• Title/Summary/Keyword: Carboxylic Acid

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Lupane Derivatives-I: Synthesis and Cytotoxic Activity (루판 유도체의 합성 및 세포독성-I)

  • You, Young-Jae;Kim, Yong;Ahn, Byung-Zun
    • YAKHAK HOEJI
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    • v.46 no.5
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    • pp.295-300
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    • 2002
  • To observe the structure-activity relationship of lupane derivatives both on cytotoxic and antiangiogenic activity, twelve lupane derivatives were prepared; their antiangiogenic and cytotoxic activities were evaluated. Among them, four compounds were more cytotoxic than betulinic acid. Carboxylic acid at C28 seemed to be essential for cytotoxic activity. But, a selective cytotoxicity toward SK-MEL-2 was not observed. As for antiangiogenic activity, none of the compounds except lupeol showed antiangiogenic activity at 30 $\mu\textrm{g}$/mL.

Effect of hydrophobic domain on proton conductivity of sulfonated polyimide membranes (술폰화 폴리이미드 막의 수소이온 전도도에 대한 소수성 영역의 효과)

  • Lee, Chang-Hyun;Sohn, Joon-Yong;Park, Ho-Bum;Lee, Young-Moo
    • Proceedings of the Membrane Society of Korea Conference
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    • 2004.05b
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    • pp.61-64
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    • 2004
  • The proton transport through proton exchange membranes is controlled by the distribution of hydrated structure connected with negative-charged fixed ions such as phosphonic acid, carboxylic acid and sulfonic acid, or water molecules within the membrane.(omitted)

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New Fused Quinoxalines : Synthesis and Reactions of Pyrimidothienoquinoxaline and Oxadizolylthienoquinoxalines

  • Moustafa, Osama S.;Badr, Mahmoud Z.A.;El-Emary, Talaat I.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.4
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    • pp.567-570
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    • 2002
  • Diazotization of 3-amino-2-ethoxycarbonylthieno[2,3-b]quinoxaline 1 gave the diazonium salt 2 which was reacted with SO2 and N-methylaniline to give sulfamoylquinoxaline derivatives 3-5. Imidazothienoquinoxaline 8 was obtained from the reaction of carboxylic acid hydrazide 6 with nitrous acid and followed by boilling the carboazide 7 in dry xylene. Also, compound 6 react with CH(OEt)3 to give aminopyrimidine 9 which was reacted with arylidene malonodinitrile, furfural and/or dimethoxy-tetrahydrofuran to afford compounds 10, 11 and/or 12 respectively. Refluxing of 6 with CS2 gave oxadiazolylthienoquinoxaline 13, reaction of 13 with hyrazine hydrate, CH(OEt)3, nitrous acid, CS2 and a-halocompounds to give 14-19.

Two-Dimensional Raman Correlation Spectroscopy Study of the Pathway for the Thermal Imidization of Poly(amic acid)

  • Han Yu, Keun-Ok;Yoo, Yang-Hyun;Rhee, John-Moon;Lee, Myong-Hoon;Yu, Soo-Chang
    • Bulletin of the Korean Chemical Society
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    • v.24 no.3
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    • pp.357-362
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    • 2003
  • The pathway producing imide ring closure during the thermal imidization of poly(amic acid) (PAA) was investigated in detail using a new analytical method, two-dimensional (2D) Raman correlation spectroscopy. The signs of the cross peaks in synchronous spectra provided evidence of the thermal imidization of PAA into PI as the heating temperature increased. The signs of the cross peaks in asynchronous spectra suggested that the imide-related modes changed prior to the amide or carboxylic mode, which indicates that cyclization occurred before the amide proton was abstracted.

Four-Component Preparation of Disubstituted 1,3,4-Oxadiazoles from (N-isocyanimino)triphenylphosphorane, Phenylacetylenecarboxylic Acid, Biacetyl and Primary Amines

  • Ramazani, Ali;Abdian, Behnaz;Nasrabadi, Fatemeh Zeinali;Shajari, Nahid;Ranjdoost, Zahra
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3701-3705
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    • 2012
  • A simple method has been developed for four-component synthesis of disubstituted 1,3,4-oxadiazoles using (N-isocyanimino)triphenylphosphorane, a primary amine, a carboxylic acid and biacetyl in $CH_2Cl_2$ by the Ugi-4CR/aza-Wittig sequence at room temperature in excellent yields.

