• Title/Summary/Keyword: Trifluoroacetic acid

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Quantitative Determination of Bioactive Compounds in Some Artemisia capillaris by High-Performance Liquid Chromatography

  • Kim, Sang-Won;Kim, Hyeong-Woo;Woo, Mi-Hee;Lee, Jae-Hyun;Choi, Jae-Sue;Min, Byung-Sun
    • Natural Product Sciences
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    • v.16 no.4
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    • pp.233-238
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    • 2010
  • In order to facilitate the quality control of Artemisia capillaris, a simple, accurate and reliable HPLC method was developed for the simultaneous determination of the six bioactive compounds: scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-Orobinobioside (5), and scoparone (6), which were selected as the chemical markers of A. capillaris. Separation was achieved on an Agilent Eclipse XDB-C18 column with a gradient solvent system of 0.1% trifluoroacetic acid aqueous-acetonitrile at a flow-rate of 1.0 mL/min and detected at 254 nm. All six calibration curves showed good linearity ($R^2$ > 0.998). A simple reversed phase HPLC method was developed for extracting pharmacologically active compounds scopolin, chlorogenic acid, 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside, hyperoside, isorhamnetin 3-O-robinobioside, and scoparone from A. capillaris using a binary gradient of acetonitrile : 0.1% trifluoroacetic acid with UV detection at 254 nm. The scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-O-robinobioside (5), and scoparone (6) contents of the herb of A. capillaris collected from fifteen district markets in Korea were 0.00~0.90 mg/g, 0.06~7.29 mg/g, 0.06~0.91 mg/g, 0.07~5.05 mg/g, 0.42~13.11 mg/g, and 1.11~29.82 mg/g, respectively. The results demonstrated that this method is simple and reliable for the quality control of A. capillaris.

Structural Characterization of Branched Polyesters Using TOF-SIMS Combined with Transesterification

  • Lee, Yeonhee;Seunghee Han;Yoon, Jung-Hyeon;Hyuneui Lim;Moojin Suh
    • Proceedings of the Korean Vacuum Society Conference
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    • 1999.07a
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    • pp.203-203
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    • 1999
  • Mass spectrometry technique provides the molecular weight distribution, data on the sequence of repeat units, polymer additives, and impurities, and structural information. time-of-Flight secondary Ion Mass Spectrometry (TOF-SIMS) has been used for structural characterization of various polymers1-2. the masses of repeat units and terminal groups and molecular weight distributions of polymers have been determined from their TOF-SIMS spectra. TOF-SMIS provides good sensitivity and structural specificity for high mass ions so that intact oligomers and large polymer fragments are observed. In this study, we investigated the detailed structural information on the oligomers and fragment ions of branched poly(1,3-butylene adipate) and branched poly[di(ethylene glycol) adipate] and the transesterification products of branched polyesters with trifluoroacetic acid or chloro difluoroacetic acid. Branched polyesters were chosen because they are important polymers but difficult to characterize; thus branched polyesters provide challanging test for TOF-SIMS. TOF-SIMS spectra of polyesters are obtained from thin polymer films cast from solution on a silver substrate. A good solvent for a polumer solution disrupts intermolecular forces between polymer chains but leaves the polumer intact. Transesterification reactions are potentially useful for characterization of high molecular weight and intractable polyesters. Transesterification products of polyesters and trifluoroacetic acid or an integral number of polyester repeat units and an additional diol. The progress of such reactions was monitored using peak intensities of reactants and products in TOF-SIMS spectra. The increasing abundance of tagged ions indicates that the reaction has progressed with time.

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Radical Additions of Arenethiols to Ynamides for the Selective Synthesis of N-[(Z)-2-(Arylsulfanyl)-1-alkenyl]amides

  • Sato, Akinori;Yorimitsu, Hideki;Oshima, Koichiro
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.570-576
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    • 2010
  • A variety of ynamides undergo highly regio- and stereoselective radical addition of arenethiols with the aid of triethylborane as a radical initiator. The products, N-[(Z)-2-arylsulfanyl-1-alkenyl]amides, can be reduced with triethylsilane in trifluoroacetic acid to yield N-[2-(arylsulfanyl)alkyl]amides.

