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1Author    Satoshi Tahara, Seiji Shibaki, JohnL. Ingham, Junya MizutaniRequires cookie*
 Title    Further Isoflavonoids from White Lupin Roots  
 Abstract    Further investigation o f the isoflavonoids in white lupin roots has revealed a new coum a­ ronochromone with a 2-hydroxy-3-methyl-3-butenyl side chain (lupinalbin G), three new pyrano-isoflavones (lupinisoflavones K and L, and allolicoisoflavone B) and two new di-hydrofurano-isoflavones each with a 2,3-dihydroxy-3-m ethylbutyl substituent (lupinisofla­ vones M and N). The biogenetic pathways for these and other lupin isoflavones are briefly discussed. 
  Reference    Z. Naturforsch. 45c, 147 (1990); received September 27 1989 
  Published    1990 
  Keywords    Leguminosae, Lupinus, Isoflavonoids, Isoflavone, Coumaronochromone 
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 TEI-XML for    default:Reihe_C/45/ZNC-1990-45c-0147.pdf 
 Identifier    ZNC-1990-45c-0147 
 Volume    45 
2Author    M. Wink, L. WitteRequires cookie*
 Title    Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures  
 Abstract    The alkaloid patterns during germination and seedling development of Lupinus polyphyllus, L. angustifolius, L. albus, L. pubescens, Cytisus scoparius, Baptisia australis, Spartium junceum and Laburnum anagyroides were studied by capillary glc and EI-MS and CI-MS. The alkaloid contents were relatively high in the seeds and decreased by 20—100% during germination and the early developmental stages. The plants with fully developed leaves were able to synthesize new alkaloids. The decrease of alkaloid concentrations during germination was interpreted in terms of alkaloid turnover and use of the alkaloidal nitrogen for seedling development. The ability of plants to rely on the alkaloidal nitrogen as a nitrogen source could also be shown in lupin cell cultures which could survive and even grow on media which contained sparteine as the sole nitrogen source. 
  Reference    Z. Naturforsch. 40c, 767—775 (1985); received August 19/September 4 1985 
  Published    1985 
  Keywords    Alkaloid Turnover, Quinolizidine Alkaloids, Lupinus, Germination, Nitrogen Source 
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 TEI-XML for    default:Reihe_C/40/ZNC-1985-40c-0767.pdf 
 Identifier    ZNC-1985-40c-0767 
 Volume    40 
3Author    Elsa Fuentes, AnaM. PlanchueloRequires cookie*
 Title    Sterol and Fatty Acid Patterns in Wild and Cultivated Species of Lupinus (Leguminosae)  
 Abstract    Seed oil components of wild and cultivated species of Lupinus were analyzed by gas liquid chromatography (GLC). The sterol and fatty acid patterns of Lupinus albescens and L. gib-ertianus that are considered important germoplasm resources of South America, are reported for the first time and compared with varieties of Lupinus albus, L. angustifolius and L. mutabilis. The taxonomic implication of seed oil composition was evaluated using a multivari­ ate analysis system. 
  Reference    Z. Naturforsch. 52c, 9—1 (1997); received July lO/October 25 1996 
  Published    1997 
  Keywords    Lupinus, Seed Lipids, Fatty Acids, Sterols, GLC 
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 TEI-XML for    default:Reihe_C/52/ZNC-1997-52c-0009.pdf 
 Identifier    ZNC-1997-52c-0009 
 Volume    52 
4Author    JohnL. Ingham, SatoshiT. Ah, O. RnRequires cookie*
 Title    Fungitoxic Isoflavones from Lupinus albus and other Lupinus Species  
 Abstract    The constitutive isoflavones genistein, 2'-hydroxygenistein, wighteone and luteone have been isolated in varying amounts from methanolic leaf washings of eight species belonging to the legume genus Lupinus. These four compounds likewise occur in the flower buds, stems, roots and im mature pods o f L. albus, and in stems and roots o f L. angustifolius and L. mutabilis. A m inor isoflavone present in L. albus and L. luteus leaf washings has been identified by chemical and spectroscopic procedures as 5,7,4'-trihydroxy-3-methoxy-6-(3,3-dimethylallyl)isoflavone (lupiso-flavone). Apart from genistein, 2'-hydroxygenistein, wighteone and luteone, the roots of L. albus also contain alpinumisoflavone, licoisoflavone B and 6,3'-di-(3,3-dimethylallyl)genistein (lupalbi-genin). 
