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  • Organic Chemistry  (7)
  • General Chemistry  (5)
  • cell degradation  (2)
  • Wiley-Blackwell  (14)
  • 1
    Electronic Resource
    Electronic Resource
    Photocycloadditions of 2-(trimethylsilyloxy)-1,3-butadiene to 2-cycloalkenones. Access to the basic pentalenolactone skeletonPreliminary communication: [1]. (1988)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 71 (1988), S. 1392-1398 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The [2 + 2] Photocycloaddition of 2-(trimethylsilyloxy)-1,3-butadiene to a number of 2-cycloalkenones proved to be quite a general reaction leading to good yields of the cycloadducts (Table). This finding is surprising since dienes, in general, are better known as quenchers of enone triplets rather than as photochemical reactants. Both the high substrate concentrations, which can be employed in these cycloadditions, and the remarkable regio and stereoselectivity of the processes qualify them as valuable for syntheses. In a first application, the photoproducts 1a, b were transformed in three steps into a viable precursor 4 of the pentalenolactone-G and -H antibiotics.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19880710603
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  • 2
    Electronic Resource
    Electronic Resource
    A facile synthesis of substituted perhydro-1,3-thiazin-4-ones and 2-thioxoperhydro-4-pyrimidinones (1988)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 983-987 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Eine einfache Synthese von substituierten Perhydro-1,3-thiazin-4-onen und 2-Thioxoperhydro-4-pyrimidinonenDie basisch katalysierte Cyclisierung der N-Propenoylthioharnstoffe 3 liefert je nach den Reaktionsbedingungen entweder 2,6-disubstituierte 2,3,5,6-Tetrahydro-4H-1,3-thiazin-4-one 4 oder 1,6-disubstituierte 2-Thiouracile 5. Unter denselben Reaktionsbedingungen können die Verbindungen 5 durch eine Art Dimroth-Umlagerung aus den 1,3-Thiazin-4-onen 4 erhalten werden.
    Notes: Depending on the reaction conditions either 2,6-disubstituted 2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones 4 or 1,6-disubstituted 2-thiouracils 5 are readily prepared by base-catalyzed cyclization of N-propenoylthioureas 3. Compounds 5 could also be obtained by Dimroth-type rearrangement of 1,3-thiazin-4-ones 4 under the same reaction conditions.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198819881009
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis of polyfunctionally substituted pyridazines (1990)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 293-296 
    Details
    ISSN: 0170-2041
    Keywords: Pyridazine, derivatives ; Pyrazolo-pyridazine, derivative ; Pyrido-pyridazine, derivative ; Isoxazolo-pyridazine, derivative ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The pyridazines 3, 4, 5, and 7 were obtained by reaction of the hydrazone derivatives 2 with several reagents. By treatment of 5 with acetic acid/hydrochloric acid, the pyrazolo[4,3-c]-pyridazine 6 was formed. The pyrido-pyridazine derivatives 8 and 9 were obtained by reaction of 2 and 3 with malononitrile and ethyl cyanoacetate, respectively, and the isoxazolo-pyridazines 11 by reaction of 3a, b with hydroxylamine hydrochloride in ethanolic sodium ethoxide solution. The intermediate 9 was separated by reaction of 3a, b with hydroxylamine hydrochloride in ethanolic sodium acetate solution.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199019900153
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesis of 2-alkyl-3-vinyloxaziridines as potential antitumor agents (1990)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 461-464 
    Details
    ISSN: 0170-2041
    Keywords: Antitumor agents ; Oxaziridines ; Aldimines, unsaturated ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A convenient method for the synthesis of previously unknown oxaziridines having unsaturated substituents at the 3-position (3a-k) is based on the selective oxidation of the imino group of α,β-unsaturated aldimines 2 with m-chloroperbenzoic acid. The title compounds and 2-tert-butyl-3-(phenylethynyl)oxaziridine (3k) exhibit potent activity against experimental tumor cells in vitro.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199019900187
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  • 5
    Electronic Resource
    Electronic Resource
    LiClO4-Induced Mannich Reaction - Diastereo- and Enantioselective Synthesis of β-Amino Ketones by Addition of Enamines, Imines or Silylenolethers to Aldehydes and Dialkyltrimethylsilylamines (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 197-200 
    Details
    ISSN: 1434-193X
    Keywords: Mannich bases ; Aminoalkylation ; Lewis acids ; Aldehydes ; Diastereoselectivity ; Enantioselectivity ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: LiClO4-mediated one-pot reactions of aldehydes with (trimethylsilyl)dialkylamines 2, 5 or 19 and C nucleophiles such as enamines 3, 10 and 12, imines 7 and 11 or (trimethylsilyl)enol ethers 8 and 9 afforded the corresponding aminoalkylation products in high yields. Whereas by using aromatic aldehydes, such as benzaldehyde, pyridine-3-carbaldehyde or thiophene-2-carbaldehyde, high diasteroselectivity was achieved, the aminoalkylation of aliphatic aldehydes such as isobutyraldehyde and pivalaldehyde lacked diastereoselectivity. Enantioselective Mannich reactions using chiral enamines 22 and 23 are reported.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Über siliciumaromatische Verbindungen. III. Trimethylsilyl- und Triphenylsilyl-substituierte Farbstoffe der Anthrachinonreihe (1971)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 54 (1971), S. 117-135 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The influence of the presence of trimethylsilyl and triphenylsilyl groups in substituents of anthraquinone on the properties of anthraquinone vat, acid, and dispersion dyes was investigated.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19710540112
