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  • Chemistry  (16)
  • Compositae  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Cameroonane, Prenopsane and Nopsane, Three New Tricyclic Sesquiterpene Skeletons (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 1205-1212 
    Details
    ISSN: 1434-193X
    Keywords: New tricyclic sesquiterpene alcohols ; Natural products ; Essential oil ; Compositae ; Odoriferous substances ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The strong patchouli-like and woody smelling essential oil of the rhizomes of Echinops giganteus var. lelyi C. D. Adams (Compositae) contains only sesquiterpenes, which are mainly triquinanes. Besides the known tricyclic compounds, silphiperfol-5- (1, 3) and -6-ene (4), modhephen-2-ene (5), α- (6) and β-isocomene (7), silphiperfolan-7β-ol (12), presilphiperfolan-8-ol (13), silphiperfol-6-en-5-one (14) and 7-epi-silphiperfolan-6β-ol (20), the following compounds, three of which (15, 17, 18) have new skeletons, were found, for the first time, occurring naturally: presilphiperfol-7-ene (2), cameroonan-7-ol (15), an 11(7→8)-abeo-presilphiperfolan-7-ol, prenopsan-8-ol (17), a 1(8→7)-abeo-cameroonan-8-ol, and nopsan-4-ol (18), a 3(4→8)-abeo-prenopsan-4-ol, three diastereomers of silphiperfolan-6-ol (19, 21, 22), modheph-2-en-8-ol (23) and silphiperfola-4,7(14)-diene (24). All structures were elucidated by NMR spectroscopy. A biogenetic pathway from a presilphiperfolane cation C to the cameroonane K, prenopsane L and nopsane M cations is shown. Cameroonanol (15) and prenopsanol (17) are the main contributors to the fragrance of the total oil.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Natürlich vorkommende Terpen-Derivate, 76. Über Inhaltsstoffe der Eupatorium-Gruppe (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 301-314 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Naturally Occurring Terpene Derivatives, 76. On Constituents of the Eupatorium GroupThe investigation of six Mexican species of the old genus Eupatorium which are now placed in the genera Ageratina, Critonia and Fleischmannia, yields two new sesquiterpenic acids (12 and 16), a cadinane derivative (40) and three sesquiterpene lactones (41, 57 and 58). In addition besides already known compounds eleven new thymol derivatives (3-10 and 46-48), four p-hydroxy-acetophenone derivatives (21, 26, 30 and 45), three benzyl benzoates (35-37), a flavanone (54) and a lignan (60) are isolated. The structures are established by spectroscopic data as well as by some chemical reactions. The chemotaxonomical aspects are discussed.
    Notes: Die Untersuchung von sechs mexikanischen Arten der alten Gattung Eupatorium, die jetzt in die Gattungen Ageratina, Critonia und Fleischmannia eingeordnet werden, ergibt zwei neue Sesquiterpensäuren (12 und 16), ein Cadinan-Derivat (40) und drei Sesquiterpenlactone (41, 57 und 58). Außerdem werden neben bereits bekannten Verbindungen elf neue Thymolderivate (3-10 und 46-48), vier p-Hydroxyacetophenon-Derivate (21, 26, 30 und 45), drei Benzoesäurebenzylester (35-37), ein Flavanon (54) und ein Lignan (60) isoliert. Die Konstitutionen werden durch spektroskopische Daten sowie durch einige chemische Reaktionen geklärt. Die chemotaxonomischen Aspekte werden diskutiert.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100132
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  • 3
    Electronic Resource
    Electronic Resource
    Natürlich vorkommende Cyclopropenon-DerivateNatürlich vorkommende Terpen-Derivate, 353. Mitteilung. - 352. Mitteilung: A. Rustaiyan, C. Zdero, F. Bohlmann, Phytochemistry 20, (1981), im Druck.Professor Hans Herloff Inhoffen zum 75. Geburtstag gewidmet (1981)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 93 (1981), S. 280-281 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19810930314
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  • 4
    Electronic Resource
    Electronic Resource
