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  • 1
    Electronic Resource
    Electronic Resource
    Ungesättigte 6-Alkylpyrone aus dem Schleimpilz Ceratiomyxa fruticulosa (Myxomycetes) (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 81-85 
    Details
    ISSN: 0947-3440
    Keywords: Pyrones ; Pigments ; Polyketides ; Ceratiomyxa fruticulosa ; Myxomycetes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Unsaturated 6-Alkylpyrones from the Slime Mould Ceratiomyxa fruticulosa (Myxomycetes)From plasmodia of the common slime mould Ceratiomyxa fruticulosa five 6-alkyl-4-methoxypyran-2-ones with varying degrees of unsaturation in the side chain have been isolated. Their structures have been determined by spectroscopic and chemical investigations.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199519950112
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  • 2
    Electronic Resource
    Electronic Resource
    Pigments of Fungi, 68Part 67: M. Brenner, G. Mayer, A. Terpin, W. Steglich, Chem. Eur. J. 1997, 3, 64-68.. - Phlebiachrysoic Acids, New Inhibitors of Leukotriene Biosynthesis from Phlebia chrysocrea (Basidiomycetes) (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 313-316 
    Details
    ISSN: 0947-3440
    Keywords: Phlebia chrysocrea ; Fungi ; Phlebiachrysoic acids ; Inhibitors of leukotriene biosynthesis ; Quinones ; Pigments ; Natural products ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Five yellow 2-hydroxy-5-methoxybenzoquinones with C15 and C17 alkyl side chains were isolated from fruitbodies of the wood-rotting fungus Phlebia chryoscrea. The compounds, named phlebiachrysoic acids A-E are strong inhibitors of leukotriene biosynthesis and are responsible for the red colour reaction when the fruitbodies are touched with aqueous alkali.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199719970207
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  • 3
    Electronic Resource
    Electronic Resource
    Neuartige Diterpenoide aus den Ritterlingen Tricholoma aurantium und T. fracticum (Agaricales)Herrn Professor Dr. Heinz G. Floss zum 60. Geburtstag gewidmet. (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 77-80 
    Details
    ISSN: 0947-3440
    Keywords: Toadstools ; Tricholoma ; Trichaurantin ; Terpenoids ; Neodolastane, 2,3-seco- ; Dolastanes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Novel Diterpenoids from the Toadstools Tricholoma aurantium and T. fracticum (Agaricales)Herrn Professor Dr. Heinz G. Floss zum 60. Geburtstag gewidmet.Two novel diterpenoids trichaurantin (1) and its 6-O-acetyl derivative 2 have been isolated from Tricholoma species. Their structures were established by spectroscopic methods and an X-ray crystal analysis, 1 and 2 appear to be biosynthetically related to the neodolabellane and dolastane group of diterpenes and can be designated as 2,3-seconeodolastane derivatives.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199519950111
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  • 4
    Electronic Resource
    Electronic Resource
    Eine neue Methode zur Umwandlung von α-Aminosäuren in α-KetosäurenKurze Mitteilung: F. WEYGAND und W. STEGLICH, Angew. Chem. 73, 433 (1961). Abkürzung: TFA = Trifluoracetyl.Herrn Professor Dr. Otto Bayer zum 60. Geburtstag gewidmet (1962)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 658 (1962), S. 128-150 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In 4-Stellung substituierte 2-Trifluormethyl-oxazolone-(5) (I) sind aus α-Aminosäuren durch Erhitzen mit Trifluoressigsäureanhydrid oder aus N-TFA-α-Aminosäuren mit POCl3 in Pyridin erhältlich. Sie entstehen als Nebenprodukte auch beim Versuch, die Methode der Peptidsynthese über die gemischten Anhydride auf N-TFA-Aminosäuren anzuwenden. In anomaler Reaktion werden die 2-Trifluormethyl-oxazolone-(5) zu α-Ketosäuren hydrolysiert, wodurch viele Verbindungen dieser Gruppe leicht zugänglich werden, darunter auch die dem L-Isoleucin entsprechende (+)-2-Keto-3-methyl-valeriansäure in optisch aktiver Form. Durch Umsetzung von I mit Äthylmercaptan in HBr/Eisessig werden in vielen Fällen direkt die Mercaptole der α-Ketosäuren zugänglich; liegt jedoch im 4-ständigen Substituenten eine α-ständige Verzweigung vor, so bilden sich auch die α-Äthylmercapto-acrylsäure-Derivate. Das 2-Trifluormethyl-4-brom-4-methyl-oxazolon-(5) verhält sich bei der Umsetzung mit Äthylmercaptan in HBr/Eisessig wie die bromfreie Verbindung, da das Brom zunächst reduktiv entfernt wird.  -  Mit o-Phenylendiamin in Eisessig reagieren die Verbindungen I direkt zu 3-substituierten 2-Hydroxy-chinoxalinen. Lediglich mit Monoaminen findet normale Ringöffnung zu N-TFA-Aminosäureamiden statt, mit Anilin hingegen beobachtet man beim 2-Trifluormethyl-4-methyl-oxazolon-(5) eine gemischte Reaktionsweise.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19626580112
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  • 5
    Electronic Resource
    Electronic Resource
    Imidazole und 1-Imidazolamine aus α-Acylaminoketiminen und α-Acylaminohydrazonen (1978)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1978 (1978), S. 1916-1927 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Imidazoles and 1-Imidazolamines from α-Acylamino Ketimines and α-Acylamino HydrazonesCyclization of α-acylamino ketimines or α-acylamino hydrazones 7 with PCI5, POCI3 or PPh3/C2CI6/NEt311) yields imidazoles 8, which carry an alkyl(aryl), dialkylamino, arylamino, phthalimido or phenylsulfonylamino substituent in position 1. The starting compounds 7 are easily derived from α-amino acids via α-acylamino ketones 6.