Analysis of Phenolic Components in Korean Red Ginseng by GC/MS (홍삼 페놀성 성분의 GC/MS분석)

  • Wee, Jae-Joon;Heo, Jeong-Nam;Kim, Man-Wook
    • Journal of Ginseng Research
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    • v.20 no.3
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    • pp.284-290
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    • 1996
  • To Identify phenolic components known to exist in Korean ginseng (Panax ginseng C.A. Meyer) by GC/MS, three derivatization methods were employed for their analyses. First, phenolic components in ether soluble acidic fraction prepared from Korean red ginseng powder were taimethylsilylated. Secondly, phenolic acids in the same fraction were esterified with diazomethane followed by trlmethylsilylation. Thirdly, acidic components in ginseng powder were extracted and esterified concurrently by methanolic sulfuric acid, followed by fractionation of phenolic components with Silica Sep-Paka and trimethylsilylatlon. All phenolic components found in ginseng except gen tisic acid were identified by retention times and mass spectrums of standards. Besides, 5 phenolic components including salicyl alcohol and 1-H-indole-2-carboxylic acid were first identified from Korea an red ginseng by GC/MS.

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Drug Release from Ph-sensitive Interpenetrating Polymer Net-works Hydrogel Based on Poly(ethylene glycol) Macromer and Poly (acrylic acid)Prepared by UV Cured Method

  • Kim, In-Sook;Kim, Sung-Ho;Cho, Chong-Su
    • Archives of Pharmacal Research
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    • v.19 no.1
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    • pp.18-22
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    • 1996
  • Acrylate-terminated poly (ethylene glycol) (PEG) macromer was prepared by the reaction of PEG with acryloyl chloride. Photopolymerization of PEG macromer resulted in the formation of cross-linked PEG network. Interpenetrating polymer networks (IPNs) based on PEG and poly(acrylic acid) (PAA) was obtained via template polymerization of AA to the PEG network by UV curing. The swelling degree of the IPNs hydrogel increased with an increase of pH value due to the association-dissociation between carboxylic acid of PAA and either of PEG through hydrogen bounding. The swelling-deswelling behavior proceeded reversibly for the IPNs upon changing pH. Release of indomethacin from the IPNs demonstrated "on-off" regulation with pH fluctuation.

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Convenient Synthesies of Carboxylic Esters and Thiol Esters Using Acid Chlorides and Zinc Chloride

  • Kim, Sung-Gak;Lee, Won-Jae;Lee, Jae-ln
    • Bulletin of the Korean Chemical Society
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    • v.5 no.5
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    • pp.187-190
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    • 1984
  • Reaction of acid chlorides with primary alcohols, secondary alcohols, and aryl alcohols in the presence of a catalytic amount of zinc chloride gave the corresponding esters in high yields, whereas the reaction with tertiary alcohols failed to give the esters due to the fast solvolytic reactions of tertiary alcohols with hydrogen chloride generated from the reaction. The use of molecular sieves as a scavenger for hydrogen chloride was found to be moderately effective in the reaction of mesitoyl chloride with tertiary alcohols. Reaction of acid chlorides with thiols in the presence of zinc chloride in acetonitrile proceeded cleanly, yielding the corresponding thiol esters in high yields.

Synthesis of a squaric acid-derived molecular probe for near-infrared fluorescence and photoacoustic imaging

  • Jung Eun Park;Yong Dae Park;Jongho Jeon
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.6 no.2
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    • pp.177-181
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    • 2020
  • Dual-modality imaging strategy using near-infrared fluorescence (FLI) and photoacoustic imaging (PAI) demands a suitable probe to enable dual-modular signal production. Herein, we demonstrate a synthetic protocol of small molecular dye for dual-modular FLI and PAI. A condensation reaction between squaric acid and carboxypentyl benzoindolium, and followed by basic hydrolysis to give the benzoindole derived squaraine (BSQ) dye in 49% yield. Next, the carboxylic acid group of BSQ was further functionalized with N-hydroxysuccinimide or azide group for an efficient conjugation with a targeting biomolecule. BSQ showed a maximum fluorescent emission at around 680 nm and the photoacoustic signal reached a maximum intensity at 680-700 nm. Based on these results, we conclude that BSQ analogs will be useful probes for dual-modular (FLI/PAI) imaging studies in animal models.