    Naturally Occurring Cyclopropenone DerivativesNaturally Occurring Terpene Derivatives, Part 353. - Part 352: A. Rustaiyan, C. Zdero, and F. Bohlmann, Phytochemistry 20 (1981), in press.Dedicated to Professor Hans Herloff Inhoffen on the occasion of his 75th birthday (1981)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 20 (1981), S. 292-293 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.198102921
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  • 5
    Electronic Resource
    Electronic Resource
    Steiractinolide, eine neue Gruppe von Sesquiterpenlactonen (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 962-973 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Steiractinolides, a New Group of Sequiterpene LactonesFrom Steiractinia mollis and Aspilia pluriseta in addition to known compounds several sesquiterpene lactones were isolated, the 1H NMR spectral data of which characteristically differ from those of corresponding eudesmanolides. Careful 1H NMR investigations and preparation of several model compounds finally allowed the elucidation of the structures of these lactones which could be established by X-ray analysis of a tetrahydro derivative of one of the lactones. Accordingly, the configurations of some lactones isolated from a Wedelia species have to be corrected. The biogenesis of these 10α-methyleudesmanolides is discussed. The Steiractinia species further afforded a new ent-kaurenic acid derivative. Furthermore, a partial synthesis of telekin is described.
    Notes: Aus Steiractinia mollis und Aspilia pluriseta wurden zusätzlich zu bekannten Verbindungen mehrere Sesquiterpenlactone isoliert, deren 1H-NMR-spektroskopische Daten sich charakteristisch von denen entsprechender Eudesmanolide unterscheiden. Sorgfältige 1H-NMR-Untersuchungen und die Darstellung von Modellverbindungen erlaubten schließlich eine Klärung der Strukturen, die durch Röntgen-Strukturanalyse eines Tetrahydroderivates eines der Lactone gesichert wurden. Entsprechend müssen die Konfigurationen einiger aus einer Wedelia-Art isolierten Lactone korrigiert werden. Die Biogenese dieser 10α-Methyleudesmanolide wird diskutiert. Die Steiractinia-Art lieferte außerdem ein neues ent-Kaurensäure-Derivat. Weiterhin wird eine Partialsynthese von Telekin beschrieben.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830609
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  • 6
    Electronic Resource
    Electronic Resource
    Clerodan-Derivate und neuartige Diterpene aus Conyza scabrida DC (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 2008-2020 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Clerodane Derivatives and Novel Diterpenes From Conyza scabrida DCThe careful separation of the extract of the aerial parts of Conyza scabrida afforded in addition to known compounds 12 new clerodane derivatives and 9 diterpenes with unusal carbon skeletons which most likely were formed in part by electrocyclic transformations of the clerodanes. The structures were elucidated by NMR studies. The chemotaxonomic situation is discussed briefly.
    Notes: Die sorgfältige Trennung des Extraktes der oberirdischen Teile von Conyza scabrida ergibt neben bereits bekannten Verbindungen 12 neue Clerodan-Derivate und 9 Diterpene mit ungewöhnlichen Kohlenstoffgerüsten, die wahrscheinlich teilweise durch elektrocyclische Umwandlungen der Clerodane gebildet werden. Die Strukturen werden durch NMR-Untersuchungen geklärt. Die chemotaxonomische Situation wird kurz diskutiert.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319831116
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  • 7
    Electronic Resource
    Electronic Resource
    Heliangolide, Trachyloban- und Villanovan-Derivate aus Viguiera-Arten (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 495-502 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heliangolides, Trachylobane, and Villanovane Derivatives from Viguiera SpeciesFrom the aerial parts of Viguiera cordata in addition to budlein A (3) and isoatripliciolide (5) two further heliangolides (6 and 7) were isolated. The aerial parts of V. pazensis afforded in addition to known compounds three trachylobane derivatives (17-19) as well as a further villanovane derivative (22). The structures were elucidated by spectroscopic methods and some chemical transformations.
