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  • 1995-1999  (1)
  • 1970-1974  (26)
  • Chemistry  (26)
  • Integrin receptors  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Integrin receptor-targeted transfer peptides for efficient delivery of antisense oligodeoxynucleotides (1998)
    Springer
    Journal of molecular medicine 76 (1998), S. 126-132 
    Details
    ISSN: 1432-1440
    Keywords: Key words c-Myb antisense oligodeoxynucleotides ; Cell proliferation ; HIV-1 ; Integrin receptors ; Transfer peptides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract  Integrin receptor-targeted transfer of oligodeoxynucleotides (ODNs) by small synthetic peptides was used for improving delivery of antisense ODNs. An 18-mer phosphodiester bond containing ODN complementary to c-myb-encoded mRNA was complexed with several transfer peptides, containing as their parts two modules: (a) an RGD-motif as targeting sequence for integrin receptor and (b) nucleocapsid protein (NCp) 7 of HIV-1 or NCp7-derived peptides for complex formation with the ODNs. The amount of antisense ODN required for the inhibition of proliferation of human myeloid cell line HL-60 in vitro can be more than 50-fold reduced by complexing with transfer peptides. The efficiency of antisense delivery was increased by multimerization of the targeting sequence for the integrin receptor. Competition with integrin peptide abolished the effect, indicating that the integrin receptor is indeed responsible for the reaction.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/s001090050200
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese und Röntgen-Strukturanalyse von anti-1-Brom-tricyclo[5.1.0.03,5]octan-2,6-dion (anti-1-Brom-bishomochinon) (1972)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 84 (1972), S. 170-172 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19720840417
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesen von 2-Pyronen aus α, β-ungesättigten Säurechloriden und tertiären Aminen (1970)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 53 (1970), S. 2159-2175 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new synthesis of 2-pyrones has been developed. Two molecules of α, β-unsaturated acid chlorides (8, 12 and 18) condense, with loss of two molecules hydrogen chloride, to pairs of substituted 2-pyrones (9 and 10, 13 and 14, 19 and 20) when treated with triethyl amine in chloroform or methylene chloride at room temperature. In the case of 18, two additional products were obtained, namely the resorcinol derivative 21 and traces of the 1, 3-cyclobutanedione derivative 22. Under the same conditions the α, β-unsaturated acid chlorides 8, 15, 18 and 41 were condensed with trichloroacetyl chloride to give 6-trichloromethyl-2-pyrones (42, 43, 44 and 46). These 2-pyrones are valuable intermediates for the synthesis of 6-carboxy-2-pyrones and 6-methyl-2-pyrones.A methyl group in β-position of the α, β-unsaturated acid chloride appears to be essential for the described condensations, for the acid chlorides 16 and 17 did not yield defined products and the acid chloride 40 reacted with trichloroacetyl chloride in a very low yield. It is considered that the described reactions proceed via the 1, 4-addition of an acid chloride to a vinyl ketene or through the acylation of an intermediate anion by an acyl derivative as outlined in reaction scheme 1. The structures of the 2-pyrones were confirmed by their spectroscopic properties, summarized in table 3, and by some of their chemical transformations.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19700530829
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  • 4
    Electronic Resource
    Electronic Resource
    Preparation of a 2-Methylcyclodopa Derivative (1970)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 53 (1970), S. 1937-1939 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die Herstellung von O,O-Diacetyl-S-2-methylcyclodopa-methylester (7) durch Oxydation von S-2-Methyldopa-methylester (4) und anschliessende Reduktion und Acetylierung ist beschrieben. Im Gegensatz zu Cyclodopa (2) wird 2-Methylcyclodopa-methylester (6) am Stickstoff durch Acetanhydrid und Pyridin nicht acetyliert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19700530745
