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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of cancer research and clinical oncology 67 (1965), S. 127-134 
    ISSN: 1432-1335
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Summary Solutions of high molecular calf-thymus-DNA were mixed with dimethyl formamide solutions of 12 cancerogenic inactive and active aromatic hydrocarbons and amines in order to study the reciprocal effect with DNA. The solutions were then dialyzed, extracted with organic solvents, and centrifuged. From the UV spectra of the solutions the following were determined: (a) the amount of “bound” compounds from the bands of aromatics above 300 mμ; (b) the extinction at 260 mμ as a measure of the DNA present in the solution. By following the extinction with increases in temperature the hyperchrome effect and the “melting point” of DNA were determined. Relationships between the data obtained and the cancerogenic activity of the compounds were not found. In addition, pyridino-[2,3∶3,4]-phenoxazon-(2) and the follicle hormone estradiol-(3,17 β) were without effect. The reciprocal effect of DNA with the mutagens, proflavin and acridine orange, was confirmed. A distinct increase of the “melting point” of DNA by means of N-phthalyl-glutaminic acid-imide was striking.
    Notes: Zusammenfassung Zur Untersuchung der Wechselwirkung mit DNA wurden Lösungen von hochmolekularer Kalbsthymus-DNA mit Dimethylformamid-Lösungen von zwölf krebserzeugend unwirksamen und wirksamen aromatischen Kohlenwasserstoffen und Aminen versetzt. Anschließend wurden die Lösungen dialysiert, mit organischen Lösungsmitteln extrahiert und zentrifugiert. Aus den UV-Spektren der Lösungen wurden bestimmt: a) aus den Banden der Aromaten oberhalb 300 mμ die Menge an “gebundener” Verbindung, b) die Extinktion bei 260 mμ als Maß für die in Lösung vorhandene DNA und durch Verfolgung der Extinktion bei Temperaturerhöhung der hyperchrome Effekt und der “Schmelzpunkt” der DNA. Beziehungen zwischen den erhaltenen Daten und der krebserzeugenden Wirksamkeit der Verbindungen wurden nicht gefunden. Ohne Effekt waren ferner Pyridino-[2,3:3,4]-phenoxazon-(2) und das Follikelhormon Östradiol(3,17 β). Bestätigt wurde die Wechselwirkung mit DNA für die Mutagene Proflavin und Acridinorange. Auffallend ist eine deutliche Erhöhung des “Schmelzpunktes” der DNA durch N-Phthalyl-glutaminsäure-imid.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of cancer research and clinical oncology 62 (1957), S. 217-229 
    ISSN: 1432-1335
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The structural relation between physiologically active steroids and polycyclic aromatic hydrocarbons with carcinogenic properties is to include the relation cholesterol—steranthrene. Steranthrene in its angular form has very definite carcinogenic properties when tested by injection or application to the skin by painting. Experiments showed that the carcinogenic properties of steranthrene were equal to those of 3-methyl-cholanthrene and 3,4-benzpyrene. The present stand of knowledge concerning dehydrogenation and aromatisation of steroids in the mammalian organism is discussed.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of cancer research and clinical oncology 63 (1959), S. 102-117 
    ISSN: 1432-1335
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Summary 25 new hydrocarbons and related compounds (as well as 3 agents tested previously elsewhere) were studied by painting and injection methods as regards their cancerogenesis in the mouse. The results were compared concerning the present-day recognized relationships between constitution and efficacy of action of these groups of compounds. Besides examples of known chemical systems (naphthalene-, anthracene-, phenanthrene-, 1:2-benzanthracene-, pyrene-, 1:2-benzfluorene-, and fluoranthene-3:4-benzphenanthrene-system) some maximally unsaturated condensed hydrocarbons with ringconfigurations deviating from the benzene ring were studied for the first time,—namely: azulene, cyclooctatetraene, cyclododecahexaene, and cyclobutane. None of these types of compounds proved to be unequivocally cancerogenic.
