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  • Articles: DFG German National Licenses  (6)
  • Electronic Resource  (6)
  • Pleuromutilin  (4)
  • Erwinia herbicola  (2)
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  • Articles: DFG German National Licenses  (6)
Material
  • Electronic Resource  (6)
Years
Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Ferrioxamine transport mutants and the identification of the ferrioxamine receptor protein (FoxA) inErwinia herbicola (Enterobacter agglomerans) (1990)
    Springer
    BioMetals 2 (1990), S. 197-202 
    Details
    ISSN: 1572-8773
    Keywords: Erwinia herbicola ; Enterobacter agglomerans ; Ferrioxamines ; Ferrioxamine receptor ; Iron transport ; Siderophores
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary Iron deprivation ofErwinia herbicola (Enterobacter agglomerans) induces the biosynthesis of six high-M r outer-membrane proteins and large amounts of ferrioxamine E. Mutagenesis withN-methyl-N′-nitro-N-nitrosoguanidine and selection with ferrimycin A yielded mutants ofE. herbicola K4 (wild type), defective in the expression of a 76-kDa outer-membrane protein, as determined by SDS/polyacrylamide gel electrophoresis. While in bioassays wild-type cells showed growth promotion in the presence of ferrioxamines (B, D1, D2, E, G), enterobactin, citrate, ferrichrome and coprogen, these mutants failed to respond to ferrioxamines. Moreover, experiments with55Fe-labelled siderophores confirmed that iron transport mediated by ferrioxamine E and B in the mutants was completely inhibited, whereas iron transport by other hydroxamate siderophores, such as ferrichrome and coprogen was unaffected. The results are evidence that the 76-kDa protein in the outer membrane represents the receptor protein (FoxA) for ferrioxamines inE. herbicola.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01141359
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Chemie der Pleuromutiline, 3. Mitt.: Synthese des 14-O-Acetyl-19,20-dihydro-A-nor-mutilins (1981)
    Springer
    Monatshefte für Chemie 112 (1981), S. 1441-1450 
    Details
    ISSN: 1434-4475
    Keywords: Contraction of ring A ; Photo-Wolff-rearrangement ; Pleuromutilin ; Tricyclic diterpene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Derivatives of the antibiotic pleuromutilin are rapidly metabolised in animals. This phenomenon is responsible for the lack of biological activity of these compoundsin vivo although their activitiesin vitro are extremely high (MHK=0,005–0.1 μg/ml). In order to reduce the rate of metabolism a compound with slightly modified conformation (15) in the appropriate region of the molecule (C-1, C-2)3a was chosen for biological tests. The synthesis of this compound is described in detail.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00900009
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Chemie der Pleuromutiline, IX. Konfigurationsumkehr der Methylgruppe am Kohlenstoff 6 im tricyclischen Gerüst des Diterpens Pleuromutilin (1983)
    Springer
    Monatshefte für Chemie 114 (1983), S. 1125-1136 
    Details
    ISSN: 1434-4475
    Keywords: Pleuromutilin ; Inversion of configuration ; 1,5-Hydride-shift
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The contact of pleuromutilin derivatives with the protein moiety of cytochrome P-450 as well as its orientation towards the heme iron is mainly dependent on the steric environment of the hydrindanone-part of the tricyclus. The apparent affinity between substrate and enzyme, which is correlated with the rate of metabolism can be reduced by inversion of configuration at carbon 6. This inversion is achieved by equilibrating the diastereomeric ketones12 and13 followed by a selective reduction of the keto group at position 7. The 6-methylgroup of14 was assigned α-configuration on the basis of spectroscopic data in comparison to those of the naturally configurated compound14a.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00799036
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Chemie der Pleuromutiline, 10. Mitt.: 1,2-Transposition der Carbonylfunktion im Cyclopentanonteil des tricyclischen Gerüstes (1985)
    Springer
    Monatshefte für Chemie 116 (1985), S. 1165-1176 
    Details
    ISSN: 1434-4475
    Keywords: Pleuromutilin ; Ketol-isomerization ; 11,2-Hydride-shift ; 1,2-Carbonyl-transposition ; Photoaddition to enones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 2-Hydroxy-19,20-dihydropleuromutilin (10) undergoes a stereospecific ketolisomerisation when treated with base under phase/transfer conditions (11, 12). The subsequent reductive elimination of the 3-acetoxygroup afforded mutilin with a 1,2-transposed ketofunction (13).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00811250
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    Paper (German National Licenses)
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  • 5
    Electronic Resource
    Electronic Resource
    Chemie der Pleuromutiline, 11. Mitt.: Konfigurationsumkehr der Vinylgruppe am Kohlenstoff 12 durch reversible Retro-En-Spaltung (1986)
    Springer
    Monatshefte für Chemie 117 (1986), S. 1073-1080 
    Details
    ISSN: 1434-4475
    Keywords: Pleuromutilin ; Inversion of configuration ; Reversible retro-en-cleavage ; Simmons-Smith-reaction ; Type I-“metallo-en”-reaction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The reaction of pleuromutilin-22-0-tosylat(2) withEtZnI afforded a mixture of the 12-epimeric compounds2 and3. A reversible retro-en-reaction of the homoallylic system is discussed as a possible mechanistic pathway. The structure assignment is based on1H- and13C-NMR spectroscopic data.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00811277
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    Paper (German National Licenses)
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  • 6
    Electronic Resource
    Electronic Resource
    Characterization of ferrioxamine E as the principal siderophore ofErwinia herbicola (Enterobacter agglomerans) (1988)
    Springer
    BioMetals 1 (1988), S. 51-56 
    Details
    ISSN: 1572-8773
    Keywords: Erwinia herbicola ; Siderophore transport ; Ferrioxamine E
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary Several strains of the enterobacterial groupErwinia herbicola (Enterobacter agglomerans) were screened for siderophore production. After 3 days of growth in a low-iron medium, all strains studied produced hydroxamate siderophores. The retention values of the main siderophore during thin-layer chromatography on silica gel plates and on HPLC reversed-phase columns were identical with those of an authentic sample of ferrioxamine E (norcardamine). Gas-chromatographic analysis of the HI hydrolyzate yielded succinic acid and 1,5-diaminopentane in equimolar amounts; fast-atom-bombardment (FAB) mass spectroscopy showed a molecular mass of 653 Da. Iron from55Fe-labelled ferrioxamine E was well taken up by iron-starved cells ofE. herbicola (K m=0.1 μM,V max=8 pmol mg−1 min−1). However, besides ferrioxamine E (100%), several exogenous siderophores such as enterobactin (94.5%), ferric citrate (78.5%), coprogen (63.5%) and ferrichrome (17.5%) served as siderophores, suggesting the presence of multiple siderophore receptors in the outer membrane ofE. herbicola.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01128017
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    Paper (German National Licenses)
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