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  • 1
    Electronic Resource
    Electronic Resource
    Metal Complexes of Biologically Important Ligands, XCl. Introduction of Organometallic Fragments into α-Amino Acids by Reactions of α-Bromoglycine Derivatives with Anionic Organotransition-Metal CompoundsDedicated to Professor Victor Gutmann on the occasion of his 75th birthday. (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 171-177 
    Details
    ISSN: 0009-2940
    Keywords: α-Bromoglycine derivatives ; Amino acids ; Iron ; Chromium ; Tungsten ; Transition-metal-labeled α-amino acids ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactions of protected α-bromoglycine esters R1(O)CNHCH(Br)CO2R2 (R1=Ph, OCMe3; R2 =Me, tBu) with organometallic anions of acetylferrocene, CpFe(CO)(PPh3)-C(O)CH3, (OC)5M=C(OMe)CH3 (M=Cr, W), (OC)3Cr(η6-diphenylmethane), (OC)3Cr[η6-fluorene), (OC)3Cr(η6-dihydroanthracene) and of (OC)3Cr(-η6aniline) and (OC)3Cr(η6-o-toluidine) provide a method for the introduction of organometallic fragments into the side chains of α-amino acids.The complexes may be useful as markers for α-amino acids in peptides.The compound (OC))3Cr(η-o-C6H4(CH3)NHC-(H)(CO2Me)NHC(O)Ph was characterized by X-ray diffraction.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971300206
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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
    Organometallic Complexes of Iridium, Palladium, Chromium and Iron from 2-Phenyl-5(4H)-oxazolones - Organometallic Labelled Dipeptides (1998)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 485-493 
    Details
    ISSN: 1434-1948
    Keywords: 2-Phenyl-4-R-5(4H)-oxazolones ; Iridium ; Palladium ; Platinum ; Iron ; Chromium ; C-o,N-Bridging 2-phenyloxazolone ; Peptide labelling ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of 2-phenyl-4-R-5(4H)-oxazolones (R = Me, CH2Ph, CHMeEt) with [(η5-C5Me5)IrCl2]2 afforded the cyclometallated complexes (η5-C5Me5)(Cl)Ir(L) (1-3) [L = 2-phenyl-4-R-5(4H)-oxazolone(C-o,N)]. 2-Phenyl-5(4H)-oxazolone reacts with [(η5-C5Me5)IrCl2]2 and palladium(II) acetate to give complexes with a C-o,N-bridging oxazolone [(η5-C5Me5)(Cl)Ir]2(μ-Cl)(μ-L-H+) (4) and Pd3(μ-ac)5(μ-L-H+) (5). 2-Phenyloxazolone anions were added to the π ligands of [(η5-C6H7)Fe(CO)3]+ and [(η7-C7H7)Cr(CO)3]+ to give the adducts 6-11. Dipeptide derivatives 12-18 were obtained by reaction of 1, 2 and by reaction of the adduct 6 from [(η5-C6H7)Fe(CO)3]+; and the anion of 2-phenyloxazolone with α-amino acid esters. These reactions may be used for the labelling of peptides. Saponification of 15-18 yields the organometallic substituted peptide acids 19-22. Their dianions (deprotonation of COOH and peptide amide) were used as ligands towards (Ph3P)2PtCl2 to yield the bimetallic complexes 23-25. The structures of 4, 5, 9 and 10 were determined by X-ray diffraction.
    Type of Medium: Electronic Resource
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  • 5
    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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  • 6
    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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  • 7
    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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  • 8
    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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  • 9
    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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  • 10
    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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