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  • Antibiotics  (2)
  • 2-Phenyl-4-R-5(4H)-oxazolones  (1)
  • 1
    Digitale Medien
    Digitale Medien
    Springer
    Archives of microbiology 130 (1981), S. 223-227 
    ISSN: 1432-072X
    Schlagwort(e): Antibiotics ; Basidiomycetes ; Pleurotellus hypnophilus ; Galerina cephalotricha ; Hypnophilin ; Pleurotellol ; Pleurotellic acid ; Complicatic acid
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Biologie
    Notizen: Abstract Three new antibiotically active metabolites were isolated from cultures of the fungus Pleurotellus hypnophilus. The structures which are closely related to the coriolins were elucidated by spectroscopic methods. Hypnophilin (1) has a hirsutane sceleton whereas pleurotellol (2) and pleurotellic acid (3) are sesquiterpenoids with novel hirsutane skeletons. The common structural feature of all three metabolites is an α-methylene ketone moiety. The antibiotics inhibited the growth of several bacteria as well as of some fungi. In cells of the ascitic form of Ehrlich carcinoma RNA and DNA syntheses were more affected than protein synthesis. The mode of action was compared with the antimicrobial and cytotoxic effects of complicatic acid (4) and other α-methylene ketones and lactones from higher plants. All the compounds tested reacted rapidly with cysteine to form adducts which were almost devoid of biological activity.
    Materialart: Digitale Medien
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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  • 2
    ISSN: 1434-1948
    Schlagwort(e): 2-Phenyl-4-R-5(4H)-oxazolones ; Iridium ; Palladium ; Platinum ; Iron ; Chromium ; C-o,N-Bridging 2-phenyloxazolone ; Peptide labelling ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Materialart: Digitale Medien
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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  • 3
    ISSN: 1434-193X
    Schlagwort(e): Macrocystidia cucumis ; Cucumins ; Hirsutanes ; Sesquiterpenoids ; Antibiotics ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Arthrosporone (1) and eight new triquinane-type sesquiterpenoids have been isolated from mycelial cultures of the agaric Macrocystidia cucumis. The cucumins A-D (2, 4-6) are highly unsaturated hirsutane derivatives, whereas the cucumins E-G (7-9) represent a new type of linear triquinanes. Cucumin H (10) is a new member of the ceratopicane group. The absolute configuration of cucumin F (8) was assigned by 1H-NMR analysis of the corresponding Mosher esters. Two further metabolites were identified as cyclo(phenylalanylprolyl) (12) and cyclo(leucylprolyl) (13). Cucumin A (2) exhibits antibacterial and cytotoxic activities.
    Materialart: Digitale Medien
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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