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  • 1970-1974  (25)
  • Inorganic Chemistry  (25)
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  • 1
    Electronic Resource
    Electronic Resource
    Erste Synthese eines Flavanontriglykosides, des 4′-β-D-Glucosyl-7β-rutinosyl-naringenins (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 1578-1581 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: First synthesis of a Flavanone-triglycoside, the 4′-β-D-Glucosy1-7β-rutinosyl-naringeninThe structure of the 4′-β-D-glycosyl-7-β-rutinosyl-naringenin (1a), isolated by Mizelle et al. from the segments of Citrus paradisi Macf., was confirmed by synthesis. Synthetic 7-β-hexaacetylrutinosyl-naringenin (2c) was subjected to a Koenigs-Knorr-reaction to yield the flavanonedecaacetate. Deacetylation gave the flavanone-triglycoside.
    Notes: Die Struktur des von Mizelle und Mitarbb. aus Citrus paradisi. Macf. isolierten 4-β-D-Glucosyl-7-β-rutinosyl-naringenins (1a) wurde durch Synthese bestätigt. Ausgehend von synthetischem 7-β-Hexaacetylrutinosyl-naringenin (2c) wurde durch Kupplung mit α- Acetobrom- glucose nach Koenigs-Knorr das Flavanontriglykosid dargestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030528
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese von Glucuroniden der Flavonoid-Reihe, II. Isolierung von Kämpferol-3-β-D-glucuronid aus Euphorbia esula L. und seine Synthese (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 3678-3683 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Glucuronides in the Flavonoid-Series, II. Isolation of Kaempferol-3-β-D-glucuronide from Euphorbia esula L.From the aerial parts of Euphorbia esula L. (Euphorbiaceae) a flavone-glycoside was isolated and identified as 3,5,7,4′-tetrahydroxyflavone(kaempferol)-3-β-D-glucuronide (8). Its structure was confirmed by coupling of 7,4′ -dibenzylkaempferol with methyl(tri-O-acetyl-α-D-glucopyranosyl bromide)-uronate, followed by total acetylation, debenzylation and saponification to 8.
    Notes: Aus den oberirdischen Teilen von Euphorbia esula L. (Euphorbiaceae) wurde ein Flavonglykosid isoliert und als 3.5.7.4′-Tetrahydroxy-flavon(Kämpferol)-3-β-D-glucuronid (8) identifiziert. Seine Struktur wurde durch Kupplung von 7.4′-Dibenzyl-Kämpferol mit α-Acetobromglucuronsäure-methylester, Darstellung des Vollacetats, Entbenzylierung und Verseifung zu 8 bewiesen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701031132
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  • 3
    Electronic Resource
    Electronic Resource
    Synthese von Glucuroniden der Flavonoid-Reihe, IV. Synthese von Chrysin-7-β-D-glucopyranuronid, -7-β-D-neohesperidosid und -7-β-D-rutinosid (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 257-261 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Glucuronides in the Flavonoid-Series, IV. Synthesis of Chrysin-7-β-D-glucopyranuronide, -7-β-D-neohesperidoside and -7-β-D-rutinosideCoupling of chrysin with methyl(tri-O-acetyl-α-D-glucopyranosyl bromide)uronate, followed by total acetylation and subsequent removal of the protecting groups yielded chrysin-7-β-D-glucopyranuronide (2). Chrysin-7-β-D-neohesperidoside (5), starting material to get chrysin, was prepared by dehydrogenation of 5.7-dihydroxyflavanone-7-β-D-neohesperidoside heptaacetate with iodine and potassium acetate and subsequent deacetylation. Condensation of chrysin with α-acetobromorutinose, followed by deacetylation of the product resulted in the formation of chrysin-7-β-D-rutinoside (7).
