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  • 1
    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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  • 2
    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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  • 3
    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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  • 4
    Electronic Resource
    Electronic Resource
    Untersuchungen zur Reaktion von Acylaminobrommalonestern und Acylaminobromessigestern mit Trialkylphosphiten - eine einfache Synthese von 2-Amino-2-(diethoxyphosphoryl)essigsäure-ethylester (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 599-609 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reaction of Acylaminobromomalonates and Acylaminobromoacetates with Trialkylphosphites - A Simple Synthesis of Ethyl 2-Amino-2-(diethoxyphosphoryl)acetateDepending on the reaction conditions acylaminobromomalonates 1 and trialkylphosphites yield either 5-alkoxyoxazoles 7, 2-[acyl(dialkoxyphosphoryl)amino]malonates 8, or 2-acylamino-2-(dialkoxyphosphoryl)malonates 2. N-Acylglycin esters 9 can be converted into the corresponding α-bromo derivatives 10 by treatment with bromine or N-bromosuccinimide. Treatment of 10 with trialkylphosphites yields 2-acylamino-2-(dialkoxyphosphoryl)acetates 12. Removal of the protecting groups from the Boc or trichloroethoxycarbonyl derivatives 12g and 12h, respectively, leads to ethyl 2-amino-2-(diethoxyphosphoryl)acetate (11). Reaction of 10a with triphenylphosphane yields the phosphonium salt 14a which is converted into the 2,3-bis(benzoylamino)fumarate 18 by action of base.
    Notes: In Abhängigkeit von den Reaktionsbedingungen liefern Acylaminobrommalonester 1 mit Trialkylphosphiten entweder 5-Alkoxyoxazole 7, 2-[Acyl(dialkoxyphosphoryl)amino]malonester 8 oder 2-Acylamino-2-(dialkoxyphosphoryl)malonester 2. N-Acylglycinester 9 können mit Brom oder N-Bromsuccinimid in die α-Bromderivate 10 übergeführt werden, die mit Trialkylphosphiten glatt die 2-Acylamino-2-(dialkoxyphosphoryl)essigester 12 ergeben. Durch Entfernen der Schutzgruppen aus den Boc- und Trichlorethoxycarbonyl-Derivaten 12g und 12h ist 2-Amino-2-(diethoxyphosphoryl)essigsäure-ethylester (11) zugänglich. Das durch Umsetzung von 10a mit Triphenylphosphan erhältliche Phosphoniumsalz 14a erleidet bei Baseneinwirkung eine Dimerisierung zum 2,3-(Bisbenzoylamino)fumarat 18.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830409
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  • 5
    Electronic Resource
    Electronic Resource
    Umwandlung phenolischer α-Aminosäuren in α-Ketosäuren (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1638-1639 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Conversion of Phenolic α-Amino Acids into α-Keto acidsA one-pot conversion of tyrosine (1a) and 3,4-dihydroxyphenylalanine (DOPA) (1b) into 3-(4-hydroxyphenyl)pyruvic acid (2a) and 3-(3,4-dihydroxyphenyl)pyruvic acid (2b), respectively, via 2-trifluoromethyl-3-oxazolin-5-ones 5 is described.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830918
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  • 6
    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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  • 7
    Electronic Resource
    Electronic Resource
    Kettenverlängerung von Kohlenhydraten: Synthese von C-Glycosiden und C-Nucleosiden aus Glyconsäuren und Glycarsäuren (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 247-254 
    Details
    ISSN: 0170-2041
    Keywords: Carbohydrates ; Chain elongation ; 1,3-Dicarbonyl compounds ; C-Nucleosides ; Pyrazoles ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chain Elongation of Carbohydrates: Synthesis of C-Glycosides and C-Nucleosides from Glyconic and Glycaric AcidsBy chain elongation using the C-phenylglycine method allyl residues can be attached to peracetylated glyconic and glycaric acids. Oxidative cleavage of the allylic double bond leads to 1,3-dicarbonyl compounds, which can be converted into optically pure C-glycosides and C-nucleosides by reaction with 1,2-dinucleophiles.
    Notes: Durch Kettenverlängerung mit Hilfe von C-Phenylglycin lassen sich peracetylierte Glyconsäuren und Glycarsäuren mit Allylresten C - C-verknüpfen. Oxidative Spaltung der Allyl-Doppelbindung ergibt 1,3-Dicarbonylverbindungen, aus denen sich durch Ringschlußreaktionen mit 1,2-Dinucleophilen stereochemisch einheitliche C-Glycoside und C-Nucleoside darstellen lassen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890147
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  • 8
    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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  • 9
    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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  • 10
    Electronic Resource
    Electronic Resource
    Pilzpigmente, 40. Leprocybin, der Fluoreszenzstoff von Cortinarius cotoneus und verwandten Leprocyben (Agaricales) (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1280-1296 
    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, 401).  -  Leprocybin, the Fluorescent Principle of Cortinarius cotoneus and Related Leprocybes (Agaricales)Leprocybin (1), a glucoside responsible for the yellow-green fluorescence of the fruiting bodies under UV light has been isolated from Cortinarius toadstools (subgenus Leprocybe, section Leprocybe Mos.). On acid hydrolysis or action of β-glucosidase 1 was split into its aglycone leprocyboside (6), the constitution of which was elucidated by several derivatisations, decarboxylation to 10, and alkaline degradation. Final structural proof of the pyranoxanthone system was obtained by synthesis of 8-O-methyl(decarboxy)leprocyboside (12).
    Notes: Aus Pilzen der Gattung Cortinarius (Untergattung Leprocybe, Sektion Leprocybe Mos.) wurde das Glucosid Leprocybin (1) isoliert, das für die gelbgrüne Fluoreszenz der Fruchtkörper im UV-Licht verantwortlich ist. 1 ließ sich durch saure Hydrolyse oder β-Glucosidase in das Aglycon Le-procybosid (6) spalten, dessen Konstitution durch verschiedene Derivatisierungen, Decarboxylierung zu 10 und Alkaliabbau ermittelt wurde. Der endgültige Strukturbeweis für das Pyrano-xanthon-System erfolgte durch Synthese von 8-O-Methyl(decarboxy)leprocybosid (12).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820706
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