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  • Compositae  (1)
  • Inorganic Chemistry  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 1205-1212 
    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
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 301-314 
    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
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