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  • Articles  (30)
  • Articles: DFG German National Licenses  (30)
  • Chemistry  (29)
  • Analytical Chemistry and Spectroscopy  (1)
  • Inorganic Chemistry  (1)
  • Isocoumarins  (1)
  • 2,8-dimethyl-1,7-dioxaspiro[5.5]undecane
  • Cyclodextrins
  • 1980-1984  (20)
  • 1975-1979  (10)
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  • Articles  (30)
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  • Articles: DFG German National Licenses  (30)
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  • 1
    Electronic Resource
    Electronic Resource
    Metabolic products of microorganisms (1978)
    Springer
    Archives of microbiology 116 (1978), S. 253-257 
    Details
    ISSN: 1432-072X
    Keywords: Antibiotics from Aspergilli ; Cladosporin ; Dimethyl cladosporin ; Asperentin ; Isocoumarins
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Cladosporin was isolated from the cultures of three species of the genus Eurotium. Cladosporin inhibited the growth of several fungi and at very low concentrations the growth of Bacillus brevis and Clostridium pasteurianum. Bacillus subtilis and most other Gram-positive bacteria were not sensitive. Gram-negative bacteria and yeasts were not affected by concentrations up to 100 μg/ml. Dimethyl cladosporin showed only weak activity against Bacillus brevis with the minimal inhibitory concentrations being a 100 times higher than of cladosporin. The incorporation of leucine and uracil into acid insoluble material in Bacillus brevis cells was completely inhibited by concentration of 0.5 μg/ml cladosporin. The incorporation of thymidine was not affected at this concentration.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00417848
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  • 2
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen, 195. Konstitution von Ophiocordin, einem Antibiotikum mit antifungischen Eigenschaften (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 2221-2226 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Metabolites of Microorganisms, 195. The Structure of Ophiocordin, an Antibiotic with Antifungal ActivityThe structure of the antibiotic Ophiocordin (9), which exhibits antifungal activity, was elucidated by chemical degradation, mass spectrometry, and NMR. Ophiocordin contains a novel 3-amino-hexahydro-4-hydroxyazepin system (5), which is esterified with 4-hydroxybenzoic acid and connected to 3,3′,5′-trihydroxy-2,4′-carbonylbis[benzoic acid] (7) via an amide bond between the 1-carboxy group and the amino group of the azepin system.
    Notes: Die Konstitution des antifungisch wirksamen Antibiotikums Ophiocordin (9) konnte durch chemischen Abbau, Massenspektrometrie und Kernresonanz aufgeklärt werden. Ophiocordin enthält ein neuartiges 3-Aminohexahydro-4-hydroxyazepin-System (5), an das 4-Hydroxybenzoesäure esterartig und 3,3′,5′-Trihydroxy-2,4′-carbonylbis[benzoesäure] (7) über die Carboxylgruppe in 1-Stellung säureamidartig gebunden ist.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19801130617
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  • 3
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen, 190. Ketalin, ein Metabolit aus Streptomyces Tü 1668 (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1384-1391 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Metabolites of Microorganisms, 1901).  -  Ketalin, a Metabolite from Streptomyces Tü 1668On testing 25 streptomyces strains for metabolites with reducing properties by a novel concept of “chemical screening” a polyfunctional compound with the elemental composition C11H20O4 was isolated from streptomyces lavendulae. On the basis of chemical and spectroscopic investigations this compound is assigned the structure of 1,3,8-trihydroxy-7-methyl-2-methylene-4-nonanone (2). The substance, which was named ketalin, is antibacterially inactive, but displays ionophoric activity in a liposome test.
    Notes: Bei der Überprüfung von 25 Streptomycetenstämmen auf Metabolite mit reduzierenden Eigenschaften in einem, seiner Konzeption nach, neuartigen, “chemischen Auswahlverfahren” (“chemisches Screening”) konnte aus Streptomyces lavendulae eine polyfunktionelle Verbindung der Summenformel C11H20O4 isoliert werden. Aufgrund von chemischen und spektroskopischen Untersuchungen wurde der Verbindung die Konstitution eines 1,3,8-Trihydroxy-7-methyl-2-methylen-4-nonanons (2) zugeordnet. Die Substanz, die Ketalin genannt wurde, ist antibakteriell inaktiv, weist aber im Liposomentest ionophore Wirkung auf.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800906
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  • 4
    Electronic Resource
    Electronic Resource
    Konfiguration von 2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methylbuttersäure, der N-terminalen Aminosäure der Nikkomycine (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1728-1735 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Configuration of 2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methylbutyric Acid, the N-Terminal Amino Acid of the NikkomycinsThe N-ethylthio(thiocarbonyl)derivative 2 of the N-terminal amino acid 1 of the nikkomycin antibiotics shows a positive Cotton effect in its circular dichroism spectrum and therefore 1 is assigned to the L-series. The relative configuration of the C atoms 3 and 4 was ascertained by 1H-NMR investigations and crystal structure analysis. Accordingly, 1 is assigned the configuration 2S,3S,4S.
