용과학기술학회지
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• 제31권3호
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• pp.367-374
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• 2014

In this study, skin permeation enhancement was confirmed by designing it to have a structure and composition similarity to the intercellular lipids that improve miscibility with skin by cross-linked lipids poloxamer. The cross-linked lipids poloxamer was synthesized and analyzed by 1H NMR that structure dose had conjugated pluronic with ceramide3. Active component is released by modification of liquid crystal structure because PPO part, large-scale molecule block of pluronic, has hydrophobic nature at skin temperature of $35^{\circ}C$. Conjugated pluronic with ceramide3 was synthesized using Pluronic F127 and p-NPC (4-nitrophenyl chloroformate) at room temperature yielded 89%. Pluronic(Ceramide 3-conjugated Pluronic) was synthesized by reaction of p-NP-Pluronic with Ceramide3 and DMAP. The yield was 51%. This cross-linked lipids poloxamer was blended and dissolved at isotropic state with skin surface lipids, phospholipid, ceramide, cholesterol and anhydrous additive solvent. Next step was preceded by ${\alpha}$-Transition at low temperature for making the structure of Meso-Phase Lamella, and non-hydrous skin analogue liquid crystal using thermo-sensitivity smart sensor, lamellar liquid crystal structure through aging time. For confirmation of conjugation thermo-sensitivity smart sensor and non-hydrous skin analogue liquid crystal, structural observation and stability test were performed using XRD(Xray Diffraction), DSC(Differential Scanning Calorimetry), PM (Polarized Microscope) And C-SEM (Cryo-Scanning Electron Microscope). Thermo-sensitivity observation by Franz cell revealed that synthesized smart sensor shown skin permeation effect over 75% than normal liquid crystal. Furthermore, normal non-hydrous skin analogue liquid crystal that not applied smart sensor shown similar results below $35^{\circ}C$ of skin temperature, but its effects has increased more than 30% above $35^{\circ}C$.

• 한국식품영양과학회지
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• 제27권5호
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• pp.813-820
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• 1998

This study was performed as a part of comparative biochemical studies of carotenoid pigment for the fresh water fish. Carotenoids in integument of Korean dark sleeper, Odontobutis platycephala, and dark sleeper, Odontobutis odontobutis interrupta, which are all the Korean native fresh water fish, were separated by thin layer chromatography, column chromatography and HPLC. The separated carotenoid were then reduced and isomerized by NaBH4 and I2 respectively to investigate UV-Vis spectrophotometeric patterns and chracterized by IR, 1H-NMR and Mass spectrum. The content of total carotenoids in the integument of Korean dark sleeper was 3.01mg% in April, but it was increased to 3.74mg% in September at the near of spawning period. The carotenoid isolated in April consisted of $\beta$-carotene(25.6%), lutein(18.5%) and zeaxanthin(12.0%) as major carotenoids and also contained isocryptoxanthin, diatoxanthin, tunaxanthin, cynthiaxanthin, canthaxanthin and $\alpha$-cryptoxanthin as minor carotenoids. Similarly, in September the carotenoid consisted of $\beta$-carotene(16.5%), zeaxanthin(13.7%) and cynthiaxanthin(13.6%) as major carotenoids and also contained lutein, isocryptoxanthin, tunaxanthin, $\alpha$-cryptoxanthin, diatoxanthin and canthaxanthin as minor carotenoids. At the near of spawning period, the content of cynthiaxanthin and $\alpha$-cryptoxanthin were increased. The content of total carotenoids in the integument of spawning period. T도 carotenoid isolated in April and September consisted of $\beta$-carotene(24.9%, 27.5%), zeaxanthin(14.4%, 20.9%) and lutein(12.6%, 11.4%) as major carotenoids and also contained cynthiaxanthin, tunaxanthin, diatoxanthin, isocryptoxanthin, $\alpha$-cryp-toxanthin and canthaxanthin as minor carotenoids. At the near of spawning period, the content of zeaxanthin was increased, indicating that the carotenoid composition were dependent upon their living conditions and their integument colors. Both Korean dark sleeper and dark sleeper contained high amount of cynthiaxanthin and diatoxanthin which are found as rare carotenoids in the other of fresh water fish. It is interes that they also contained tunaxanthin which is a specific carotenoid in marine fishes.