    Notes: Cyclisierung von α-Acylaminoketiminen oder α-Acylaminohydrazonen 7 mit PCI5, POCI3 oder PPh3/C2Cl6/NEt311) ergibt Imidazole 8, die in 1-Stellung einen Alkyl(Aryl)-, Dialkylamino-, Arylamino-, Phthalimido- oder Phenylsulfonylamino-Substituenten tragen. Die Ausgangsverbindungen 7 sind aus α-Aminosäuren über α-Acylaminoketone 6 leicht zugänglich.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197819781206
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  • 6
    Electronic Resource
    Electronic Resource
    Dakin-West-Reaktion, IV1) Umsetzung von α-Aminodicarbonsäuren mit Carbonsäureanhydriden2) (1974)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1974 (1974), S. 1753-1762 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Dakin West Reaction, IV1). - Reaction of α-Amino Dicarboxylic Acids with Carboxylic Acid Anhydrides2)The Dakin West reaction of N-acylaspartic anhydrides yields furo[3,2-d]oxazoles 5 and 14, 2(5H)-furanones 8 or 6H-1,3-oxazin-6-ones 9, depending on the reaction conditions. N-Thiobenzoylaspartic acid is converted into 6H-1,3-thiazin-6-one (12) by treatment with acetic anhydride and 3-picoline. Glutamic acid gives 1,5-diacetyl-2-pyrrolidone (22) in high yield on warming with acetic anhydride and 4-(dimethylamino)pyridine. Possible mechanisms for the formation of the different products are discussed.
    Notes: N-Acylasparaginsäureanhydride liefern bei der Dakin-West-Reaktion je nach den Reaktionsbedingungen Furo[3,2-d]oxazole 5 und 14, 2(5H)-Furanone 8 oder 6H-1,3-Oxazin-6-one 9. Aus N-Thiobenzoylasparaginsäure, Acetanhydrid und 3-Picolin entsteht das 6H-1,3-Thiazin-6-on (12). Glutaminsäure wird von Acetanhydrid und 4-(Dimethylamino)pyridin in guter Ausbeute in 1,5-Diacetyl-2-pyrrolidon (22) übergeführt. Mechanismen für die Bildung der verschiedenen Produkte werden diskutiert.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197419741104
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  • 7
    Electronic Resource
    Electronic Resource
    1,2-Naphthochinon-Derivate aus Kulturen des Mycosymbionten der Flechte Trypethelium eluteriae (Trypetheliaceae) (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 779-785 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,2-Naphthochinon-Derivate from Cultures of the Mycosymbiont from the Lichen Trypethelium eluteriae (Trypetheliaceae)From cultures of the mycosymbiont of the tropical cortical lichen Trypethelium eluteriae Sprengel the antibiotically active 1,2-naphthoquinones trypethelone (2), trypethelone methyl ether (3), 8-methoxytrypethelone methyl ether (5), and 4′-hydroxy-8-methoxytrypethelone methyl ether (6) have been isolated. The substitution pattern of these new derivatives of (+)-dunnione (1) is in accord with a polyketide biogenesis of the quinone system.