    Notes: Das N-Ethylthio(thiocarbonyl)derivat 2 der N-terminalen Aminosäure 1 der Nikkomycin-Antibiotika weist Circulardichroismus mit positivem Cottoneffekt auf und 1 ist daher der L-Reihe zu-zuordnen. Die relative Konfiguration an den C-Atomen 3 und 4 wurde durch 1H-NMR- und Kristallstrukturuntersuchungen bestimmt. Danach hat 1 die Konfiguration 2S,3S,4S.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801112
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  • 5
    Electronic Resource
    Electronic Resource
    Reaktionen von Aminosäuren und Peptiden, II. Darstellung von 2-Aminooxazolderivaten aus Peptidamiden mit Hexafluoracetanhydrid (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 973-985 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Amino Acids and Peptides, II. - Preparation of 2-Aminooxazole Derivatives from Peptide Amides with Hexafluoroacetic AnhydrideC-Terminal amino acid amide residues of peptide amides react with hexafluoroacetic anhydride to form stable 5-(trifluoroacetylamino)oxazole derivatives. Several representatives of this class of compounds have been synthesized and their structures determined by 1H-NMR and mass spectrometry and by their chemical reactions. The heterocyclization reaction can be used for the formation of volatile derivatives in the analysis of peptide amides on a microgram scale and for the identification of the C-terminal amino acid residue in peptide amides.
    Notes: C-Terminale Aminosäureamidreste von Peptidamiden reagieren mit Hexafluoracetanhydrid in guten Ausbeuten zu stabilen 5-(Trifluoracetylamino)oxazolderivaten. Verschiedene Vertreter dieser Verbindungen wurden dargestellt und ihre Struktur durch 1H-NMR-, Massenspektrometrie und chemische Reaktionen charakterisiert. Die Heterocyclisierungsreaktion kann im Mikrogramm-Maßstab zur Herstellung flüchtiger Derivate bei der Analytik von Peptidamiden und zur Identifizierung der C-terminalen Aminosäure von Peptidamiden benutzt werden.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790708
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  • 6
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen, 199 Konstitutionsaufklärung der Nikkomycine I, J, M und N (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 1018-1024 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Metabolites of Microorganisms, 199.  -  Structure Elucidation of the Nikkomycins I, J, M, and NNikkomycins are nucleoside antibiotics exhibiting fungicide and insecticide activity which is due to an inhibition of chitin biosynthesis. From the culture filtrate of Streptomyces tendae the previously described nikkomycins Z2) (1 a) and X3) (1 b) have been isolated as major components. As minor components the nikkomycin B4) (1 c) as well as the nikkomycins I (1 d), J (1 e), M (1 f), and N (1 g), described in this paper, have been isolated.
    Notes: Die Nikkomycine sind Nucleosidantibiotika mit fungizider und insektizider Wirkung, die auf einer Hemmung der Chitinbiosynthese beruhen. Das Kulturfiltrat von Streptomyces tendae liefert als Hauptkomponenten die bereits beschriebenen Nikkomycine Z2 (1 a) und X3) (1 b). Als Nebenkomponenten lassen sich aus dem Kulturfiltrat die Nikkomycine B4) (1 c) sowie die im folgenden beschriebenen Nikkomycine I (1 d), J (1 e), M (1 f) und N (1 g) isolieren.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810607
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  • 7
    Electronic Resource
    Electronic Resource
    Stoffwechselprodukte von Mikroorganismen, 182. Aufklärung der Struktur des Nucleosidantibiotikums Nikkomycin X (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 1494-1502 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Metabolites of Microorganisms, 182.  -  Structure Elucidation of the Nucleoside Antibiotic Nikkomycin XIn addition to the previously described nikkomycin Z, the structure of which could be confirmed, a new chitin synthase inhibiting component, nikkomycin X, could be isolated from the culture filtrate of Streptomyces tendae. Nikkomycin X is a structural isomer of nikkomycin Z and contains a 4-formyl-4-imidazolin-2-one unit instead of uracil. The structure was established by spectroscopic methods, chemical degradation and partial synthesis. Biological activity and antibiotic spectra of the two nikkomycins are similar.
