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  • 11
    Electronic Resource
    Electronic Resource
    Direct enantioselective separation of some propranolol analogs by HPLC on normal and reversed cellulose chiral stationary phases (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 8 (1996), S. 153-156 
    Details
    ISSN: 0899-0042
    Keywords: propranolol enantiomers ; fluorinated analogs ; chiralcel OD and chiralcel OD-R columns ; chiral recognition mechanism(s) ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomeric separation of several racemic aryloxyaminopropan-2-ol derivatives related to propranolol on normal and reversed phase of cellulose tris (3,5-dimethylphenylcarbamate) chiral stationary phases known as Chiralcel OD and Chiralcel OD-R were studied. It was observed that the chiral separation depends on the substitution pattern of the aryl group, i.e., 1-naphthyl, 2-naphthyl, and phenyl group and polarity on the basic nitrogen in the side chain. In both normal and reversed phase modes the (+)-R-enantiomer eluted first in all of the analogs resolved. It can be concluded that: (1) substituents on the side chain did affect the interaction of the enantiomers with the polar carbamate moiety in the CSP; and (2) the dipole-dipole stacking between the π-donor 3,5-dimethylphenyl carbamate group pending from the glucose rings of the CSP and π-acceptor aryl group of the analyte is crucial for the efficient chiral discrimination. The chiral recognition mechanism(s) between these analogs and the chiral stationary phases are proposed. © 1996 Wiley-Liss, Inc.
    Additional Material: 1 Tab.
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  • 12
    Electronic Resource
    Electronic Resource
    Enantiomeric separation of some piperidine-2,6-dione drugs using chiralcel OJ-R column (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 10-12 
    Details
    ISSN: 0899-0042
    Keywords: piperidine-2,6-dione ; chiral recognition ; enantioselectivity ; elution order ; cellulose based chiral stationary phase ; reversed phase mode ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A newly developed reversed phase cellulose tris(4-methyl benzoate) known as Chiralcel OJ-R was used to investigate the chiral recognition and enantiomeric separation of eight racemic piperidine-2,6-dione compounds - namely, aminoglutethimide and its major metabolite acetylaminoglutethimide, glutethimide, cyclohexylamino-glutethimide, pyridoglutethimide, thalidomide, phenglutarimide, and 3-phenylacetyl-amino-2,6-piperidinedione (antineoplaston A-10). Chiral separation of these compounds was achieved under varying ratios of the mobile phase, except for phenglutarimide and 3-phenylacetylamino-2,6-piperidinedione, for which separation was unsuccessful. Possible chiral recognition mechanisms are also presented. Chirality 9:10-12, 1997. © 1997 Wiley-Liss, Inc.
    Additional Material: 1 Ill.
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  • 13
    Electronic Resource
    Electronic Resource
    Book review. “Chirality in Industry: The Commercial Manufacture and Applications of Optically Active Compounds,” Edited by: A. N. Collins, G. N. Sheldrake and J. Crosby, New York: John Wiley & Sons, 1992, xii, 409 pages, ISBN: 0-471-93595-6, $135.00 (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 5 (1993), S. 627-627 
    Details
    ISSN: 0899-0042
    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/chir.530050811
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  • 14
    Electronic Resource
    Electronic Resource
    Book Review: “Symmetry: A unifying concept” By Istvan Hargittai and Magdolna Hargittai Shelter Publications Inc., Bolinas, CA, 1994 xviii + 222 pages, ISBN 0-89815-590-8, $18.00 (1995)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 7 (1995), S. 565-565 
    Details
    ISSN: 0899-0042
    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/chir.530070712
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  • 15
    Electronic Resource
    Electronic Resource
    Book review: “Chiral Reactions in Heterogeneous Catalysis” (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 390-390 
    Details
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
    Type of Medium: Electronic Resource
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  • 16
    Electronic Resource
    Electronic Resource
    Book review: “Modern Conformational Analysis” (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 391-391 
    Details
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
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  • 17
    Electronic Resource
    Electronic Resource
    In vitro inhibition of aromatase by the enantiomers of aminoglutethimide and analogs (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 6 (1994), S. 623-626 