Molecular Composite of Cellulose Triacetate and Polyester (I) - Solution Property- (셀루로오즈 트리아세테이트와 폴리에스테르의 분자복합체(I) -용액 성질-)

  • Hong, Young-Keun
    • Textile Coloration and Finishing
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    • v.3 no.4
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    • pp.17-21
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    • 1991
  • A rigid polymer, cellulose triacetate (CTA) dissolved in a combination of trifluoroacetic acid (TFA) and methylene chloride (MC) solution are liguid crystalline above a certain concentration. A flexible polymer, polyethylene terephthalate (PET) also dissolves in TFA/MC, but does not form liguid crystal phase. Ternary solutions, CTA/PET/TFA-MC which CTA and PET were mixed in a same solvent TFA/MC (6/4 : v/v) showed phase separation and mesophase formation.

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Determination of Mono- and Oligosaccharides Derivatized with p-Aminobenzoic Ethyl Ester by Reverse Phase HPLC

  • Kwon, Hyokjoon;Kim, Joon
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.859-864
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    • 1995
  • Mono- and oligosaccharides are derivatized with p-aminobenzoic ethyl ester (ABEE), strongly absorbs UV light at 254 nm, in the presence of sodium cyanoborohydride. C18-bonded silica column is used for the separation of sugar-ABEE derivatives in an isocratic mode. RP-HPLC conditions are optimized by using ternary mixture as mobile phase and $45^{\circ}C$ as a column temperature. Sugar-ABEE derivatives are separated well within a short run time (ca. 25 min) by reverse-phase partition chromatographic mode. The ($1{\rightarrow}6$) linkage type of dihexose-ABEE derivatives has shorter retention time than ($1{\rightarrow}4$)-linkage type. After acid hydrolysis of glycoproteins with 2M trifluoroacetic acid, monosaccharide composition and contents are determined. This procedure is very useful for the simultaneous analysis of neutral and amino sugars in a single chromatographic step using RP-HPLC without reacetylation of deacetylated amino sugars, which are produced by acid hydrolysis.

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Convenient Synthesis of Difurylmethanes and Dithienylmethanes and Their Application to the Syntheses of Core-Modified Porphyrins

  • 조원섭;이창희
    • Bulletin of the Korean Chemical Society
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    • v.19 no.3
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    • pp.314-319
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    • 1998
  • One flask synthesis of dithienylmethane and difurylmethane is reported. The reaction of aldehydes with excess furan or thiophene affords the meso-phenyldithienylmethane (DTM) and meso-phenyldifurylmethane (DFM), respectively. The reaction is catalyzed with trifluoroacetic acid or with BF3·O(Et)2. An acyl group is selectively introduced in 1 and 9 position of difurylmethane and dithienylmethane by use of an acid chloride and tin (IV) chloride. The reduction of resulting 1,9-bisacyldifurylmethane or 1,9-bisacyldithienylmethane affords the corresponding 1,9-bis-diol. An acid catalyzed condensation of diol with meso-phenyldipyrromethane followed by oxidation with DDQ gives the porphyrins. The reaction resulted meso-5,10,15,20-tetraphenyl-21,22-dithiaporphyrin (SSNN) or 15-mesityl-5,10,20-triphenyl-21,22-dioxaporphyrin (OONN), respectively. The formation of small amount of meso-tetraphenylporphyrin (TPPH2) is also observed. The formation of TPP indicates that meso-phenyldipyrromethane is reversibly cleaved and form pyrrole and pyrrylbenzylcarbocation during the condensation. The proton nmr and electronic spectrum of the SSNN and OONN porphyrins are somewhat different from the previously synthesized meso-5,10,15,20-tetraphenyl-21,23-dithiaporphyrin (SNSN) or meso-5,10,15,20-tetraphenyl-21,23-dioxaporphyrin (ONON).

The Electrochemical Characteristics of 9-methyl-2,3,6,7-tetramethoxyfluorene in CH3CN and CH2Cl2/TFA/TFAn-solvent Mixture (CH3CN과 CH2Cl2/TFA/TFAn-혼합용매계에서의 9-methyl-2,3,6,7-tetramethoxyfluorene의 전기화학적 특성)

  • Kim, Duk-Hyun;Kim, Su-Jin
    • Applied Chemistry for Engineering
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    • v.10 no.2
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    • pp.196-200
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    • 1999
  • The electrochemical properties of 9-methyl-2,3,6,7-tetramethoxyfluorene have been investigated by cyclic voltammetry in acetonitrile, dichloromethane, trifluoroacetic acid (TFA) and trifluoroacetic acid anhydride (TFAn). The first charge transfer for the compound in $CH_3CN$ appeared to be a quasi-reversible one-electron step. The second oxidation step from cation to dication was irreversible. However, the oxdition of the compound in a mixture of solvents containing $CH_2Cl_2$, TFA and TFAn was reversible for both the first and second charge transfer reactions. Since the electrolytic products display a darkblue color and can be stabilized in the solvent mixture, they may be used as an electrochromic material.