    Notes: Aus Kulturen des Mycosymbionten der tropischen Rindenflechte Trypethelium eluteriae Sprengel wurden die antibiotisch aktiven 1,2-Naphthochinone Trypethelon (2), Trypethelon-methylether (3), 8-Methoxytrypethelon-methylether (5) und 4′-Hydroxy-8-methoxytrypethelon-methylether (6) isoliert. Es handelt sich um Derivate des (+)-Dunnions (1), deren Substituentenanordnung mit einer Polyketidbiogenese des Chinonsystems im Einklang ist.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800517
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  • 8
    Electronic Resource
    Electronic Resource
    Synthese von (E)-3-Acylacrylsäureestern und 4-Oxocarbonsäureestern (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1736-1743 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Amino Acids as Nucleophilic Acyl Equivalents, III.  -  Synthesis of (E)-3-Acylacrylic Esters and 4-Oxocarboxylic EstersBase catalyzed addition of methyl propiolate to oxazolin-5-ones 1 yields mixtures of the diastereomeric methyl 3-(5-oxo-2-phenyl-2-oxazolin-4-yl)acrylates 2 which may be converted into (E)-3-acylacrylates 5 via hydrolytic ring opening to 3 and subsequent oxidation with lead tetraacetate. Alternatively the vinylogous monomethyl malonates 3 are converted into 4-oxocarboxylates 4, by thermal decarboxylation followed by hydrolysis with oxalic acid dihydrate in acetic acid.
    Notes: Basenkatalysierte Addition von Propiolsäure-methylester an Oxazolin-5-one 1 ergibt Gemische der diastereomeren 3-(5-Oxo-2-phenyl-2-oxazolin-4-yl)acrylsäure-methylester 2, die nach hydrolytischer Ringöffnung zu 3 mit Bleitetraacetat die (E)-3-Acylacrylsäureester 5 liefern. Alternativ lassen sich die vinylogen Malonsäurehalbester 3 thermisch decarboxylieren und anschließend mit Oxalsäure-dihydrat in Eisessig zu den 4-Oxocarbonsäureestern 4 hydrolysieren.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801113
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  • 9
    Electronic Resource
    Electronic Resource
    Pilzpigmente, 41. Naphthochinon-Farbstoffe aus den Schleimpilzen Trichia floriformis und Metatrichia vesparium (Myxomycetes) (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1722-1729 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, 4141).  -  Naphthoquinone Pigments from the Slime Moulds Trichia floriformis and Metatrichia vesparium (Myxomycetes)Trichione (1) is the red main pigment of fruiting bodies from the slime mould Trichia floriformis. It contains a 2,5-dihydroxynaphthoquinone chromophore, substituted in position 3 by an unsaturated side chain carrying a terminal hemimalonate moiety. Homotrichione (7) differs by the presence of two additional CH2 groups in the side chain. It co-occurs with arcyriaflavin B (5), arcyriaflavin C (6) and further pigments in Metatrichia vesparium.
    Notes: Die Fruchtkörper des Schleimpilzes Trichia floriformis enthalten als roten Hauptfarbstoff Trichion (1), ein 2,5-Dihydroxynaphthochinon, das in 3-Stellung eine ungesättigte Seitenkette mit terminaler Malonhalbester-Gruppierung trägt. Homotrichion (7) unterscheidet sich nur durch eine um zwei CH2-Gruppen längere Seitenkette. Es kommt neben 1, Arcyriaflavin B und C (5 bzw. 6) und weiteren Farbstoffen in Metatrichia vesparium vor.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820913
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  • 10
    Electronic Resource
    Electronic Resource
    Antibiotika aus Basidiomyceten, XII. Cristatsäure, ein modifiziertes Farnesylphenol aus Fruchtkörpern von Albatrellus cristatus (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 2099-2105 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Basidiomycetes, XII.  -  Cristatic Acid, a Modified Farnesylphenol from Fruiting Bodies of Albatrellus cristatusFruiting bodies of Albatrellus cristatus contain high concentrations of cristatic acid (3), a farnesylphenol modified by incorporation of a furan ring in its side chain. A closely related American Albatrellus species contains grifolic acid (6) instead of 3. Biological screening of 3, 6 and related meroterpenoids revealed remarkable cytotoxic activities especially for dimethylcristatic acid methyl ester (4).
    Notes: Fruchtkörper von Albatrellus cristatus enthalten in hoher Konzentration Cristatsäure (3), ein Farnesylphenol, dessen Seitenkette durch Einbau eines Furanringes modifiziert ist. In einer nahe verwandten amerikanischen Albatrellus-Art kommt anstelle von 3 Grifolsäure (6) vor. Die biologische Aktivität von 3, 6 und verwandten Meroterpenoiden wird untersucht, wobei besonders die cytotoxische Wirkung von Dimethylcristatsäure-methylester (4) bemerkenswert ist.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119811203
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