    Notes: Durch Kupplung von Chrysin mit α-Acetobromglucuronsäure-methylester und Verseifen des dargestellten Vollacetats wurde 5.7-Dihydroxy-flavon-7-β-D-glucopyranosiduronsäure (Chrysin-7-β-D-glucopyranuronid) (2) synthetisiert. Chrysin-7-β-D-neohesperidosid (5), die unmittelbare Ausgangsverbindung für die Chrysinherstellung, wurde durch Dehydrierung von 5.7-Dihydroxy-flavanon-7-β-D-neohesperidosid-heptaacetat mit Jod und Kaliumacetat und anschließende Entacetylierung dargestellt. Glykosidierung von Chrysin mit α-Acetobromrutinose und anschließende Verseifung des Teilacetats ergab Chrysin-7-β-D-rutinosid (7).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050127
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  • 4
    Electronic Resource
    Electronic Resource
    Transacylierungsreaktionen in der Flavonoid-ReiheTeil der Dissertation W. Budweg, Univ. München 1970., VI. Synthese von Luteolin-7-β-rutinosid (Scolymosid) sowie 3′.4′-Di-O-methyl-luteolin-7-β-neohesperidosid und -7-β-rutinosid (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 2118-2123 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Transacylation Reactions in the Flavonoid Series, VI. Synthesis of Luteolin-7-β-rutinoside (Scolymoside) and 3′.4′-Di-O-methyl-luteolin-7-β-neohesperidoside and -7-β-rutinosideThe structure of scolymoside (1a), isolated from Cynara scolymus L., was unambiguously proved by condensation of α-acetobromorutinose with 5,3′,4′-tri(benzoyloxy)-7-hydroxyflavone (7), and subsequent removal of the protecting groups. 3′,4′-di-O-methyl-luteolin-7-β-neohesperidoside (4a) and the corresponding isomeric -7-β-rutinoside (8a) were prepared by two different routes.
    Notes: Die Struktur des aus Cynara Scolymus L. isolierten Scolymosids (1a) wurde durch Kupplung von 7-Hydroxy-5.3′.4′-tribenzoyloxy-flavon (7) mit α-Acetobromrutinose und anschließende Entfernung der Schutzgruppen endgültig bewiesen. Außerdem wurden 3′.4′-Di-O-methyl-luteolin-7-β-neohesperidosid (4a) und das damit isomere -7-β-rutinosid (8a) auf zwei verschiedenen Wegen synthetisiert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711040712
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  • 5
    Electronic Resource
    Electronic Resource
    Synthese natürlicher Dibenzo-α-pyrone, I. Synthese des Autumnariniols und des Autumnariniols (1974)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 3874-3877 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Natural Dibenzo-α-pyrones, I. Synthesis of Autumnariol and AutumnariniolThe first synthesis of 3,7-dihydroxy-1-methyldibenzo-α -pyrone (Autumnariol, 1) and 3,7-dihydroxy-4-methoxy-1- methyldibenzo-α-pyrone (Autumnariniol, 2) is described.
    Notes: Die erste Synthese von 3,7-Dihydroxy-1-methyldibenzo-α- pyron (Autumnariol, 1) und 3,7-Dihydroxy-4-methoxyl-1-methyldibenzo-α-pyron (Autumnariniol, 2) wird beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19741071217
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  • 6
    Electronic Resource
    Electronic Resource
    Notiz über die Synthese des Milldurons, eines Isoflavons aus Millettia dura (Dunn) (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 999-1000 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030345
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  • 7
    Electronic Resource
    Electronic Resource
    Isolierung, Struktur und Synthese von 5.6.7.4′-Tetrahydroxy-3′-methoxy-flavon (Batatifolin), einem neuen Flavon aus Mikania batatifolia D.C. (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 1822-1827 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Isolation, Structure, and Synthesis of 5,6,7,4′-Tetrahydroxy-3′-methoxyflavone (Batatifoline), a new Flavone from Mikania batatifolia D.C.The flavone batatifoline has been isolated from Mikania batatifolia D. C. (Compositae). Its structure has been confirmed as 5,6,7,4′-tetrahydroxy-3′-methoxyflavone (1) by synthesis of the isomers 1 and 5,6,3′,4′-tetrahydroxy-7-methoxyflavone (5, Pedalitine).
