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  • 1
    Electronic Resource
    Electronic Resource
    Die Struktur des Ubichinons aus Schweineherzen (1958)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 41 (1958), S. 2343-2357 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The isolation in pure form of the ubiquinone from pig heart is described. From 750 kg raw material 37 g of pure crystalline material could be obtained. Its structure has been established as that of a 2,3-dimethoxy-5-methyl-benzoquinone derivative with a vitamin-K2-like isoprenoid side chain of 50 carbon atoms (I). It is proposed to name this compound ubiquinone(50).
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19580410745
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  • 2
    Electronic Resource
    Electronic Resource
    NMR-spektroskopische Untersuchungen zum Komplexbildungsverhalten von Hydrazonen des Thiocarbazinsäure-O-methylesters mit Zink(II)-Ionen (1996)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 338 (1996), S. 60-64 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Complexes of Zn(II) with Schiff Bases of Hydrazine-O-methylcarbothionates - NMR-Spectroscopic InvestigationsSchiff bases of hydrazine-O-methylcarbothionates react as bi- or tridentate ligands with Zn(II) ions forming neutral metal complexes (1a-1g). 1H-, 13C- and 15N-NMR-spectra of these complexes show the existence of configurational isomers of the C=N-double bond. Furthermore, depending on the ligands 4 different coordination patterns with the donor atoms N2S2, N4, N2O2 and NOS are demonstrated.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19963380110
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  • 3
    Electronic Resource
    Electronic Resource
    Chemical synthesis, absolute configuration, and stereochemistry of formation of 10-hydroxywarfarin: A major oxidative metabolite of (+)-(r)-warfarin from hepatic microsomal preparations (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 2 (1990), S. 96-105 
    Details
    ISSN: 0899-0042
    Keywords: human liver ; P-450IIIA family ; 10-hydroxywarfarin ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of a diastereomerically pure 10-hydroxywarfarin [4-hydroxy-3-(2-hydroxy-3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one] was accomplished in three steps from racemic warfarin. The relative configuration of the synthetic product was established by conversion to a cyclic derivative followed by NMR and X-ray diffraction analysis. Absolute stereochemistry was determined by enzymatic conversion of either of the pure enantiomers of warfarin to a 10-hydroxy metabolite of known relative configuration. Metabolic formation of 10-hydroxywarfarin was studied using hepatic microsomal preparations from female rats and man. The formation of 10-hydroxywarfarin catalyzed by hepatic microsomes from both dexamethasone-treated rats and man was highly stereoselective [(R)/(S): 3.4-9.0] for (R)-warfarin. In contrast, little stereoselectivity was observed in reactions catalyzed by untreated rat liver microsomes. The resultant stereochemistry at the site of oxidation was also found to be highly dependent on substrate stereochemistry. (R)-Warfarin gave (9R;10S)-10-hydroxywarfarin with only a trace of the (9R;10R) isomer irrespective of which enzyme preparation was used for catalysis, while (S)-warfarin gave (9S;10R)-10-hydroxywarfarin with only a trace of the (9S;10S) isomer, again irrespective of which enzyme preparation was used for catalysis.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530020207
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  • 4
    Electronic Resource
    Electronic Resource
    Chiral α-substituted α-aryloxy acetic acids: Synthesis, absolute configuration, chemical resolution, and direct separation by hplc (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 4 (1992), S. 193-203 
    Details
    ISSN: 0899-0042
    Keywords: enantiomers ; chiral phase ; chiral recognition ; aryloxyacetic acids ; optical rotatory dispersion ; circular dichroism ; biological stereospecificity ; myotonia ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Several α-monoalkyl-α-aryloxyacetic acids have been synthesized and resolved into their optical antipodes; their absolute configuration was also established by chiroptical and chemical methods. The two enantiomers of a series of these compounds show opposite effects on skeletal muscle fibers chloride conductance. Therefore a HPLC procedure was developed for the direct determination of the optical purity of the antipodes before submitting them to biological tests. The chromatographic study was performed on DACH-DNB chiral stationary phase which shows a remarkable enantioselectivity for the considered compounds as free acids, esters and amides under different conditions with essentially the same chiral mechanism of separation. © 1992 Wiley-Liss, Inc.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530040311
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  • 5
    Electronic Resource
    Electronic Resource
    Stability and Lability of Dicopper Double-Stranded Helicates in Solution (1998)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 81 (1998), S. 548-557 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stability constants have been measured for a series of ligands based on a 2,2′-(pyridine-2,6-diyl)bis[1H-benzimidazole] unit which forms dinuclear double-stranded helical complexes with copper(I). Variation of different structural parameters confirms the importance of the coordinate bond, the stacking interactions, and the weakly bridging pyridine units observed by X-ray crystallography. The stabilities of the complexes depend strongly on the solvent, and in MeCN, which is a good solvent for copper(I), the complexes are less stable and assemble in a stepwise manner. The interconversion of the enantiomers may be followed by 1H-NMR and takes place on a millisecond time scale around room temperature. The trends in lability are similar to those found for the stability of the complexes.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19980810308