    Notes: Neben dem bereits früher beschriebenen Nikkomycin Z, dessen Struktur bestätigt werden konnte, wurde aus dem Kulturfiltrat von Streptomyces tendae eine weitere die Chitinsynthase hemmende Komponente, Nikkomycin X, isoliert, die mit Nikkomycin Z strukturisomer ist, aber anstelle von Uracil 4-Formyl-4-imidazolin-2-on enthält. Die Struktur wurde mit spektroskopischen Methoden, durch chemischen Abbau und durch Teilsynthesen bewiesen. Die biologischen Aktivitäten und die Wirkungsspektren der beiden Nikkomycine sind ähnlich.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919791007
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  • 8
    Electronic Resource
    Electronic Resource
    Reaktionen von Aminosäuren und Peptiden, III. Darstellung von 1,3-Oxazolidin-5-on-Derivaten aus N-Methyl-aminosäuren und Hexafluoracetanhydrid (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 611-621 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Amino Acids and Peptides, III1).  -  Preparation of 1,3-Oxazolidin-5-one Derivatives from N-Methyl Amino Acids with Hexafluoroacetic AnhydrideN-Methyl amino acids react with hexafluoroacetic anhydride to give 1,3-oxazolidin-5-one derivatives in good yields. The structure of these products has been derived by 1H-NMR, mass and IR spectroscopy. Alkaline hydrolysis results in the formation of α-keto carboxylic acids. The reaction of 4-trifluoroacetylmethylene-1,3-oxazolidin-5-one derivatives with ammonia yields Δ3-pyrrolin-2-one derivatives, while methanol results in ring opening and formation of methyl esters of α,β-unsaturated N-methyl amino acids.
    Notes: N-Methylaminosäuren reagieren mit Hexafluoracetanhydrid in guten Ausbeuten zu den 1,3-Oxazolidin-5-on-Derivaten 1a - c und 3a - c, deren Struktur durch 1H-NMR-, Massen- und IR-Spektroskopie bestimmt wurde. 4-Benzyliden-3-methyl-2-trifluormethyl-1,3-oxazolidin-5-on (1b) wurde alkalisch zu Phenylbrenztraubensäure hydrolysiert. Bei der Reaktion der 4-Trifluoracetyl-methylen-1,3-oxazolidin-5-on-Derivate mit NH3 entstehen Δ3-Pyrrolin-2-on-Derivate. Mit Methanol bilden sich unter Ringöffnung die Methylester α,β-ungesättigter N-Methylaminosäuren.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800413
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  • 9
    Electronic Resource
    Electronic Resource
    Reaktionen von Aminosäuren und Peptiden, IV. Synthese von Furanderivaten aus N-Methylaminosäuren (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 1606-1609 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Amino Acids and Peptides, IV. - Synthesis of Furan Derivatives from N-Methyl Amino AcidsIn the reaction of N-methyl homophenylalanine and N-methyl norleucine with hexafluoroacetic anhydride the expected 1,3-oxazolidin-5-one derivatives are formed only as by-products. As main products 3-[methyl(trifluoroacetyl)amino]-2,5-bis(trifluoromethyl)furan derivatives could be isolated, the structures of which were identified by spectroscopic methods.
    Notes: Bei der Reaktion von N-Methylhomophenylalanin und N-Methylnorleucin mit Hexafluoracetanhydrid entstehen die erwarteten 1,3-Oxazolidin-5-on-Derivate nur als Nebenprodukte. Als Hauptprodukte konnten 3-[Methyl(trifluoracetyl)amino]-2,5-bis(trifluormethyl)furan-Derivate isoliert werden, deren Konstitutionen mit spektroskopischen Methoden ermittelt wurden.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810910
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  • 10
    Electronic Resource
    Electronic Resource
    Synthese der N-terminalen Aminosäure der Nikkomycine I, J, X und Z (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1615-1622 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of the N-Terminal Amino Acid of the Nikkomycins I, J, X, and ZA mixture of four stereoisomers of 2-amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methylbutanoic acid (14), the N-terminal amino acid of the nikkomycin antibiotics could be synthesized in a twelve-step procedure. By comparison of 1H NMR spectra, mass spectra and of the gas chromato-graphic behaviour of various derivatives the constitution and relative configuration of the natural compound has been confirmed.
    Notes: Ein Gemisch aus vier Stereoisomeren von 2-Amino-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methylbuttersäure (14) der N-terminalen Aminosäure der Nikkomycin-Antibiotika konnte in einer zwölfstufigen Synthese dargestellt werden. Durch Vergleich der 1H-NMR-Spektren, Massenspektren und des gaschromatographischen Verhaltens verschiedener Derivate von Synthese- und Naturprodukt wird die Richtigkeit der angenommenen Konstitution und relativen Konfiguration bestätigt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820904
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