    Notes: Aus Mikania batatifolia D. C. (Compositae) wurde das Flavon Batatifolin isoliert und ihm durch Synthese der Isomeren 5.6.7.4′-Tetrahydroxy-3′-methoxy-flavon (1) und 5.6.3′.4′-Tetra-hydroxy-7-methoxy-flavon (5, Pedalitin) die Struktur 1 zugeordnet.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030618
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  • 8
    Electronic Resource
    Electronic Resource
    Die Synthese des Quercetin-3-β-rutinosid-7-β-D-glucosids (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 3414-3418 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Synthesis of Quercetine-3-β-rutinoside-7-β-D-glucosidePartial benzylation of rutin-decaacetate (2) gave 7-O-benzylrutin nonaacetate (3). Catalytic debenzylation followed by coupling with acetobromoglucose afforded after saponification crystalline quercetine-3-β-rutinoside-7-β-D-glucoside (1), identical with a sample of 1 isolated from Evonymus lanceifolia.
    Notes: Partielle Benzylierung von Rutin-decaacetat (2) ergab 7-O-Benzyl-rutin-nonaacetat (3). Katalytisches Entbenzylieren und nachfolgende Kupplung mit Acetobromglucose führte nach Verseifung zu kristallinem Quercetin-3-β-rutinosid-7-β-D-glucosid (1), das mit dem aus Evonymus lanceifolia isolierten 1 identisch war.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701031106
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  • 9
    Electronic Resource
    Electronic Resource
    Synthese von Glucuroniden der Flavonoid-Reihe, I. Erste Synthese eines natürlich vorkommenden Flavonoid-Glucuronids (Quercetin-3-β-D-glucuronid) (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 3674-3677 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Glucuronides in the Flavonoid-Series, I. The First Synthesis of a Naturally Occurring Flavonoid Glucuronide(Quercetin-3-β-D-glucuronide)The first synthesis, and thereby confirmation of its structure, of a naturally occurring flavonoid glucuronide, quercetin-3-β-D -glucuronide (3) is achieved by coupling of 7,4′ -dibenzylquercetin with methyl(tri-O-acetyl-α-D-glucopyranosyl bromide)-uronate, followed by total acetylation of the product and subsequent removal of the protecting groups.
    Notes: Durch Kupplung von 7.4′-Dibenzyl-quercetin mit α-Acetobromglucuronsäure-methylester, Darstellung des Vollacetats, Entbenzylierung und Verseifung wurde das aus zahlreichen Pflanzen isolierte Quercetin-3-β-D-glucopyranosuronid (3) als erstes natürlich vorkommendes Glucuronid des Pflanzenreiches synthetisiert und in seiner Struktur bewiesen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701031131
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  • 10
    Electronic Resource
    Electronic Resource
    Über die Identität der Flavanonrhamnoglucoside Sarotanosid und Isosarotanosid. Synthese von (±)-Pinocembrin-7-β-neohesperidosid (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 3667-3673 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Identity of the Flavanone Rhamnoglucosides Sarotanoside and Isosarotanoside. Synthesis of (±)-Pinocembrin-7-β-neohesperidosideThe rhamnoglucosides of (-)-5,7-dihydroxyflavanone (pinocembrin), sarotanoside and isosarotanoside, isolated by different workers from Cytisus commutatus (Willk.) Brig. and Cytisus purgans Benth. et Hook., are identical. Comparison of the naturally occuring glycosides with synthetically prepared 5,7-dihydroxyflavanone-7-β-rutinoside and 5,7-dihydroxy-flavanone-7-β-neohesperidoside showed, that the above glycosides have the structure pinocembrin-7-β-neohesperidoside (1a).
    Notes: Die aus Cytisus commutatus (Willk.) Brig. und Cytisus purgans Benth. et Hook. von verschiedenen Autoren isolierten Rhamnoglucoside des (-)-5.7-Dihydroxy-flavanons (Pinocembrins), Sarotanosid und Isosarotanosid, sind miteinander identisch. Ein Vergleich von drei Glykosiden aus den genannten Cytisus-Arten mit synthetisch dargestelltem 5.7-Dihydroxy-flavanon- 7-β-rutinosid und -7-β-neohesperidosid ergab, daß den natürlichen Glykosiden die Struktur Pinocembrin-7-β-neohesperidosid (1a) zukommt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701031130
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