• Bulletin of the Korean Chemical Society
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• 제18권11호
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• pp.1166-1172
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• 1997

[FeⅢ(BLPA)DBC]BPh4, a new functional model for the catechol dioxygenases, has been synthesized, where BLPA is bis((6-methyl-2-pyridyl)methyl)(2-pyridylmethyl)amine and DBC is 3,5-di-tert-butylcatecholate dianion. The BLPA complex has a structural feature that iron center has a six-coordinate geometry with N4O2 donor set. It exhibits EPR signals at g=5.5 and 8.0 which are typical values for the high-spin FeⅢ (S=5/2) complex with axial symmetry. The BLPA complex reacts with O2 within a few hours to afford intradiol cleavage (75%) and extradiol cleavage (15%) products which is very unique result of all [Fe(L)DBC] complexes studied. The iron-catecholate interaction of BLPA complex is significantly stronger, resulting in the enhanced covalency of the metal-catecholate bonds and low energy catecholate to FeⅢ charge transfer bands at 583 and 962 nm in CH3CN. The enhanced covalency is also reflected by the isotropic shifts exhibited by the DBC protons, which indicate increased semiquinone character. The greater semiquinone character in the BLPA complex correlates well with its high reactivity towards O2. Kinetic studies of the reaction of the BLPA complex with 1 atm O2 in CH3OH and CH2Cl2 under pseudo-first order conditions show that the BLPA complex reacts with O2 much slower than the TPA complex, where TPA is tris(2-pyridylmethyl)amine. It is presumably due to the steric effect of the methyl substituent on the pyridine ring. Nevertheless, both the high specificity and the fast kinetics can be rationalized on the basis of its low energy catecholate to FeⅢ charge transfer bands and large isotropic NMR shifts for the BLPA protons. These results provide insight into the nature of the oxygenation mechanism of the catechol dioxygenases.

• 한방안이비인후피부과학회지
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• 제16권1호
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• pp.94-99
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• 2003

Objectives : Gram-positive bacteria have became increasing resistant to antibacterial agents, and hence multi-drug-resistant bacterial pathogens are now a major problem in clinical medicine. There is, therefore, a need for new antibacterial agents. In the course of our screening program for potent antibacterial agent from medicinal plants, the extract of Salvia miltiorrhiza (S. miltiorrhiza) showed antibacterial activity against methcillin resistant Staphylococcus aureus (MRSA) and antibiotic-resistant S. aureus. Methods : S. miltiorrhiza was extracted with 80$\%$ EtOH. The extract was suspended in H2O and fractionated successively with hexane chloroform, ethyl acetate, and n-buthanol. The chloroform fraction, which showed the highest antibacterial activity(MICs, 78㎍/ml) against MRSA, was chromatographed on a silica gel column and recycling prep-LC to give the pure antibacterial component. Results and Conclusions : The second fraction among the chloroform soluble portion of an aqueous EtOH extract of S. miltiorrhiza root showed outstanding antibacterial activity against MRSA and antibiotic-resistant S. aureus compared to the other fraction. An active compound was isolated from the second fraction using silica gel column chromatoraphy and recycling prep-LC. Based on these data together with the IH-, 13C-NMR, mass and mp, the active compounds were identified tanshinone Ⅰ, dehydrotanshinone Ⅰ and cryptotanshinone. Among tanshinones, cryptotanshinone and dihydrotanshinone Ⅰ MICs against MRSA and antibiotics-resistant S. aureus were 12.5, 12.5 and 6.3㎍/ml, respectively.

• 약학회지
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• 제29권2호
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• pp.62-69
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• 1985