    Notes: Zusammenfassung Im Pinselungs- oder Injektionstest an der Maus wurden 25 neue Kohlenwasserstoffe und verwandte Verbindungen (und 3 auch schon anderweitig geprüfte Stoffe) auf krebserzeugende Wirkung geprüft und die Resultate mit den heute bekannten Beziehungen zwischen Konstitution und Wirksamkeit bei dieser Stoff-klasse verglichen. Außer Vertretern mit bekannten Systemen (Naphthalin-, Anthracen-, Phenanthren-, 1:2-Benzanthracen-, Pyren-, 1:2-Benzfluoren- und Fluoranthen-3:4-Benzphenanthren-System) wurden erstmalig einige maximal ungesättigte kondensierte Kohlenwasserstoffe mit vom Benzolring abweichenden Ringgrößen untersucht, und zwar Vertreter des Azulens, Cyclooctatetraens, Cyclododecahexaens und Cyclobutans. Von den Verbindungen dieses Typs erwies sich keine als eindeutig krebserzeugend.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of cancer research and clinical oncology 65 (1963), S. 396-403 
    ISSN: 1432-1335
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Summary A series of synthetic estrogens and cancerogenic amines have the same basic aromatic configuration; they differ, however, in their functional groups: hydroxyl groups imply estrogenic effect, whereas amino groups mean cancerogenic effect. To test whether this rule applies also for the natural estrogens, the closely related amino compounds, 3-Amino-4-methyl-Δ1.3.5(10)-estratrienol-(17β) and 2-Amino-4-methyl-Δ1.3.5(10)-estratrienol-(17β), are tested for their cancerogenic and estrus-inhibiting effects. Whereas the 3-amino compound appears to have a weakly cancerogenic effect when injected into the mouse (not, however, according to Huggins in feeding studies on young female Sprague-Dawley rats), the 2-amino compound is inactive. Neither of the amino compounds is estrogenic or inhibitory for estrus.
    Notes: Zusammenfassung Eine Reihe künstlicher Oestrogene und krebserzeugender Amine haben das gleiche aromatische Grundskelet, unterscheiden sich aber durch ihre funktionellen Gruppen: Hydroxylgruppen bedingen oestrogene, Aminogruppen dagegen krebserzeugende Wirkung. Zur Prüfung, ob diese Gesetzmäßigkeit auch für die natürlichen Oestrogene gilt, wurden diesen nahestehende Aminoverbindungen, 3-Amino-4-methyl-Δ1.3.5(10)-oestratrienol-(17β) und 2-Amino-4-methyl-Δ1.3.5(10)-oestratrienol-(17β) auf krebserzeugende und oestrushemmende Wirkung untersucht. Während die 3-Amino-verbindung im Injektionstest an der Maus (nicht aber im Fütterungstest an der jungen weiblichen Sprague-Dawley-Ratte nach Huggins) eine schwache krebserzeugende Wirkung zu haben scheint, ist die 2-Aminoverbindung unwirksam. Keine der beiden Aminoverbindungen wirkt oestrogen oder oestrushemmend
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of cancer research and clinical oncology 63 (1960), S. 523-531 
    ISSN: 1432-1335
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Summary The structural relationships between steroids and cancerogenic hydrocarbons are extended by the class of 1:2-cyclopentadieno-phenanthrenes. Δ2′-3′-methyl-1:2-cyclopentadieno-phenanthrene and Δ1′-1′-Methyl-1:2-cyclopentadieno-phenanthrene are moderately cancerogenic in the mouse when tested by skin-painting technics. Hydrocarcons of this type are formed from the dehydrogenation of cholesterol with chloranile (tetrachlorquinone). The reason for the effectiveness of 1:2-cyclopentadieno-phenanthrene may well be due to the reactivity of the double bond of the five-membeved ring, which in this case would be designated as the K-region.
    Notes: Zusammenfassung Die strukturellen Beziehungen zwischen Steroiden und krebserzeugenden Kohlenwasserstoffen sind durch die Klasse der 1:2-Cyclopentadieno-phenanthrene zu erweitern. Δ2′-3′-Methyl-1:2-cyclopentadieno-phenanthren und Δ1′-1′-Methyl-1:2-cyclopentadieno-phenanthren sind im Pinselungstest an der Maus mäßig stark kiebserzeugend wirksam. Kohlenwasserstoffe dieses Typs entstehen bei der Dehydrierung von Cholesterin mit Chloranil (Tetrachlorchinon). Der Grund für die Wirksamkeit der 1:2-Cyclopentadieno-phenanthrene dürfte in der reaktionsfähigen Doppelbindung des Fünfringes liegen, die in diesem Falle als K-Region zu bezeichnen wäre.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Naturwissenschaften 49 (1962), S. 397-397 
    ISSN: 1432-1904
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Natural Sciences in General
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    Naturwissenschaften 29 (1941), S. 197-198 
    ISSN: 1432-1904
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Natural Sciences in General
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Springer
    Naturwissenschaften 29 (1941), S. 31-32 
    ISSN: 1432-1904
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Natural Sciences in General
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Springer
    Naturwissenschaften 29 (1941), S. 624-624 
    ISSN: 1432-1904
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Natural Sciences in General
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    Springer
    Naturwissenschaften 30 (1942), S. 534-536 
    ISSN: 1432-1904
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology , Natural Sciences in General
    Type of Medium: Electronic Resource
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