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Phytochemical Analysis of the Phenolic Fat-Suppressing Substances in the Leaves of Lactuca raddeana in 3T3-L1 Adipocytes

  • Nugroho, Agung;Choi, Jae Sue;An, Hyo-Jin;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.21 no.1
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    • pp.42-48
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    • 2015
  • Lactuca raddeana (Compositae) is used to treat obesity and complications due to diabetes. The five phenolic compounds including chlorogenic acid, chicoric acid, luteolin 7-O-glucoside, luteolin 7-O-glucuronide, luteolin were qualitatively identified by LC-ESI-MS analysis. The contents were quantitatively determined by HPLC, under the condition of a Capcell Pak C18 column ($5{\mu}m$, $250mm{\times}4.6mm\;i.d.$) and a gradient elution of 0.05% trifluoroacetic acid (TFA) and 0.05% TFA in $MeOH-H_2O$ (60 : 40). The contents of chicoric acid (100.99 mg/g extract) and luteolin 7-O-glucoside (101. 69 mg/g extract) were high, while those of other three phenolic substances were very low. The 3T3-L1 adipocyte cells treated with chicoric acid and luteolin 7-O-glucuronide significantly suppressed the accumulation of fat, suggesting they are effective against obesity. Since high level of peroxynitrite (ONOO) causes cardiovascular disease in obese patients, its scavenging activity was also studied.

Mechanical Reinforcement of Electrospun Poly(L-lactic acid)(PLLA) Nanofibers with Chitin (키틴을 이용한 폴리(L-젖산)(Poly(L-lactic acid)(PLLA)) 전기방사 나노섬유의 기계적 보강)

  • Moon, Hyunwoo;Choy, Seunghwan;Hwang, Dong Soo
    • Journal of Marine Bioscience and Biotechnology
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    • v.11 no.2
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    • pp.36-41
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    • 2019
  • This study was conducted to analyze the difference in mechanically improved properties by distinguishing α-chitin and β-chitin for Poly(L-lactic acid)(PLLA). First, dissolution of chitins was established by mixing polar solvents hexafluoroisopropanol (HFIP) and trifluoroacetic acid (TFA) in appropriate proportions. Under these conditions, the dissolved chitin was used for electrospinning with other polymers. The electrospun nanofibers of the PLLA and chitins were successfully produced. Compared to the pristine state, when chitin was added to PLLA, the tensile strength increased 1.41 times (α-chitin), by 1.61 times (β- chitin), respectively. Based on this, it was confirmed that α- and β- chitin could be strategically used for different polymers. The results also suggest that chitin can be applied to various fields as good reinforcing material as well as electrospinning.

Effect of Mobile Phase Additive on Enantiomer Resolution for Chiral Amines on Polysaccharide-derived Chiral Stationary Phases by High Performance Liquid Chromatography (고성능 액체크로마토그래피의 다당유도체를 기초로 한 키랄 고정상에서 이동상 첨가제가 키랄 아민의 광학분리에 미치는 영향)

  • Paik, Man-Jeong;Yoon, Hye-Ran;Lee, Wonjae
    • KSBB Journal
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    • v.29 no.3
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    • pp.205-209
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    • 2014
  • Chromatographic enantiomer resolution of chiral amines was performed on several covalently immobilized and coated chiral stationary phases (CSPs) based on polysaccharide derivatives under the mobile phase conditions containing base or acid or acid/base additive. The chromatographic parameters including separation factors and capacity factors were greatly influenced by the nature of the mobile phase containing base or acid or salt additive as well as the used CSPs. When 0.05% triethylamine/0.05% trifluoroacetic acid as an additive in the mobile phase was used on all CSPs in this study, the greatest enantiomer resolution was observed except for Chiralpak AD. Also, it was shown that the change of base additive into acid or salt in the mobile phase may directly affect chiral recognition mechanisms between the chiral selectors and analytes occurring during enantiomer separation, resulting in the change of elution orders.