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  • Electronic Resource  (10)
  • 1980-1984  (10)
  • Chemistry  (10)
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  • Electronic Resource  (10)
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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 566-576 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and 1H- and 13C-NMR Spectroscopy of Monoterpenoid IsoquinolinesThe synthesis of methylalangiside tetraacetate (3b) and methylisoalangiside tetraacetate (6b) and their dihydroderivatives starting from secologanin and dopamine is described. According to the analysis of the 1H- and 13C-NMR spectra 8β-H configuration is assigned to 3b, 8α-H configuration to 6b. The substituents on the dihydropyran ring prefer an axial position, a prerequisite for the observation of an “anomalous high field acetate signal” with 6b.
    Notes: Die Synthese von Methylalangisidtetraacetat (3b) und Methylisoalangisidtetraacetat (6b) und ihrer Dihydroderivate wird, ausgehend von Dopamin und Secologanin, beschrieben. Nach der Analyse der 1H- und 13C-NMR-Spektren kommt 3b die 8β-H- und 6b die 8α-H-Konfiguration zu. In beiden Verbindungen nehmen die Substituenten des Dihydropyran-Ringes axiale Positionen ein, womit das Auftreten eines „anomal hohen Acetatsignals“ bei 6b erklärt werden kann.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 835-843 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Isolation, 13C NMR Spectra, and Biosynthesis of Resistomycin and Resistoflavin from Streptomyces griseoflavus B 71 (Actinomycetales)From the mycelium of Steptomyces griseoflavus B 71 (Actinomycetales) resistomycin (1), resistoflavin (2), and 2-pyrrolecarboxylic acid (3) were isolated. 13C NMR spectra of 1 and 2 were recorded and assigned using long-range C,H coupling and H/D exchange. Feeding experiments with [1-13C]- and [1,2-13C]-acetate confirm biosynthesis from a decaketide precursor 4a folded in an S-shaped loop.
    Notes: Aus dem Mycel von Streptomyces griseoflavus B 71 (Actinomycetales) konnten Resistomycin (1), Resistoflavin (2) und 2-Pyrrolcarbonsäure (3) isoliert werden. Von 1 und 2 wurden die 13C-NMR-Spektren aufgenommen und mit Hilfe weitreichender C,H-Kopplungen und H/D-Austausch interpretiert. Nach Fütterungsexperimenten mit [1-13C]- und [1,2-13C]-Acetat geht 1 aus einem S-förmig gefalteten Decaketid 4a hervor.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from gliding Bacteria, XVII. - Myxopyronin A and B - Two Novel Antibiotics from Myxococcus fulvus Strain Mx f50From the gliding bacterium Myxococcus fulvus strain Mx f50 two antibiotics, named myxopyronin A and B, have been isolated and shown to possess the structures 9a and 9b. The two new compounds are 3-acyl-4-hydroxy-α-pyrones with an N-alkenylcarbamate function uncommon to natural products.
    Notes: Aus dem Kulturüberstand des Gleitenden Bakteriums Myxococcus fulvus Stamm Mx f50 (Myxobacterales) wurden zwei Myxopyronin A und B genannte Antibiotika isoliert und konstitutionell aufgeklärt. Es handelt sich um die Verbindungen 9a, b mit einer 3-Acyl-4-hydroxy-α-pyron-Struktur und einer für Naturstoffe ungewöhnlichen N-Alkenyl-Carbamat-Funktion.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 78-84 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Gliding Bacteria, XVIII.  -  The Absolute Configuration of Myxalamide A and BThe absolute configuration of myxalamide A (1) and B (2) was deduced from the ozonolysis products of myxalamide A (1) and di-O-acetylmyxalamide B (5). The R configuration was determined for C-12 and C-13 from X-ray analysis of p-bromophenacyl 3-acetoxy-2-methyl-4-oxopentanoate (11). The S configuration of C-1′ was derived by comparison of synthetic O-acetyl-N-pyruvoyl-L-alaninol (12) with the identical degradation product. For the additional chiral center C-16 in myxalamide A (1) S configuration follows from degradation to (S)-2-methylbutyric acid (17).
    Notes: Die absolute Konfiguration von Myxalamid A (1) und B (2) wurde aus den Ozonolyseprodukten von Myxalamid A (1) und Di-O-acetylmyxalamid B (5) abgeleitet. Mit einer Röntgenstrukturanalyse des 3-Acetoxy-2-methyl-4-oxopentansäure-p-bromphenacylesters (11) wurde die R-Konfiguration für C-12 und C-13 bestimmt. Die S-Konfiguration von C-1′ wurde durch Vergleich von synthetischem O-Acetyl-N-pyruvoyl-L-alaninol (12) mit dem identischen Abbauprodukt ermittelt. Aus dem Abbau zu (S)-2-Methylbuttersäure (17) folgt S-Konfiguration für das zusätzliche Chiralitätszentrum C-16 im Myxalamid A (1).
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 5
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Gliding Bacteria, XXIII.  -  Stigmatellin A and B  -  Two Novel Antibiotics from Stigmatella Aurantiaca (Myxobacterales)From the cells of the gliding bacterium Stigmatella aurantiaca strain Sg a15 two novel antibiotics named stigmatellin A and B were isolated as a mixture in addition to the known myxalamides. The structure elucidation of the crystalline main component A (7a), using spectroscopic methods, degradation, and chemical transformations revealed the structure of an 8-hydroxy-5,7-dimethoxychromone system with a modified long-chain alkyl substituent in position 2. A simple synthesis for chromones with this substitution pattern not yet known also from natural products was developed.