The isomeric intermediates, $3{\alpha}$and $3{\beta}-amino-5{\alpha}-cholestane required for the synthesis of N-nitrosoureas, N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\alpha}-amino-5{\alpha}$-cholestane (9), N-methyl-N-nitrosocarbamoyl-3${\alpha}-amino-5{\alpha}-cholestane$ (10), N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$: (7), and N-methyl-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$ (8) were obtained through the $LiAlH_{4}$ reduction of $5{\alpha}$-cholestan-3-one oxime, followed by the chromatographic separation: the assignment of the stereochemistry of both isomers were based on the shape and chemical shift of $C_{3}$-proton resonances on their NMR spectra and on the elution mobility on the TLC. The urea intermediates, N-(2-chloroethyl) carbamoyl-3.alpha.-amino-5.alpha.-cholestane (13), N-methylcarbamoyl-$3{\alpha}-amino-5{\alpha}-cholestane$ (14), N-(2-chloroethyl) carbamoyl-$3{\beta}-amino-5{\alpha}-cholestane (11) and N-methyl-$3{\beta}-amino-5{\alpha}$-cholestane (12) were prepared by the treatment of each isomers ($3{\alpha}$-amino-and $3{\beta}-amino-5{\alpha}$-cholestane) with alkyl isocyanates in anhydrous $CHCl_{3}$, and the corresponding nitrosoureas, 7-10 were obtained by the nitrosation of the ureas, 11-14, with AcOH (or HCOOH)/$NaNO_{2}$ in ice-cold condition. The inhibitory activity of the nitrosoureas, 7-10, and their intermediates, 12-14 towards the growth of L1210 murine leukemia cells, were examined. Among them, the compounds 9 and 10 exhibited high activity having $ED_{50}$ to be 5.5g/ml and 6.1g/ml, respectively.

• Journal of Microbiology and Biotechnology
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• 제33권12호
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• pp.1606-1614
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• 2023

Biochemical gut metabolism of dietary bioactive compounds is of great significance in elucidating health-related issues at the molecular level. In this study, a human gut bacterium cleaving C-C glycosidic bond was screened from puerarin conversion to daidzein, and a new, gram-positive C-glycoside-deglycosylating strain, Dorea sp. MRG-IFC3, was isolated from human fecal sample under anaerobic conditions. Though MRG-IFC3 biotransformed isoflavone C-glycoside, it could not metabolize other C-glycosides, such as vitexin, bergenin, and aloin. As evident from the production of the corresponding aglycons from various 7-O-glucosides, MRG-IFC3 strain also showed 7-O-glycoside cleavage activity; however, flavone 3-O-glucoside icariside II was not metabolized. In addition, for mechanism study, C-glycosyl bond cleavage of puerarin by MRG-IFC3 strain was performed in D₂O GAM medium. The complete deuterium enrichment on C-8 position of daidzein was confirmed by ¹H NMR spectroscopy, and the result clearly proved for the first time that daidzein is produced from puerarin. Two possible reaction intermediates, the quinoids and 8-dehydrodaidzein anion, were proposed for the production of daidzein-8d. These results will provide the basis for the mechanism study of stable C-glycosidic bond cleavage at the molecular level.

• 대한화학회지
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• 제37권6호
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• pp.612-617
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• 1993

VC$l_3$과 N, P, O 주개 리간드를 반응시켜 새로운 바나듐(Ⅲ) 착물을 합성하였으며 원소분석과 적외선, 핵자기 공명 및 전자 흡수스펙트럼 등을 이용하여 그 특성을 조사하였다. 사용한 리간드는 3,5-Lutidine, 1,2-phenylenediamine, 8-hydroxyquinoline, 9,10-phenanthrenequinone, triphenylphosphine, 1,2-bis(diphenylphosphino)ethane, 1,3-bis(diphenylphosphino)propane 과 1,1'-bis(diphenylphosphino)ferrocene이다. 합성된 착물의 V-Cl 신축진동이 298~367 c$m^{-1}$에서 나타나므로 팔면체 구조로 추정된다. V-X(X=N, P, O) 신축진동이 200~600 cm-1에서 각각 관측되므로 바나듐에 리간드가 배위도니 것을 알 수 있다. Acetonitile의 C≡N 신축진동은 자유리간드(2260 cm-1)보다 약 70 c$m^{-1}$ 증가한 위치에서 나타나며, 또한 C≡N 굽힘진동도 자유리간드(377 c$m^{-1}$)보다 약 60 c$m^{-1}$ 증가한 위치에서 나타난다. 이러한 결과에 따라 [VC$l_3$(L$_2$)MeCN] 및 [VC$l_3$(L-L)MeCN]와 같은 팔면체 구조의 바나듐(Ⅲ) 착물임을 알 수 있었다.

