• Title/Summary/Keyword: Pyrrolidine

Search Result 108, Processing Time 0.034 seconds

Syntheses and Antibacterial Activities of New Quinolones Containing cis- or trans-3-Amino-4-methylthiomethylpyrrolidino Moiety (시스 또는 트란스-3-아미노-4-메틸티오메틸피롤리디닐기를 포함하는 퀴놀론 항균물질의 합성과 효능검색)

  • Lee, Jae-Wook;Lim, Gui-Taek
    • Journal of Life Science
    • /
    • v.13 no.6
    • /
    • pp.943-949
    • /
    • 2003
  • New quinolone derivatives of 7-(cis- or trans-3-amino-4-mehtylthiomethylpyrrolidinyl) quinolone-3-carboxylic acids were synthesized by condensation of 7-halo substituted quinolone-3-carboxylic acids with cis- or trans-3-amino-4-mehtylthiomethylpyrrolidine. Some of these compounds showed broad spectra of antibacterial activities against Gram-positive and Gram-negative organisms except Pseudomonas aeruginosa, and exhibited much stronger activity against MRSA.

Organic Precipitate Flotation of Trace Metallic Elements with Ammonium Pyrrolidinedithiocarbamate (II). Application of Solvent Sublation for Determination of Trace Cd, Co, Cu and Ni in Water Samples

  • 김영상;정용준;최희선
    • Bulletin of the Korean Chemical Society
    • /
    • v.19 no.1
    • /
    • pp.50-56
    • /
    • 1998
  • A solvent sublation was studied for the determination of trace Cd, Co, Cu and Ni in water samples. Ammonium pyrrolidine dithiocarbamate (APDC) was used as a complexing agent. Experimental conditions such as pH of solution, amounts of APDC, the type and amount of surfactant, the type of solvent, etc. were optimized for the effective sublation of analytes. After metal-PDC complexes were formed in sample solutions of pH 2.5, the precipitate-type complexes were floated in a flotation cell with an aid of sodium lauryl sulfate as a surfactant and by bubbling with nitrogen gas. The precipitates were dissolved and separated into the surface layer of methyl iso-butyl ketone (MIBK). The analytes preconcentrated were determined by a graphite furnace atomic absorption spectrophotometry (GF-AAS). Extractability of each element was 88% for Cd(Ⅱ), 86% for Co(Ⅱ), 95% for Cu(Ⅱ) and 76% for Ni(Ⅱ), respectively. And this procedure was applied to the analysis of real samples. From the recoveries of more than 92%, it was concluded that this method could be simple and applicable for the determination of trace elements in various water samples of a large volume.

Electronic Structures of a Macrocyclic Fulleropyrrolidine

  • 황선구;이종명;전일철
    • Bulletin of the Korean Chemical Society
    • /
    • v.17 no.12
    • /
    • pp.1112-1117
    • /
    • 1996
  • The electronic structures of twenty-seven isomers of a macrocyclic fulleropyrrolidine are investigated with semi-empirical extended Huckel (EH) molecular orbital method. The geometry of each isomer is determined by the molecular mechanics and dynamics methods based on UFF (universal force field) empirical force field. The calculated geometries, such as the carbon-carbon distances of the fullerene moiety, are in good agreement with those of related fullerene derivatives. The EH calculation shows that the formation of macrocyclic pyrrolidine ring on fullerene moiety results in the reduction of the HOMO-LUMO energy gap. From the graphical analysis of the DOS (density of states), PDOS (projected DOS), and MOOP (molecular orbital overlap population) curves, we can find that this reduction is due to splitting of the HOMO of fullerene moiety, which results from the symmetry-breaking and the distortion of the buckminsterfullerene framework from its ideal icosahedral structure.

[$(3aR^*,6aS^*)$-6a-Hydroxy-Asymmetric Synthesis of cyclopenta[b]pyrrole-3a-carboxylate and Determination of Its Stereostructure via NMR Spectrum ($(3aR^*,6aS^*)$-6a-Hydroxy-cyclopenta[b]pyrrole-3a-carboxylate의 부제합성 및 NMR 스텍트럼을 통한 입체구조의 결정)

  • Kwon, Soon-Kyoung;Park, Myoung-Suk;Seo, Won-Jun
    • YAKHAK HOEJI
    • /
    • v.38 no.5
    • /
    • pp.544-554
    • /
    • 1994
  • Pyrrolidine-2,3-dione derivative A was synthesized from oxalylation of chiral enamine Ba. The stereostructure of its major diastereomer $(A_{maj})$ was determined as octahydro-2,3-dioxo-6aS-hyd roxy-1-(1S-methoxycarbonyl-2-phenylethyl)-cyclopenta[b]pyrrole-3aR-carboxylic acid ethyl ester Aa by means of NMR spectrum. This result implied that the asymmetric carbon-carbon bond forming reaction occurred preferentially at the ${\beta}-face$ of Ba.