    Details
    ISSN: 0899-0042
    Keywords: rat ovary microsomal aromatase ; enantiomers ; aminoglutethimide ; rogletimide ; cyclohexylaminoglutethimide ; stereochemical configurations ; aromatase inhibitors ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The in vitro aromatase activity in microsomal fractions from rat ovary and its inhibition by enantiomers of aminoglutethimide (AG), rogletimide (RG), and cyclohexylaminoglutethimide (ChAG) were studied by analysing the [3H]H2O released when [1β-3H]androstenedione was converted to estrone. Maximum velocity (Vmax) and the Michaelis-Menten constant (Km) of the microsomal aromatase enzyme were 17.40 ± 0.45 pmol/ml/mg protein/min and 1.02 ± 0.06 μM, respectively. The IC50s for the enantiomers were similar for (+)-R-AG and (-)-R-ChAG (0.86 ± 0.06 and 0.89 ± 0.15 μM, respectively). (+)S-ChA'G was most potent with IC50 of 0.075 ± 0.003 μM. The IC50s for (-)-S-AG, (+)-R-RG, and (-)-S-RG were in the same range (23.15 ± 2.74, 24.58 ± 2.46, and 24.43 ± 2.20 μM, respectively). © 1994 Wiley-Liss, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530060804
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  • 18
    Electronic Resource
    Electronic Resource
    Direct separation of albuterol enantiomers in biological fluids and pharmaceutical formulations using α1-acid glycoprotein and pirkle urea type columnsPresented at the 5th International Symposium on Chiral Discrimination, Stockholm, Sweden, 25-28 September 1994. (1995)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 7 (1995), S. 158-162 
    Details
    ISSN: 0899-0042
    Keywords: albuterol enantiomers ; salbutamol enantiomers ; α1-acid glycoprotein ; Pirkle urea type column ; chiral recognition mechanisms(s) ; chiral analysis ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A direct, isocratic, and simple chromatographic method is described for the resolution of racemic albuterol using the α1-acid glycoprotein chiral stationary phase (AGP-CSP) under reverse phase conditions. The effect of various organic modifiers, temperature, and phosphate buffer ionic strength on the separation factor (α) and stereochemical resolution factor (Rs) has been studied. The enantiomeric separation of albuterol was also achieved using a urea-type CSP of (S)-indoline-2-carboxylic acid and (R)-1-(α-naphthyl)ethylamine, known as Chirex 3022, running in the normal phase mode. The effect of different organic acids added to the mobile phase was examined and the chiral recognition mechanism(s) is discussed. Solid phase extraction with C18 Sep-Pak cartridges was applied as a clean-up step to determine the enantiomeric ratio between (-)-R and (+)-S-albuterol in pharmaceutical formulations and in human plasma. © 1995 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530070309
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  • 19
    Electronic Resource
    Electronic Resource
    Enantiomeric separation of several cyclic imides on a macrocyclic antibiotic (vancomycin) chiral stationary phase under normal and reversed phase conditions (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 358-361 
    Details
    ISSN: 0899-0042
    Keywords: cyclic imides ; barbiturates ; piperidine-2,6-diones ; mephenytoin ; chiral recognition ; enantioselectivity ; vancomycin chiral stationary phase ; normal-phase mode ; reversed-phase mode ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Several cyclic imidic compounds (barbiturates, piperidine-2,6-diones, and mephenytoin) are enantiomerically resolved via high-performance liquid chromatography (HPLC) on a macrocyclic antibiotic covalently bonded to a silica gel support. The Chirobiotic V chiral stationary phase (CSP) column contains the antibiotic vancomycin as the chiral selector. The results of the analysis show that the substituents at the chiral carbon position of the racemic drugs affect chiral resolution. In addition, ring size may also play a role when considering the formation of analyte-CSP inclusion complexes. Contrary to the piperidine-2,6-diones, the chromatographic parameters for the barbiturates are much the same under normal- or reversed-phase conditions. The details of these results are discussed. Chirality 10:358-361, 1998. © 1998 Wiley-Liss, Inc.
    Additional Material: 2 Ill.
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  • 20
    Electronic Resource
    Electronic Resource
    Book review: “A practical approach to chiral separations by liquid chromatography” (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 8 (1996), S. 351-351 
    Details
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
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