• 공업화학
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• 제22권2호
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• pp.196-202
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• 2011

폴리올 에스테르 등의 에스테르 윤활제는 생분해성 및 윤활성능이 우수하여 금속가공유 및 유압작동유등의 윤활기유로 많이 사용되고 있다. 본 연구에서는 윤활성 향상제로 사용하기 위하여 알킬 무수 숙신산과 여러 가지 지방 알콜과의 축합반응을 행하여 알킬 숙시네이트 유도체를 합성하였다. 합성된 알킬 숙시네이트 유도체의 구조는 $^1H-NMR$ 및 FT-IR 스펙트럼으로 분석하였으며 GC 크로마토그램을 통하여 화합물의 순도를 확인하였다. 또한, 합성 유도체의 기본물성으로 점도특성, 굴절률, 전산가, 유동점 등을 측정하였으며 응용물성으로 윤활특성을 SRV 시험기와 4-ball 마모 시험기로 마찰계수(COF) 및 마모흔 직경(SRV WSD 및 4-ball WSD)을 측정하여 평가하였다. 기본물성 평가결과, 점도 특성, 굴절률 및 유동점은 알킬 숙시네이트 유도체에 함유된 알킬기의 탄소수가 증가할수록 높아졌으며 전산가는 0.2~4 mgKOH/g를 나타내어 금속가공유 및 유압작동유의 윤활제로 사용가능함을 알 수 있었다. 윤활성능 평가 결과, SRV WSD 0.391~0.689 mm, SRV COF 값은 0.110~0.138, 4-ball WSD 값은 0.49~0.55 mm를 나타내어 에스테르의 구조에 따라 차이를 나타내었다. 특히, SRV 시험에서 비교물질로 사용된 폴리올 에스테르인 TMPTO와 윤활성능을 비교하였을 때 SRV WSD 결과, 알킬기에 따라 다른 차이를 나타냈지만 비교물질에 비해 비교적 우수한 값으로, SRV COF 결과, 알킬기에 대한 영향을 받지 않고 비교물질에 비해 약간 떨어지는 값을 나타내었다.

• 대한화학회지
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• 제36권6호
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• pp.872-878
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• 1992

VCl3${\cdot}$3MeCN과 리간드를 반응시켜 새로운 바나듐(III) 착물을 합성하였으며 원소분석과 적외선, 핵자기 공명 및 전자 흡수스펙트럼 등을 이용하여 그 특성을 조사하였다. 사용한 리간드는 3,5-lutidine(lutd), 8-hydroxyquinoline(oxine), 1,2-phenylenediamine(phda), ethylenediamine(en), and sym-diphenylethylenediamine(dpen)이다. lutidine 착물의 V-Cl 신축진동이 418$cm^{-1}$에서 나타나고, 다른 착물들(oxine, phda, en, dpen)은 337∼347 $cm^{-1}$에서 나타난다. 이러한 사실로 전자의 착물은 삼각 이중뿔 구조이며 후자의 착물들은 팔면체 구조로 추정된다. oxine과 phda 착물에서 acetonitrile의 C${\equiv}$N 신축진동은 자유 리간드(2260$cm^{-1}$) 보다 약 70$cm^{-1}$ 증가한 위치에서 나타나며, 또한 C${\equiv}$N 굽힘진동도 자유 리간드(377$cm^{-1}$)보다 약 60$cm^{-1}$ 증가한 위치에서 나타난다. 이러한 결과에 따라 [$VCl_3(lutd)_2$], [$VCl(oxine)_2$MeCN]$Cl_2$, [$VCl(phda)_2$MeCN]$Cl_2$, [$VCl_2(en)_2$]Cl, [$VCl_2(dpen)_2$]Cl와 같은 바나듐(III) 착물임을 알 수 있었다.

• Journal of Applied Biological Chemistry
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• 제58권2호
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• pp.153-155
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• 2015

뽕나무(Morus alba L.) 뿌리껍질을 실온에서 80% MeOH 수용액으로 추출하고 이 추출물을 EtOAC, n-BuOH, 그리고 $H_2O$ 분획으로 나누었다. EtOAc 및 n-BuOH 분획에 대하여 silica gel, ODS 및 Sephadex LH-20 column chromatography를 반복 실시하여 4종의 phenolic 화합물을 분리, 정제하였다. NMR, IR, 및 EI/MS 등을 해석하여, norartocarpanone (1), 2',4',7-trihydroxy-(2S)-flavanone (2), methyl-${\beta}$-resorcylate (3), 그리고 (Z)-oxyresveratrol-4-O-${\beta}$-$\small{D}$-glucopyranoside (4)로 각각 구조동정하였다. 화합물 (Z)-oxyresveratrol-4-O-${\beta}$-$\small{D}$-glucopyranoside (4)는 상백피로부터는 이번 실험에서 처음으로 분리되었다.