    Notes: Aus den oberirdischen Teilen von Viguiera cordata werden neben Budlein A (3) und Isoatripliciolid (5) zwei weitere Heliangolide (6 und 7) isoliert. Die oberirdischen Teile von V. pazensis liefern neben bekannten Verbindungen drei Trachyloban-Derivate (17-19) sowie ein weiteres Villanovan-Derivat (22). Die Strukturen werden durch spektroskopische Methoden und einige chemische Umwandlungen geklärt.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840309
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  • 8
    Electronic Resource
    Electronic Resource
    Natürlich vorkommende Terpen-Derivate, 292. über das erste Sesquiterpenlacton mit einer Allengruppe aus Vernonia cotoneasterHerrn Prof. Dr. K. Dimroth zum 70. Geburtstag gewidmet. (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1904-1906 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Naturally Occurring Terpene Derivatives, 2922).  -  The First Sesquiterpene Lactone with an Allenic GroupHerrn Prof. Dr. K. Dimroth zum 70. Geburtstag gewidmet.In addition to some known triterpenes, from the aerial parts of Vernonia cotoneaster Less, was isolated the sesquiterpene lactone vernonallenoid (4) which most probably is the first allenic derivative in this series.
    Notes: Neben einigen bekannten Triterpenen isoliert man aus den oberirdischen Teilen von Vernonia cotoneaster Less, das Sesquiterpenlacton Vernonallenoid (4), bei dem es sich um das erste Allenderivat in dieser Reihe handeln dürfte.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801127
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  • 9
    Electronic Resource
    Electronic Resource
    Steiractinolide aus Aspilia- und Wedelia-Arten (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1257-1266 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Steiractinolides from Aspilia and Wedelia SpeciesThe reinvestigation of the polar fractions of Aspilia parvifolia afforded eight further steiractinolides and one geranylgeraniol derivative. The aerial parts of a new Wedelia species gave three derivatives of 4,5-dihydrosteiractinolides. The structures were elucidated by detailed 1H NMR studies. The configurations of some eudesmanolides from Wedelia trilobata were corrected and the absolute configuration of the steiractinolides has been determined by using the Horeau method.
    Notes: Die erneute Untersuchung der polaren Fraktionen von Aspilia parvifolia ergibt acht weitere Steiractinolide und ein Geranylgeraniol-Derivat. Die oberirdischen Teile einer neuen Wedelia-Art liefern drei Derivate von 4,5-Dihydrosteiractinolid. Die Strukturen werden durch eingehende 1H-NMR-Untersuchungen geklärt. Die Konfigurationen einiger Eudesmanolide aus Wedelia trilobata werden korrigiert, und die absolute Konfiguration der Steiractinolide wird mit Hilfe der Horeau-Methode bestimmt.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830718
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  • 10
    Electronic Resource
    Electronic Resource
    Decathieleanolid, ein dimeres Guajanolid aus Decachaeta thieleana (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 974-981 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Decathieleanolide, a Dimeric Guaianolide from Decachaeta thieleanaIn addition to the main constituent, the guaianolide thieleanin (1), the aerial parts of Decachaeta thieleana afforded the four further guaianolides 2-5 and an unusual dimeric sesquiterpene lactone named decathieleanolide (10). The structures were elucidated by spectroscopic methods. The assignment of the signals of the very complex 1H NMR spectrum of 10 was possible by using double resonance experiments and 2D-J spectroscopy. The biogenesis is discussed briefly.
    Notes: Neben dem Hauptinhaltsstoff, dem Guajanolid Thieleanin (1), ergeben die oberirdischen Teile von Decachaeta theileana die vier weiteren Guajanolide 2-5 und ein ungewöhnliches dimeres Sesquiterpenlacton, das Decathieleanolid (10) genannt wird. Die Strukturen werden durch spektroskopische Methoden geklärt. Die Zuordnung der Signale des sehr komplexen 1H-NMR-Spektrums von 10 wird durch Doppelresonanzexperimente und 2D-J-Spektroskopie ermöglicht. Die Biogenese wird kurz diskutiert.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830610
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