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  • 7
    Electronic Resource
    Electronic Resource
    Cyclocondensation of 4-Benzyl-1-hydrazinophthalazine (1990)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 1041-1048 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1-Hydrazino-4-benzylphthalazine 1 underwent closure and/or condensation reaction with formic acid, acetic acid, acetic anhydride, trifluoroacetic anhydride, ortho esteres, aldehydes, urea or carbon disulphide to afford the N-formyl 3a, N-acyl 3b, and the appropriate 3-substituted-6-benzyl-s-triazolo [3,4-a] phthalazines 4a, c, 7, 8. Alkylation of the obtained s-triazolo[3,4-a]-phthalazine-3-thione 7 and s-triazolo [3,4-a] phthalazin-3-one 8 with N-substituted chloroacetamides gave the thioether 9 and N-substitution products 10, respectively. Likewise, applying Mannich conditions of the previously mentioned intermediates 7 and 8 yielded the N-Mannich bases (11 and 12). The new products were characterized by their elemental and spectral data.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19903320622
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  • 8
    Electronic Resource
    Electronic Resource
    Polymyxin B inhibits biphasic calcium phosphate degradation induced by lipopolysaccharide-activated human monocytes/macrophages (1998)
    Hoboken, NJ : Wiley-Blackwell
    Journal of Biomedical Materials Research 40 (1998), S. 336-340 
    Details
    ISSN: 0021-9304
    Keywords: biphasic calcium phosphate ceramic ; monocyte ; lipopolysaccharides ; polymyxin B ; cell degradation ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Medicine , Technology
    Notes: Numerous cell types, such as monocytes and osteoclasts, are involved in calcified matrix degradation. In this context, calcium-phosphate ceramics present similar degradation processes in vivo and in vitro to those found in a natural calcified substrate. As the monocyte/macrophage lineage is among the first cells to appear in ceramic implantation sites, it is a key protagonist in inflammatory reaction and biodegradation mechanisms. This study investigated the ability of human monocytes/macrophages activated by various agents [lipopolysaccharides (LPS), polymyxin B (PMB)] to degrade biphasic calcium-phosphate ceramics. PMB sulfate is a bacteriostatic antibiotic that modulates LPS-induced cell activities in vivo and in vitro. Degradation pits (about 10 μm) produced on the pellet surface by these monocytes were discrete, with well defined margins. LPS increased the degradation of calcium-phosphate ceramic (number of lacunae, mean pellet surface area degraded) in a dose-dependent manner whereas polymyxin B downmodulated it significantly. The addition of 2 μg/mL of polymyxin B reduced the number of degradation lacunae and the extent of degraded surface area induced by 0.1 μg/mL LPS by 87% and 64%, respectively. Thus this cell culture system can be very useful in the study of cellular degradation of biomaterials and of the influence of therapeutic agents that may modulate these cell activities. © 1998 John Wiley & Sons, Inc. J. Biomed Mater Res, 40, 336-340, 1998
    Additional Material: 3 Ill.
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  • 9
    Electronic Resource
    Electronic Resource
    Growth hormone stimulates the degradation of calcium phosphate biomaterial by human monocytes macrophages in vitro (1998)
    Hoboken, NJ : Wiley-Blackwell
    Journal of Biomedical Materials Research 40 (1998), S. 79-85 
    Details
    ISSN: 0021-9304
    Keywords: growth hormone ; biphasic calcium phosphate ; monocyte ; lipopolysaccharides ; cell degradation ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Medicine , Technology
    Notes: This study investigated the effects of human growth hormone (hGH) on the monocyte/macrophage lineage, the first cell population involved in degradation of calcium phosphate ceramic after in vivo implantation. Monocytes isolated from human blood were cultured on biphasic calcium pellets (200 mg) for 8 days in the presence of lipopolysaccharides (LPS, 0.5 μg/mL), hGH (10 and 50 ng/mL), or an association of LPS with hGH (10 and 50 ng/mL). Unlike LPS, hGH significantly decreased (about 25%) the total number of lacunae formed by monocytes. However, hGH induced the formation of lacunae with a greater surface area (about a 90% increase) as compared to the control. Finally, intense upmodulation (about a 250% increase) of lacuna surface area was observed in the presence of both soluble factors, suggesting that hGH and LPS act synergistically. In view of the development of a drug delivery system for hGH bone release, this study shows that hGH not only stimulates bone cells implicated in the synthesis of the extracellular matrix but also those involved in the early degradation of calcium phosphate biomaterial. © 1998 John Wiley & Sons, Inc. J Biomed Mater Res, 40, 79-85, 1998.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    Reactivity of the exocyclic double bond in 4-arylidene-2-phenyl-2-imidazolin-5-ones toward organomagnesium compounds. II (1971)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 313 (1971), S. 594-601 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-Arylidene-2-phenyl-2-imidazolin-5-ones 1 react with Grignard reagents in a boiling ether-benzene mixture to yield 4-diarylmethyl derivatives 2 together with their oxidation products 3 and 4. The exocyclic double bond in 5 also undergoes addition reaction with the same reagents to yield 4-triarylmethyl derivatives 6. Alkylation of 2 affords the 4-alkylimidazolones 7 and 8.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19713130406
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