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  • Chemistry  (6)
  • 1985-1989  (3)
  • 1975-1979  (3)
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  • 1
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen. 253. Mitteilung252, Mitteilung. Hormaomycin, ein neues Peptid-lacton mit morphogener Aktivität auf Streptomyceten (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 426-437 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Hormaomycin, a Novel Peptide Lactone with Morphogenetic Activity on StreptomycesA culture identified as Streptomyces griseoflavus (strain W-384) has been found to produce a novel peptide-lactone antibiotic designated hormaomycin (6). The empirical molecular formula of the compound is established to be C55H69ClN10O14. The constituent amino acids of the antibiotic are suggested to be allothreonine (1; 1), isoleucine (2; 1), 3-methyl-phenylalanine (3; 2), and, for the first time identified from a natural source, 4-[(Z)-prop-1-enyl]-proline (4; 1) and 3-(2-nitrocyclopropyl)-alanine (5; 2). The amino acids were delivered by acidic hydrolysis and assigned by high-resolution- GC/MS analysis (after transformation to derivatives) in combination with extended 2D-NMR experiments of the antibiotic itself. From the latter, it became plausible that the N-terminus of the peptide chain is acylated by a Cl-containing derivative of 1H-pyrrol-2-carboxylic acid. Hormaomycin is active against some Gram-positive bacteria. In addition, the antibiotic exhibits potent aerial mycelium-inducing activity and effects the production of antibiotics.
    Notes: No abstract.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720303
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  • 2
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen, 172. Isolierung des Antibioticums semi-Vioxanthin aus Penicillium citreo-viride und Synthese des Xanthomegnins (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 957-978 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Metabolic Products of Microorganism, 172. Isolation of the Antibiotic semi-Vioxanthin from Penicillium citreo-viride and Synthesis of XanthomegninBesides xanthomegnin (16 b), 3,4-dehydroxanthomegnin (29a), viomellein (23) and vioxanthin (3) from Penicillium citreo-viride under different culture conditions semi-vioxanthin (7) was isolated. Structure 7 has been established by its spectra and the fact that oxidation with Fremy's salt gives 3,4,6,9-tetrahydro-10-hydroxy-7-methoxy-3-methyl-1,6,9-trioxo-1H-naphtho[2,3-c]pyran (9a = semi-xanthomegnin). -9c, prepared by demethylation of 9a, was dimerized by potassium peroxydisulfate/sodium hydroxide and methylated, giving 16b. Synthetic 16b and authentic xanthomegnin were identical, which verifies the structure revised by Höfle and Röser9) and shows, that the dyes of the xanthomegnin series are biogenetically homogenous. - The metabolic products of the strain inhibit the growth of bacteria. 16b and 26 furthermore have an effect against insects.
    Notes: Neben Xanthomegnin (16b), 3,4-Dehydroxanthomegnin (29 a), Viomellein (23) und Vioxanthin (3) wurde aus Penicillium citreo-viride unter veränderten Kulturbedingungen semi-Vioxanthin (7) isoliert. Konstitution 7 folgt aus den Spektren und dem Befund, daß mit Fremy-Salz 3,4,6,9-Tetrahydro-10-hydroxy-7-methoxy-3-methyl-1,6,9-trioxo-1H-naphtho[2.3-c]pyran (9a = semi-Xanthomegnin) entsteht. - Das durch Entmethylierung von 9a zugängliche 9c ließ sich mit Kaliumpersulfat/Natriumhydroxid zu 16a dimerisieren, das zu 16b methyliert wurde. Synthetisches 16b war mit nativem Xanthomegnin identisch, was die von Höfle und Röser9) revidierte Konstitution bestätigt und beweist, daß die Farbstoffe der Xanthomegnin-Reihe biogenetisch einheitlich sind. - Die Stoffwechselprodukte des Stammes hemmen das Wachstum von Bakterien, 16b und 23 wirken ferner gegen Insekten.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120319
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  • 3
    Electronic Resource
    Electronic Resource
    Identification of oestrogen metabolites in human urine by capillary gas chromatography and mass spectrometry (1989)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 18 (1989), S. 87-95 
    Details
    ISSN: 0887-6134
