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  • Organic Chemistry  (264)
  • Inorganic Chemistry
  • Aircraft Stability and Control
  • GENERAL
  • 1990-1994  (316)
  • 1955-1959  (119)
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  • 1
    Electronic Resource
    Electronic Resource
    Interaction of pirprofen enantiomers with human serum albumin (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 3 (1991), S. 412-417 
    Details
    ISSN: 0899-0042
    Keywords: pirprofen enantiomers ; human serum albumin ; binding ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The interaction of pirprofen enantiomers with human serum albumin (HSA) was investigated by means of high-performance liquid chromatography (HPLC), circular dichroism (CD), and 1H NMR spectroscopy. HPLC experiments indicated that both pirprofen enantiomers were bound to one class of high-affinity binding sites (n(+) = 1.91 ± 0.13, K(+) = (4.09 ± 0.64) × 105 M-1, n(-) = 2.07 ± 0.13, K(-) = (6.56 ± 1.35) × 105 M-1) together with nonspecific binding (n′K′(+) = (1.51 ± 0.21) × 104 M-1, n′K′(-) = (0.88 ± 0.13) × 104 M-1). Slight stereoselectivity in specific binding was demonstrated by the difference in product n(+)K(+) = (0.77 ± 0.08) × 106 M-1 vs. n(-)K(-) = (1.30 ± 0.21) × 106 M-1, i.e., the ratio n(-)K(-)/n(+)K(+) = 1.7. CD measurements showed changes in the binding sites located on the aromatic amino acid side chains (a small positive band at 315 nm and a pronounced negative extrinsic Cotton effect in the region 250-280 nm). The protein remains, however, in its predominantly alpha-helical conformation. The 1H NMR difference spectra confirmed that both pirprofen enantiomers interacted with HSA specifically, most probably with site II on the albumin molecule.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530030506
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  • 2
    Electronic Resource
    Electronic Resource
    Plasma protein binding of ketoprofen enantiomers in man: Method development and its application (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 3 (1991), S. 460-466 
    Details
    ISSN: 0899-0042
    Keywords: ketoprofen ; stereoisomers ; plasma binding ; binding linearity and competition ; ketoprofen glucuronides ; 2-arylpropanoic acids ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The protein binding of ketoprofen enantiomers was investigated in human plasma at physiological pH and temperature by ultrafiltration. 14C-labelled (RS)-ketoprofen was synthesized and purified by high-performance liquid chromatography and utilized as a means of quantifying the unbound species. In vitro studies were conducted with plasma obtained from six healthy volunteers. The plasma was spiked with (R)-ketoprofen alone, (S)-ketoprofen alone, and (RS)-ketoprofen in the enantiomeric concentration range of 1.0 to 19.0 μg/ml. The plasma protein binding of ketoprofen was nonenantioselective. At a racemic drug concentration of 2.0 μg/ml the mean (± SD) percentage unbound of (R)-ketoprofen was 0.80 (± 0.15)%. The corresponding value for (S)-ketoprofen, 0.78 (± 0.18)%, was not statistically different (P 〉 0.05). At this racemic drug concentration (2.0 μg/ml) the percentage unbound of each enantiomer was unaffected (P 〉 0.05) by the presence of the glucuronoconjugates of ketoprofen (10 μg/ml) in plasma. At clinically relevant concentrations, the plasma binding of ketoprofen did not exhibit enantioselectivity or concentration dependence nor was the binding of either enantiomer influenced by its optical antipode (P 〉 0.05).
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530030609
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  • 3
    Electronic Resource
    Electronic Resource
    Muricatetrocins A and B and Gigantetrocin B: Three New Cytotoxic Monotetrahydrofuran-Ring Acetogenins from Annona muricata (1993)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 76 (1993), S. 2433-2444 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Extracts from the seeds of Annona muricata yielded three new Annonaceous acetogenins: muricatetrocin A (= (5S)-3-{(2R)-2-hydroxy-9-{(2R,5S)-tetrahydro-5-[(1S,4S,5S)-1,4,5-trihydroxyheptadecyl]furan-2-yl}nonyl}-5-methylfuran-2(5H)-one; 1), muricatetrocin B (= (5S)-{(2R)-2-hydroxy-9-{(2S,5S)-tetrahydro-5-[(1S,4S,5S)-1,4,5-trihydroxyheptadecyl]furan-2-yl}nonyl}-5-methylfuran-2(5H)-one; 2), and gigantetrocin B (= (5S)-3-{(2R)-2-hydroxy-7-{(2S,5S)-tetrahydro-5-[(1S,4R,5R)-1,4,5-trihydroxynonadecyl]furan-2-yl}heptyl}-5-methyl-furan-2(5H)-one; 3). Their C-skeletons were deduced by mass spectrometry. Configurations were determined by 1H-NMR of ketal derivatives and 2D-NMR experiments utilizing Mosher esters. A previously described compound, gigantetrocin A (= (5S)-3-{(2R)-2-hydroxy-7-{(2S,5S)-tetrahydro-5-[(1S,4S,5S)-1,4,5-trihydroxynonadecyl]furan-2-yl}heptyl}-5-methylfuran-2-(5H)one; 4), was also isolated and is new to this species. Compounds 1-4 were all selectively cytotoxic for the HT-29 human colon-tumor cell line with potencies at least 10 times that of adriamycin.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19930760703
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  • 4
    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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  • 5
    Electronic Resource
    Electronic Resource
    Methylmercury(II) complexes with 2-mercaptopyridinecarboxylic acids (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 6 (1992), S. 501-505 
    Details
    ISSN: 0268-2605