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  • 5
    Electronic Resource
    Electronic Resource
    Biosynthesis of Betalaines. On the Cleavage of the Aromatic Ring during the Enzymatic Transformation of Dopa into Betalamic Acid (1972)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 55 (1972), S. 649-658 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bei der enzymatischen Umwandlung von 3′,4′-Dihydroxyphenylalanin (Dopa) in Betalaminsäure, in Betalain-haltigen Centrospermen, wird der aromatische Ring an der Bindung neben den beiden Hydroxylgruppen (C(4′)—-C(5′)) und nicht zwischen den Hydroxyl gruppen (C(3′)—-C(4′)) gespalten. Dies ergab sich aus dem Einbau von L-Tyrosin-[3′,5′-3H] in Betanin mit Kaktusfruchtmiaterial. Das [3H]-Betanin und das daraus durch Hydrolyse erhaltene Betanidin enthielten ∼90% des Tritiums am C(11), denn nach Behandlung des Betanins mit Prolin fanden sich ∼90% der Radioaktivität im Indicaxanthin und nur ∼10% im Cyclodopaderivat, und Behandlung des Betanidins mit CF3COOH bewirkte keine Radioaktivitätsverminderung durch 1H-3H-Austausch.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19720550240
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  • 6
    Electronic Resource
    Electronic Resource
    Triasteranetrione (1973)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 56 (1973), S. 2523-2534 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Eine Synthese von Bicyclo[3.3.1]nonan-3,7,9-trion-9-(äthylen)acetal (6) durch doppelte Michael-Addition von Aceton-dicarbonsäure-dimethylester (9) an Benzochinonmono(äthylen)acetal (8) und anschliessende Verseifung und Decarboxylierung des intermediären 2,4-Dicarbomethoxy-bicyclo[3.3.1]nonan-3,7,9-trion-9-(äthylen)acetals (10) wird beschrieben. Bromierung des Triketon-monoacetals 6 mit Brom in Eisessig liefert 2α,4β,6α,8β-Tetrabrombicyclo [3.3.1]nonan-3,7,9-trion-9-(äthylen)acetal (12), dessen Konfiguration sich aus dem NMR.-Spektrum mit Hilfe von Symmetrieargumenten und aus Vergleichen von chemischen Verschiebungen ergibt. Durch Behandlung des rohen Tetrabromids (12) mit Triäthylamin entsteht ein Gemisch von 2,4-Dibrom- (13) und 2,6-Dibrom-triasteran-3,7,9-trion-9-(äthylen)acetal (14), welches sich einerseits mit Säure zu einem 1:2-Gemisch von 2,4-Dibrom- (15) und 2,6-Dibrom- triasteran-3,7,9-trion (16) hydrolysieren und andererseits mit Tri-n-butyl-zinnhydrid zu Triaste-ran-3,7,9-trion-9-(äthylen)acetal (17) reduktiv debromieren lässt. Hydrolyse des Triketon-mono-acetals (17) oder reduktive Debromierung des Triketodibromid-Gemisches (15 und 16) führt zum hochschmelzenden, in den meisten Lösungsmitteln wenig löslichen Triasteran-3,7,9-trion (4). Die Spektraleigenschaften der erwähnten Substanzen werden diskutiert und zur Bestätigung der Strukturen zugezogen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19730560736
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  • 7
    Electronic Resource
    Electronic Resource
    Hexamethyl-2-oxabicyclo [3.2.0] hepta-3,6-dienAus der Diplomarbeit von B. C. Baumann, Universität Zürich, 1971. (1971)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 54 (1971), S. 1589-1599 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Substance X, one of the three compounds obtained upon heating 5, 6-endo-epoxy-hexamethyl-bicyclo[2.2.0]hex-2-ene (11) and previously postulated by Klaus et al. [10] to be 5-acetyl-pentamethyl-bicyclo[2.1.0]pentene (9), is now shown to be hexamethyl-2-oxabicyclo[3.2.0]-hepta-3, 6-diene (10) by reinterpretation and supplementation of the spectral data and by ozonization of the dihydro derivative 16, which yields 1-acetoxy-2-acety-1-1, 2, 3, 4-tetramethyl-cyclo-butane (17). It is concluded that the Claisen equilibrium in this system lies entirely on the side of the enol ether 10; even drastic LiAIH4 conditions cannot force a reversal (10 → 9). Tetracyanoethylene adds to the enolic double bond of 10 to form the cyclo-adduct 19.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19710540610