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oestrogen metabolites from the urine of males and pregnant and non-pregnant females were enriched by a procedure involving column chromatography on adsorber resins, gels and ion exchangers, enzymatic solvolysis and extraction, thereby separating the oestrogens from most of the interfering material. After derivatization of the oestrogens as their trimethylsilyl ethers profiles were measured with a fused silica column and a flame ionization detector by gas chromatography. Using a combination of capillary gas chromatography and mass spectrometry approximately 50 oestrogen metabolites were detected in the human urine of males and females, of which 19 were unknown urine compounds. Not all could be identified definitely owing to the lack of reference material. Mass spectra of trimethylsilylated oestrogens with functional groups at position 11 (11-dehydroestradiol, 11-dehydroestrone and 11β-hydroxyestrone) were discussed in their common and discernible fragmentations.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bms.1200180202
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  • 4
    Electronic Resource
    Electronic Resource
    Organisch-chemisches Praktikum Für Chemiker, Biologen, Pharmazeuten und Mediziner. Von G. Kempter. Friedr. Vieweg & Sohn, Wiesbaden, 3. Aufl. 1978, 268 S., 96 Abb., 25 Tab., Paperback DM 24,80 (1979)
    Weinheim : Wiley-Blackwell
    Chemie in unserer Zeit 13 (1979), S. 95-95 
    Details
    ISSN: 0009-2851
    Keywords: Chemistry ; Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ciuz.19790130308
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  • 5
    Electronic Resource
    Electronic Resource
    13C-NMR and CD Spectroscopy with Isochromanquinones - Potent Methods to Determine the Stereochemistry and the Tautomeric Equilibrium in This Group of Antibiotics (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 751-758 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 13C-NMR- und CD-Spektroskopie mit Isochromanchinonen. - Zuverlässige Methoden zur Bestimmung der Stereochemie und des Tautomeriegleichgewichtes in dieser AntibiotikagruppeDie 13C-NMR- und CD-Spektren von Isochromanchinonen der Naphthocyclinon- und Actinorhodin-Reihe werden eingehend interpretiert. Die beiden spektroskopischen Methoden lassen sich so weit entwickeln, daß die schwierigen Strukturprobleme in dieser Antibiotikagruppe zukünftig einfach und zuverlässig gelöst werden können. Außerdem läßt sich bei diesen Naturstoffen erstmals das Gleichgewicht zwischen den Tautomeren 1-4 (R3 = H) des Naphthazarin-Chromophors für Lösungen genauer beschreiben.
    Notes: The isochromanquinones of the naphthocyclinone and actinorhodin series get a thorough interpretation of their 13C-NMR and CD spectra. By improving these two methods the difficult structural problems in the whole group of these antibiotics will be solved easily and reliably. In addition, the equilibrium of the naphthazarin tautomers 1-4 (R3 = H) in solution can be described more exactly for the first time.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870823
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  • 6
    Electronic Resource
    Electronic Resource
    Lipomycine, III. Isolierung und Zuordnung der Methyl-2,6-didesoxy-D-ribo-hexoside (1975)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1975 (1975), S. 2079-2088 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Lipomycins, III. - Isolation and Identification of the Methyl 2,6-Dideoxy-D-ribo-hexosidesThe methyl glycosides isolated from α-lipomycin (2) are identified as anomeric methyl 2,6- dideoxy-D-ribo-hexopyranosides (3a, 4a) and -hexofuranosides (5a, 6a). At equilibrium the mixture of the methyl hexosides contains pyranosides and furanosides in the ratio 3: 1. The furanosides have the same anomeric ratio, whereas the β-form 3a of the pyranosides predominates over the αform 4a. - The mass spectra of the trimethylsilyl ethers and the 1H-NMR spectra of the four compounds are discussed. The pyranosides prefer the 4C1 conformation.
    Notes: Die aus α-Lipomycin (2) isolierten Methylglykoside werden als anomere Methyl-2,6-didesoxy- D-ribo-hexopyranoside (3 a, 4a) und -hexofuranoside (5a, 6a) identifiziert. Im Gleichgewicht enthält das Methylhexosidgemisch Pyranoside und Furanoside im Verhältnis 3 : 1. Die anomeren Furanoside entstehen in gleicher Menge, bei den Pyranosiden überwiegt die β-Form 3a. - Die Massenspektren der Trimethylsilyläther und die 1H-NMR-Spektren der vier Komponenten werden vergleichend diskutiert. Die Pyranoside bevorzugen die 4C1- Konformation.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197519751117
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