    Keywords: Methylmercury ; complexes ; pyridinecarboxylic acids ; stability constants ; mass spectra ; IR spectra ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stability constants of the complexes [MeHgL]-(H2L = 2-mercaptopyridine-3-carboxylic acid, 2-mercaptopyridine-4-carboxylic acid, 2-mercaptopyridine-5-carboxylic acid and 2-mercaptopyridine-6-carboxylic acid) have been obtained by differential pulse polarography. The values of log β1 are in the range 14.14-14.96 at 20°C and ionic strength 0.1 mol dm-3. The complexes MeHgHL have been isolated and characterized by chemical analysis and mass and IR spectrometry.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590060605
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesis and structures of some diorganotin bis(hydroxamate)sDedicated to Dr F. E. Brinckman. (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 8 (1994), S. 11-17 
    Details
    ISSN: 0268-2605
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Analysis of literature data on the antitumor activity of organotin compounds reveals that R2SnX2 and their complexes containing Sn—O, Sn—N or Sn—S bonds often exhibit biological activity, especially if such bonds are formed by means of intramolecular coordination. Furthermore, a wide range of biological activities, from fungicidal, bactericidal and antiseptic to psychotropic and antitumor, is found to be characteristic for some organic hydroxamic acids (N-acylhydroxylamines). From this point of view the diorgantion bis-hydroxamates in this paper are of particular interest as potential biologically active antitumor drugs. Di-n-butyltin bis(N-methyl-N-p-bromobenzoylhydroxylamine) is being screened for antitumor activity.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590080104
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  • 7
    Electronic Resource
    Electronic Resource
    An organometallic route for the preparation of ring-substituted 2-aryl-propanoic and -butanoic acids (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 4 (1990), S. 73-75 
    Details
    ISSN: 0268-2605
    Keywords: 2-Arylalkanoic acids ; analgesics ; antiinflammatories ; chromium carbonyl complex ; benzylic activation ; carbanion ; alkylation ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This communication presents a simple and efficient way to synthesize 2-arylalkanoic acids via chromium carbonyl complexation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590040113
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  • 8
    Electronic Resource
    Electronic Resource
    A novel one-step synthesis of 4H-furo[3,4-b]pyrans and a transformation into a difuro[3,4-b: 3′,4′-e]pyridineDedicated to Professor Michael Hanack on the occasion of his 60th birthday. (1991)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1991 (1991), S. 827-830 
    Details
    ISSN: 0170-2041
    Keywords: Furo[3,4-b]pyrans ; Difuro[3,4-b:3′,4′-e]pyridine ; β-Tetronic acid ; Malononitriles, arylmethylene- ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A simple one-step synthesis of 2-amino-4-aryl-5-oxo-4H-furo[3,4-b]pyran-3-carbonitriles 7 is described. It involves reaction of 2,4(3H,5H)-furandione (β-tetronic acid) (5) with arylmethylenemalononitriles 4 in basic medium. Some substituent effects are noted and the assignments of 13C-NMR spectra are discussed. Ring transformation of the furo[3,4-b]pyran 7a leads to the difuro[3,4-b:3′,4′-e]pyridine 9.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1991199101140
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  • 9
    Electronic Resource
    Electronic Resource
    Ethylation of methylarsenic(III) compounds by sodium tetraethylborate (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 7 (1993), S. 577-581 
    Details
    ISSN: 0268-2605
    Keywords: Organoarsenic ; sodium tetraethylborate ; gas chromatography-atomic absorption spectrometry ; cold trap-atomic absorption spectrometry ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The compounds MeAsBr2 and Me2AsBr at concentrations of (1-5) × 10-3 M in acetone solution are ethylated in high yield by NaBEt4 to MeEt2As and Me2EtAs, as shown by 1H NMR spectroscopy. The extents of ethylation of MeAs2+ and Me2As+ (expressed as ions, by convention) in aqueous acid solutions [at concentrations of (5-20) × 10-6 M] were investigated using cold trap/AA and GC AA procedures. The species Me2As+ was ethylated (to give Me2EtAs) in good yield (88%); in contrast, MeAs2+ produced the volatile trialkylarsine, MeEt2As, in poor yield (30%). No volatile trialkylarsine could be obtained on treating inorganic arsenic(III) (As3+) solutions with NaBEt4.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590070718
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  • 10
    Electronic Resource
    Electronic Resource
    Über Benzal-Derivate des L-Idits (1959)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 92 (1959), S. 2694-2700 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die von E. Fischer und G. Bertrand beschriebenen Tribenzal-L-idite erwiesen sich als identisch mit 1.3;2.4;5.6-Tribenzal-L-idit. Unter wenig abgeänderten Versuchsbedingungen entsteht neben dem Tribenzal-L-idit ein Dibenzal-Derivat, welches einen 2.3.4.5-, wahrscheinlich 2.4;3.5-Dibenzal-L-idit darstellt. Es wird auf den unterschiedlichen Verlauf der Acetalisierung des L-Idits mit Benzaldehyd, bzw. Formaldehyd hingewiesen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19590921103
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