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  • 8
    Electronic Resource
    Electronic Resource
    Konfigurationen und Konformationen von zwei 2,4,6,8-Tetrabrom-cyclooctan-1, 5-dionenAus der Dissertation von Jürg E. Heller, Universität Zürich, 1973. (1973)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 56 (1973), S. 723-738 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The two isomeric tetrabromides, α-isomer mp. 198° and β-isomer mp. 226° described in [1], are identified as cis, cis, trans-2, 4, 6, 8-tetrabromo-cyclooctane-1, 5-dione (2) and cis, trans, cis-2, 4, 6, 8-tetrabromo-cyclooctane-1, 5-dione (3) by an analysis of their NMR.-spectra which also allows a derivation of their preferred conformations. Both exist in solution as boat-chair conformers, the geometries of which correlate well with the IR.- and UV.-spectra.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19730560217
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  • 9
    Electronic Resource
    Electronic Resource
    The structure of Arteannuin B and its Acid Hydrolysis Product (1974)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 57 (1974), S. 602-615 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die Struktur des Sesquiterpen-γ-Laktons Arteannuin B (1) wurde röntgenographisch und diejenige seines Hydrolyseproduktes (2) durch eine vollständige Analyse des NMR.-Spektrums ermittelt.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19740570314
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  • 10
    Electronic Resource
    Electronic Resource
    Isomerisierungen und Umlagerungen in Bicyclischen Systemen via cyclopropan-carbaldehyd-enamine (1974)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 57 (1974), S. 734-748 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The pyrrolidino-aminal (4) of bicyclo[3.1.0]hex-2-ene-6-endo-carbaldehyde (3) underwent a facile (80°), mildly acid catalyzed isomerization to the corresponding exo-aminal (6), which was characterized by hydrolysis to bicyclo[3.1.0]hex-2-ene-6-exo-carbaldehyde (7).At higher temperatures (140°), the two aminals 4 and 6 were converted smoothly to a 1:1 mixture of syn- and anti-4-(pyrrolidino-methylidene)-bicyclo[3.1.0]hex-2-ene (syn- and anti-7-pyrrolidino-homofulvene1) 8 and 9. The structures of 8 and 9 were derived from spectral data. This corrects a previous interpretation by Cook et al.The endo → exo-aminal isomerization (4 → 6) is considered to occur via the enamine (5) of bicyclo[3.1.0]hex-2-ene-6-carbaldehyde (3 or 7), with which the aminals (4 and 6) are in equilibrium. The same enamine (5), a methylidene cyclopropane derivative, is thought to be the intermediate in the aminal (4 or 6) → amino-homofulvene (8 and 9) conversion, which, therefore, belongs to the vinyl-methylidene-cyclopropane rearrangement type.A cationic mechanism for the endo → exo-aminal isomerization is excluded by the discrepancy in this reaction of the pyrrolidino-aminals (13 and 15) of 6-exo-methyl-bicyclo[3.1.0]hex-2-ene-6-endo-carbaldehyde (12) and of bicyclo[3.1.0]hexane-6-endo-carbaldehyde (14). While the former aminal (13) is stable even under acid catalysis and at higher temperatures, the latter (15) isomerizes readily to the exo-aminal 16.The three endo-aldehydes 3, 12 and 14 were prepared by the alkali catalyzed rearrangement of the three chlorohydrins 7-endo-chloro-bicyclo[3.2.0]hept-2-en-6-endo-ol (20ac), 7-endo-chloro-7-exo-methyl-bicyclo[3.2.0]hept-2-en-6-endo-ol (20ad) and 7-endo-chloro-bicyclo[3.2.0]heptan-6-endo-ol (20bc) according to the method of Brook.The configurations of the unsaturated endo-aldehydes 3 and 12 followed from their equilibria with the corresponding 2-oxa-bicyclo[3.2.1]octa-3,6-diene systems (23) and those of the saturated aldehydes 14 and 17 from oxidations to the corresponding carboxylic acids. The endo- and exo- isomers of the aldehydes and aminals treated in this work were readily distinguished by certain highly characteristic NMR.-signals.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19740570327
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