    Notes: Aus den Zellen des Gleitenden Bakteriums Stigmatella aurantiaca Stamm Sg a15 (Myxobacterales) wurden neben den bekannten Myxalamiden zwei neue, Stigmatellin A und B (7a, b) genannte Antibiotika als Gemisch isoliert. Die Strukturaufklärung der kristallinen Hauptkomponente A (7a) mit Hilfe spektroskopischer Methoden, Abbau und Derivatisierung ergab ein 8-Hydroxy-5,7-dimethoxychromon-System mit einem langkettigen modifizierten Alkylrest in 2-Stellung. Eine einfache Synthese für Chromone mit diesem auch in der Natur bisher nicht bekannten Substitutionsmuster wurde ausgearbeitet.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 397-400 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New Constituents of Levisticum officinale KochFalcarindiol (1) was identified as the antibiotic principle in roots of Levisticum officinale (Umbelliferae). In addition (Z)-ligustilide (2), angeolide (3), and five new dimers of ligustilide were isolated. Structures were elucidated by spectroscopic methods.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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  • 7
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Gliding bacteria, XV. - Myxalamides A, B, C, and D, a Group o Homologous Antibiotics from Myxococcus xanthus Mx x12 (Myxobacterales)A new antibiotic complex, called myxalamides, was isolated from the cells of Myxococcus xanthus Mx x12 (GBF). After preliminary purification using florisil the myxalamides were separated by reversed-phase chromatography to give four components. The spectroscopic investigation of the main component, myxalamide B (1), revealed the structure of an alaninol amide with a highly unsaturated, branched fatty acid. The xyxalamides A (3), C(4) D(5) are amides of homologous fatty acids and alaninol.
    Notes: Aus den Zellen von Myxococcus xanthus Mx x12 (GBF) wurde ein neuer Antibiotika-Komplex, genannt Myxalamide, isoliert. Nach Vorreinigung an Florisil wurden die myxalamide durch chromatographie an einer Umkehrphase in vier Komponenten aufgetrennt. Die spektroskopische Untersuchung der Hauptkomponente, Myxalamid B (1), ergibt die Struktur eines Alaninolamids mit einer verzweigten, hohungesättigten Fettsäure. Die Myxalamide A (3), C(4) und D(5) sind Amide aus homologen Fettsäuren und Alaninol.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 888-893 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Inhaltsstoffe mit Lactonstruktur aus Angelica glaucaDie Struktur eines zweiten neuen Lacton-Dimeren, des Angelicolids (4), das aus den Wurzeln von Angelica glauca Edgew. isoliert wurde, ist mit spektroskopischen Methoden und durch Röntgenstrukturanalyse aufgeklärt worden. Angelicolid erwies sich als symmetrisches Dimeres des Butylidenphthalids 1 (E-Ligustilid).
    Notes: The structure of a second new dimeric lactone, angelicolide (4), isolated from the roots of Angelica glauca Edgew., has been assigned by spectroscopy and X-ray analysis. Angelicolide has been found to be a symmetric dimer of the butylidenephthalide 1 (E-ligustilide).
    Additional Material: 1 Ill.
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 699-707 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Angeolid, ein neues Lacton aus Angelica glaucaDie Struktur und Stereochemie von Angeolid (1), einem neuen dimeren Lacton aus Angelica glauca Edgew. wurde mittels Röntgenstrukturanalyse aufgeklärt. Angeolid stellte sich als das Dimere von Butylidenphthalid 2 (Ligustilid) heraus. Die beiden isomeren Ligustilide wurden aus der oben genannten Pflanze gewonnen und ihre Stereochemie wurde aufgeklärt. Die Verwandtschaft von Angeolid (1) und Ligustilid wurde auf chemischem Wege nachgewiesen.
    Notes: The structure and stereochemistry of angeolide (1), a novel dimeric lactone isolated from Angelica glauca Edgew., have been determined by X-ray analysis. Angeolide has been found to be the dimer of the butylidenephthalide 2 (ligustilide). The two isomeric ligustilides have been isolated from this plant and their stereochemistry has been determined. The relationship between angeolide (1) and ligustilide has been confirmed by chemical transformation.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 10
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Gliding Bacteria, XXII. - The Biosynthesis of Myxopyronin A, an Antibiotic from Myxococcus fulvus, Strain Mx f50The biosynthesis of the antibiotic myxopyronin A (1) from acetate, glycine, and methionine was investigated by feeding experiments with the corresponding 13C- and 15N labeled precursors and observing the labeling pattern by 13C-NMR. The carbon skeleton of the antibiotic is derived from two polyacetate chains. Glycine is incorporated as starting unit into one of the chains. Two of the three methyl groups are incorporated from methionine, the third one from C-2 of acetate.
    Notes: Die Biosynthese des Antibiotikums Myxopyronin A (1) aus Acetat, Glycin und Methionin wurde durch Einbauversuche mit den entsprechenden 13C- und 15N-markierten Vorstufen anhand der 13C-NMR-Spektren aufgeklärt. Das Molekülgerüst wird aus zwei Polyacetat-Ketten aufgebaut, wobei Glycin in einem Fall als Starter fungiert. Zwei der drei Methylverzweigungen stammen aus Methionin, die dritte aus einem C-2-Atom von Acetat.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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