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  • Organic Chemistry  (29)
  • Analytical Chemistry and Spectroscopy  (2)
  • 2-Hexenoic acid, 4,5-epoxy-  (1)
  • 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
    In situ analysis of a new perylene quinone in lichens by Fourier-transform laser microprobe mass spectrometry with external sourceContribution from the 2nd European FTMS Workshop, Antwerp, Belgium, September 1993. (1994)
    New York, NY : Wiley-Blackwell
    Rapid Communications in Mass Spectrometry 8 (1994), S. 46-52 
    Details
    ISSN: 0951-4198
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Physics
    Notes: The application of Fourier-transform laser microprobe mass spectrometry to lichens is described. The in situ detection of a new perylene quinone in samples of the tropical species Laurera sanguinaria Malme and Graphis haematites Fée was achieved with minimal specimen preparation. The high mass resolution and mass accuracy of the instrument eliminates the need for additional characterization of the isolated substances by high resolution electron impact mass spectrometry and direct introduction probe.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/rcm.1290080109
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  • 5
    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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  • 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
    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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  • 8
    Electronic Resource
    Electronic Resource
    Lewis-Säure-katalysierte Umlagerung von 2-Allyl-5(2H)-oxazolonen in Tetrahdro-3H-furo[3,4-b]pyrrol-Derivate (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1910-1913 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Rearrangement of 2-Allyl-5(2H)-oxazolones into Tetrahydro-3H-furo[3,4-b]pyrrole Derivatives Catalyzed by Lewis AcidsBy Lewis acid catalysis the 2-allyl-5(2H)-oxazolones 1 and 4 rearrange to 6-oxo-3a,4,6,6a-tetrahydro-3H-furo[3,4-b]pyrroles 3 and 5, respectively. The structure of these compounds has been established from their spectroscopic data and by hydrogenation of 5 to the lactone 6. A mechanism for this rearrangement is proposed.
    Notes: Unter Katalyse von Lewis-Säuren lagern sich die 2-Allyl-5(2H)-oxazolone 1 und 4 zu den 6-Oxo-3a,4,6,6,6a-tetrahydro-3H-furo[3,4-b]pyrrolen 3 bzw. 5 um. Die Konstitution dieser Verbindungen wird durch die spektroskopischen Daten und die Hydrogenolyse von 5 zum Lacton 6 bewiesen. Ein Mechanismus für die Umlagerung wird postuliert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619861111
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  • 9
    Electronic Resource
    Electronic Resource
    Pilzfarbstoffe, 60 Über Leucomentine, farblose Vorstufen des Atromentins aus dem Samtfußkrempling (Paxillus atrotomentosus) (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 797-801 
    Details
    ISSN: 0170-2041
    Keywords: Terphenyl derivatives ; Leucomentins ; 2-Hexenoic acid, 4,5-epoxy- ; Paxillus atrotomentosus ; Atromentin, precursor of ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungal Pigments, 60. - Leucomentins, Colourless Precursors of Atromentin from the Mushroom Paxillus atrotomentosusAtromentin (1) occurs in sporophores of Paxillus atrotomentosus mainly in form of the colourless leucomentins 3-5. These compounds constitute esters of leucoatromentin with (2Z,4S,5S)-4,5-epoxy-2-hexenoic acid. The absolute configuration of the latter has been determined by its conversion into (+)-O-acetylosmundalactone (6a). The mechanism of the acid-catalyzed cleavage of the acyl residues has been studied by means of 18O labeling.
    Notes: Atromentin (1) liegt in Fruchtkörpern des Samtfußkremplings hauptsächlich in Form der farblosen Leucomentine 3-5 vor. Die Leucomentine sind Ester des Leukoatromentins mit (2Z,4S,5S)-4,5-Epoxy-2-hexensäure, deren absolute Konfiguration durch Überführung in (+)-O-Acetylosmundalacton (6a) bestimmt werden konnte. Dabei wurde der Mechanismus der säurekatalysierten Abspaltung der Säurereste durch 18O-Markierung aufgeklärt.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890227
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  • 10
    Electronic Resource
    Electronic Resource
    Xylaral, ein Hydroxyphthalid-Derivat aus Fruchtkörpern von Xylaria polymorpha (Ascomycetes) (1990)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 825-827 
    Details
    ISSN: 0170-2041
    Keywords: Xylaria polymorpha ; Ascomycetes ; Xylaral ; Phthalide, hydroxy-, derivative of ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Xylaral, a Hydroxyphthalide Derivative from Fruiting Bodies of Xylaria polymorpha (Ascomycetes)Fruiting bodies of Dead Man's Fingers, Xylaria polymorpha, contain a hydroxyphthalide derivative, xylaral (1), which exhibits a violet colour reaction with aqueous ammonia. 1 is a homologue of cyclopaldic acid (5) with a C14-side chain containing an enone moiety.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1990199001154
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