  • PDF

Synthetic $\beta$-Lactam Antibiotics VI. Antibacterial Activity of Some 7$\beta$[-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido]-3-(pyrrolidinium) methylcephalosporins

  • Lim, Dong-Yeol;Kim, Kyung-Bo;Yang, Woon-Yang;Park, Sang-Woo;Kim, You-Seung
    • Archives of Pharmacal Research
    • /
    • v.15 no.2
    • /
    • pp.187-189
    • /
    • 1992
  • In the preceding paper, we reported the synthessis and biological properties of cephalosporins having quinoliniumthiomethyls at the C-3 position and demonstrated that quinoliniumthiomethylcephalosporins exhibited an extended antibacterial spectrum including antipseudomonal activity, especially strong antiGram-positive activity. With the aim of elaboration to optimize the antibacterial potency of the quaternary ammonium cephalosporins, we have studied the modification of substituents in the pyrrolidine ring of cefepime 1 which is characterized by its potent activity.

  • PDF

Efficient Total Synthesis of (-)-Antofine by Using (R)-(E)-4-(tributylstannanyl)but-3- en-2-ol as a Chiral building block

  • Lee, Eun-Jung;Lee, Tae-Ho;Lee, Jaek-Wang;Kim, Sang-Hee
    • Proceedings of the PSK Conference
    • /
    • 2003.10b
    • /
    • pp.182.3-183
    • /
    • 2003
  • (-)-Antofine is phenanthroindolizidine alkaloid being isolated from Cynanchum vincetoxicum. It has powerful cytotoxicity toward drug-sensitive KB-3-1 and multidrug resistant KB-V1 cancer cell line. We have successfully accomplished stereoselective total synthesis by using palladium catalyzed Stille coupling of l0-bromomethyl-2,3 ,6-trimethoxy-phenanthrene and (R)-(E)-4-(tributylstannanyl)but-3-en-2-o1, Overmann rearrangement of imidate, and RCM(ring-closing metathesis) for construction of pyrrolidine.

  • PDF

First Total Synthesis of (-)-Antofine by Using Catalytic Phase Transfer Alkylation.

  • Lee, Jae-Kwang;Lee, Tae-Ho;Park, Hyeung-Geun;Kim, Deuk-Joon;Kim, Sang-Hee
    • Proceedings of the PSK Conference
    • /
    • 2003.10b
    • /
    • pp.183.3-183.3
    • /
    • 2003
  • Phenanthroindolizidine alkaloid, (-)-antofine has attracted attention because of its extremely potent inhibition of cancer cell growth (Its $IC_50$ values have the low nanomolar range). The frist asymmetric total synthesis of (-)-antofine is described. An important feature of this synthesis is the creation of a stereogenic center by enantioselective alkylation using the phase transfer catalyst (PTC) and ring-closing metathesis (RCM) for pyrrolidine ring construction. This synthesis is efficient to allow the asymmetric preparation of other naturally occurring phenanthroindolizidine and phenanthroquinolizidine alkaloid.

  • PDF

Tumor Necrosis Factor-Alpha $(TNF-{\alpha})$ Induces PTEN Expression in HL-60 Cells (백혈병세포에서 종양괴사인자에 의한 PTEN 발현증가)