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  • 6
    Electronic Resource
    Electronic Resource
    Matrix effects in the determination of butyltin compounds in environmental samples by GC AA after hydride generation (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 7 (1993), S. 149-157 
    Details
    ISSN: 0268-2605
    Keywords: Butyltins ; environmental matrices ; hydride generation ; matrix effects ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Experiments for the determination of mono-, di and tri-butyltin (MBT, DBT and TBT) by hydride generation/gas chromatography/atomic absorption spectrometry in various matrices (sediment, suspended matter, mussel, algae and water) have revealed that poor butyltin recoveries are obtained in sediments displaying high sulphur and hydrocarbon contents; very poor recoveries were also observed for TBT in sediments with high chlorophyll pigment contents as well as in algal samples. It was however not clear whether the hydride generatin was inhibited by these infering compounds, as was previously assumed in the case of hydrocarbons, or whether interferences affected the atomization rate. Further studies were performed to solve this problem in order to validate this method in the case of analyses of, for example, oil-contaminated sediment and algae. This paper presents the results obtained. It is concluded here that the poor recoveries were due to an inhibition of hydride generation rather than to interference at the atomization stage.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590070210
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  • 7
    Electronic Resource
    Electronic Resource
    Refractory methylated arsenic compounds in estuarine waters: Tracing back elusive species (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 8 (1994), S. 43-56 
    Details
    ISSN: 0268-2605
    Keywords: Arsenic ; identification ; DCI MS/MS ; hydride generation ; arsenobetaine ; arsenocholine ; methylarsenic ; chlorine ; fluorine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Water from the Tagus estuary, Portugal, was concentrated and purified through evaporation, solvent extraction, ion exchange and HPLC, and peaks of refractory arsenicals were detected by difference between total arsenic (GF AA) and hydride-forming arsenic species (HG QF AA). DCI mass spectra of these fractions presented peaks at m/z 139, 157 and 159; the proportion of m/z 157 and 159 peaks, approx. 3:1, suggested a chlorinated moiety. DCI MS/MS daughter-ion fragmentation of these peaks seems compatible with dimethylarsenic (cacodylic) acid and structures of the type Me2As(O)Cl or Me3As(OH)F. The refractory character of these fractions, however, cannot be explained by these structures. Further work with mixtures of halogen and arsenic species injected in the HPLC system showed that fluoride and iodide can shift DMA (dimethylarsenic) and TMAO (trimethylarsine oxide) to shorter retention times but not to Rf values similar to refractory arsenicals. These latter are attained by mixtures of sodium chloride + arsenobetaine, and sodium fluoride and chloride + arsenocholine. We suggest that peaks at m/z 139 and 157 correspond to fragments of a heavier refractory molecule mainly formed by halogenated betaines including chloroarsenobetaine and chloro- and fluoro-arsenocholine.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590080109
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  • 8
    Electronic Resource
    Electronic Resource
    Occurrence of methylated tin and dimethyl mercury compounds in a mangrove core from Sepetiba Bay, Brazil (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 6 (1992), S. 221-228 
    Details
    ISSN: 0268-2605
    Keywords: Mangrove ; methylation ; organotins ; dimethylmercury ; anoxic conditions ; methyltins ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Analyses of organotin and organic mercury compounds have been performed in a sediment core from Sepetiba Bay, Brazil, in order to investigate possible methylation pathways in a mangrove environment. The results have revealed that the physico-chemical conditions existing in this type of environment (high organic inputs, anaerobic conditions, microbial activity, etc.) account for high methyltin concentrations (mono-, di- and trimethyltin) in the sediments, which are dependent upon the total load of metal released (e.g. from anthropogenic sources). Furthermore, the presence of dimethylmercury and not monomethylmercury in the samples demonstrated a new pathway of transformation of mercury in the environment: this compound, thought to be unstable in sediment, is assumed to be stabilized by a conjunction of factors, such as high sulphide levels, anoxic conditions and constant inputs of methane into the medium.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590060217
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  • 9
    Electronic Resource
    Electronic Resource
    Untersuchungen über Isomerie in der Benzoëreihe. Ueber die isomeren Chlorbenzoësäuren (1865)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 133 (1865), S. 239-252 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.18651330218
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  • 10
    Electronic Resource
    Electronic Resource
    Ueber das Didym und Lanthan (1878)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 191 (1878), S. 331-366 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.18781910306
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