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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 78 (1995), S. 758-764 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The absolute configuration of a series of naturally occurring and semi-synthetic halogenated furanones is proposed on the basis of chemical interconversions and X-ray and CD analyses. The CD analyses clearly reveal that the presence of the allylic O-atom has a strong influence in determining the sign and intensity of the low energy π→π* transition.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 74 (1991), S. 1801-1807 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reinvestigation of the brown alga Dictyota pardalis f. pseudohamata CRIBB led to the crystallization of 1 and to the isolation of the two new dolabellane derivatives 2 and 3. X-Ray analysis of 1 and 2, together with detailed 1D-and 2D-NMR studies on 2 and 3, allowed their structures to be elucidated as (1R*,3S*,7S*,11R*,4Z)-dolabella-4,8(17), 12(18)-triene-3,7-diol (1), (1R*,3S*,4S*,7S*,8S*,11R*,14R*,12E)-3,4:7,8-diepoxydolabe11-12-ene-14, 18-diol (2), and (1R*,3S*,4S*,7S*,8S*,11R*,14R*)-3,4:7,8-diepoxy-l,4,8,12,12-pentamethylbicyclo[9. 3. 0]tetra-decan-14-ol(3).
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1434-193X
    Keywords: Marine fungi ; Tyrosine kinase ; Natural products ; Macrodiolides ; Polyketides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The sponge-derived fungi Ulocladium botrytis and Asteromyces cruciatus, and the algal-derived fungus Varicosporina ramulosa, were isolated and extracts from cultures investigated for their metabolite production. Investigations of the extract of the culture of U. botrytis guided by bioassay yielded the new tyrosine kinase (p56lck) inhibitor ulocladol (1) together with 1-hydroxy-6-methyl-8-(hydroxymethyl)xanthone (3), which showed antifungal activity. The extract of the culture medium of A. cruciatus yielded the new metabolite (+)-2,4-dimethyl-4,5-dihydrofuran-3-carbaldehyde (4) together with the known compounds (3S,5R)-dimethyldihydrofuran-2-one (5) and tri-O-acetyl glycerol. From V. ramulosa the five macrodiolides grahamimycin A1 (6), colletoketol (7), (6R,11R,12R,14R)-colletodiol (8), 9,10-dihydro-(6R,11S,12S,14R)-colletodiol (9) and 9,10-dihydro-(6R,11R,12R,14R)-colletodiol (10) together with ergosterol were obtained, 9 and 10 being new fungal metabolites.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 33 (1995), S. 694-697 
    ISSN: 0749-1581
    Keywords: 1H NMR ; 13C NMR ; 15N NMR ; 2D-NMR ; marine natural products ; diisocyanoadociane ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Complete 1H and 13C NMR data are reported for the marine-derived natural product diisocyanoadociane, based on COSY, NOESY, XHCO, HMQC, HMBC and INADEQUATE measurements. The 15N NMR data for this compound are also reported.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 5
    ISSN: 0749-1581
    Keywords: 1H NMR ; 13C NMR ; NOESY ; INADEQUATE ; lanthanide shift reagents ; brown algae ; sesquiterpenes ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: From the marine brown alga Dictyopteris delicatula Lamaouroux, two new (1, 3) and two previously reported sesquiterpenes (2, 4) were isolated and characterized. Compound 1 was identified as 4β,5α-dihydroxycubenol and 2 was found to be a non-racemic mixture of (±)-torreyol. Compound 3 was characterized as cubenol-3-one and 4 was identified as cubenol. For the assignment of the complete relative stereochemistry of compounds 1 and 2, it was necessary to employ extensive 2D NMR methodologies in combination with the lanthanide shift reagent europium(III) tris(1,1,1,2,2,3,3)-heptafluoro-7,7-dimethyl-d6-octane-4,6-dione-d3 [Eu(fod)3]. Anomalous proton shielding effects which occurred on addition of Eu(fod)3 to compound 1 suggested that classical lanthanide-induced shift (LIS) analysis for predicting proton chemical shifts was not applicable. Application of 2D NOESY measurements to NMR samples of 1 and 2 containing Eu(fod)3 clearly demonstrated an alternative to classical methods for interpreting lanthanide-induced shifts. The enhanced value of shift reagnents of this type as an aid to structure determination and as for assignment purposes is demonstrated.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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