  • Lee Seung-Ho;Park Chul-Hong;Kim Byeong-Su
    • Journal of Food Hygiene and Safety
    • /
    • v.21 no.3
    • /
    • pp.181-188
    • /
    • 2006
  • Tumor necrosis factor-alpha $(TNF-{\alpha})$ plays a variety of biological functions such as apoptosis, inflammation and immunity. PTEN also has various cellular function including cell growth, proliferation, migration and differentiation. Thus, possible relationships between two molecules are suggested. $(TNF-{\alpha})$has been known to downregulate PTEN via nuclear factor-kappa $B(NF-{\kappa}B)$ pathway in the human colon cell line, HT-29. However, here we show the opposite finding that $(TNF-{\alpha})$ upregulates PTEN via activation of $NF-{\kappa}B$ in HL-60 cells. $TNF-{\alpha}$ increased PTEN expression at HL-60 cells in a time- and dose-dependent manner, but the response was abolished by disruption of $NF-{\kappa}B$ with p65 anisense oligonucleotide or pyrrolidine dithiocarbamate (PDTC). We found that $TNF-{\alpha}$ activated the $NF-{\kappa}B$ pathways, evidenced by the translocation of p65 to the nucleus in $TNF-{\alpha}-treated$ cells. We conclude that $TNF-{\alpha}$ induces upregulation of PTEN expression through $NF-{\kappa}B$ activation in HL-60 cells.

The Crystal Structure of Nicotine Dihydroiodide (Nicotine Dihydroiodide의 結晶構造)

  • Koo, Chung-Hoe;Kim, Hoon-Sup
    • Journal of the Korean Chemical Society
    • /
    • v.9 no.3
    • /
    • pp.134-141
    • /
    • 1965
  • Crystals of nicotine dihydroiodide, are orthorhombic with space group $p2_12_12_1$.The unit cell of dimensions a=7.61, b=11.01, e=17.27${\AA}$, contains four formula units. The structure has been determined by X-ray diffraction method and has been refined to give the R-index, ${\sum}{\mid}{\mid}F_{\circ}{\mid}-{\mid}F_c{\mid}{\mid}{\div}{\sum}{\mid}F_{\circ}{\mid}$, of 0.16 and 0.14 for $F_{okl}\;and\;F_{hol}$ respectively.The mean lengths of C-C and C-N bonds in pyridine ring are 1.40 and $1.35{\AA}$ and those in pyrolidine ring 1.56 and $1.48{\AA}$ respectively, though accurate measurement of bond length has not been attempted. The six atoms in the pyridine ring are coplanar and on the other hand $C_6,\;C_7,\;C_8$ and $N_2$ atoms in pyrrolidine ring form a plane within accuracy of the analysis, and $C_9$ atom is distant $0.22{\AA}$ out of the plane consist of $C_6,\;C_7,\;C_8$ and $N_2$ aoms. The normals to the two planes form an angle of $94^{\circ}$ with each other. Iodine atom is distant $3.55{\AA}$ from nitrogen atom in pyridine ring and the other iodine atom $3.58{\AA}$ from nitrogen atom in pyrrolidine ring, so that the nitrogen and iodine atoms are firmly linked.It seems that the only forces binding nicotine dihydroiodide molecules together in the crystal are Van der Waals forces.

  • PDF

Studies on Solvent Extraction and Analytical Applications of Metal-Dithiocarbamate Complexes(Ⅰ). Extraction and Determination of Trace Bismuth, Cadmium and Indium in Sea Water (Dithiocarbamate 금속착물의 용매추출 및 분석적 응용(제 1 보). 해수중 흔적량 비스무트, 카드뮴, 인듐의 용매추출 및 정량)

  • Jeon, Moon Kyo;Choi, Jong Moon;Choi, Hee Seon;Kim, Young Sang
    • Journal of the Korean Chemical Society
    • /
    • v.40 no.7
    • /
    • pp.492-500
    • /
    • 1996
  • The solvent extraction of trace Bi, Cd and In in seawater samples using ammonium pyrrolidine dithiocarbamate(APDC) as a complexing agent was studied. The pH of sample solution, the amount of APDC, the type of solvent and the shaking time were investigated together with back-extraction conditions. After the pH of 200 mL seawater was adjusted to 4.0 and 5.0 mL of 1% APDC was added, analytes were extracted with 10.0 mL of MIBK by shaking for 35 minutes. The organic phase seperated was washed with a 0.05 M NaOH 10.0 mL to remove HPDC. The analytes were stripped by the back-extraction of 5 minute shaking with 5 mL of 4 M HNO3 containing 150 ㎍/mL Pd(Ⅱ). Detection limits of Bi, Cd and In were 0.038, 0.0057 and 0.023 ng/mL, respectively. Both of Bi(Ⅲ) and In(Ⅲ) were not detected in two kinds of water samples of the East Sea and the contents of Cd(Ⅱ) were 0.018 and 0.016 ng/mL. The recoveries of over 90% showed that this procedure was applicable to the determination of such trace elements in seawater samples.

  • PDF