  Reference    Z. Naturforsch. 38c, 194—200 (1983); received N ovem ber 3 1982 
  Published    1983 
  Keywords    Leguminosae, Papilionoideae, Lupinus, Lupins, Isoflavonoids, Isoflavones, Phenolic Compounds, Antifungal Activity 
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 TEI-XML for    default:Reihe_C/38/ZNC-1983-38c-0194.pdf 
 Identifier    ZNC-1983-38c-0194 
 Volume    38 
5Author    Michael WinkRequires cookie*
 Title    Storage of Quinolizidine Alkaloids in Epidermal Tissues  
 Abstract    Epidermal cells of lupine leaves, petioles and stems are the main storage site for quinolizidine alkaloids with an alkaloid content of 5—6 mg/g fw (= 15 — 25 mmol/kg). Epidermal tissue also store malate and hydrogen ions and show a vacuolar pH of < 5. It is argued that the specific storage of alkaloids in the vacuoles of epidermal cells might be due to active transport via carrier proteins and cannot be explained by a simple diffusion and ion trap mechanism. 
  Reference    Z. Naturforsch. 41c, 375 (1986); received November 12 1985 
  Published    1986 
  Keywords    Alkaloid Storage, Epidermis, Lupinus, Quinolizidine, Defence Strategy, Storage Mechanism 
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 TEI-XML for    default:Reihe_C/41/ZNC-1986-41c-0375.pdf 
 Identifier    ZNC-1986-41c-0375 
 Volume    41 
6Author    Ralf Perrey, Michael WinkRequires cookie*
 Title    On the Role of A 1-Piperideine and Tripiperideine in the Biosynthesis of Quinolizidine Alkaloids  
 Abstract    Carbon 14-labelled cadaverine, A 1-piperideine and a-tripiperideine were administered to leaf disks of Lupinuspolyphyllus in short term experiments of 12—20 h duration. Whereas cadaverine was readily incorporated into lupanine in good yields, a 7 to 60 times lower incorporation was observed for tripiperideine or A 1-piperideine. In L. arboreus the incorporation of cadaverine into sparteine was 9 times better than that of A 1-piperideine. These results indicate that A 1-piperideine and tripiperideine are not direct intermediates of lupanine or of sparteine bio-synthesis. 
  Reference    Z. Naturforsch. 43c, 363—369 (1988); received December 18 1987/February 3 1988 
  Published    1988 
  Keywords    Lupinus, Alkaloid Biosynthesis, Lupanine, Sparteine, A 1-piperideine, Tripiperideine 
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 TEI-XML for    default:Reihe_C/43/ZNC-1988-43c-0363.pdf 
 Identifier    ZNC-1988-43c-0363 
 Volume    43 
7Author    M. Asaaki, M. Oriyam, SunaoO. Rihara, L. Ingham, Ju, K. Aw Ab Ata, M. IzutaniRequires cookie*
 Title    Naturally Occurring Coumaranochroman-4-ones: a New Class of Isoflavonoids from Lupins and Jamaican Dogwood  
 Abstract    A further investigation o f the isoflavonoid com ponents o f Piscidia erythrina, Lupinus alhus and L. luteus has revealed the presence o f 3-hydroxy-and 3-m ethoxy-coumaranochrom an-4-ones. These compounds are the first known representatives o f a new type o f naturally occur­ ring isoflavonoid. Using a combination o f chemical and spectroscopic methods, the com pounds were identified as 3,5,7,4'-tetrahydroxy-5'-methoxy-3'-(3,3-dimethylallyl)couma-ranochroman-4-one (piscerythrol, 1), 3,5,7,4'-tetrahydroxy-6,3'-di(3,3-dimethylallyl)couma-ranochrom an-4-one (lupinol A, 3), 5,7,4'-trihydroxy-3-methoxy-6,3'-di(3,3-dimethylallyl)-coum aranochrom an-4-one (lupinol B, 6) and 3,5,7,4'-tetrahydroxy-6-(3,3-dimethylallyl)-coum aranochrom an-4-one (lupinol C, 7). All four isoflavonoids were found to have the cis relative configuration at C-2/C-3. Possible biogenetic relationships between the coumarano-chrom an-4-ones and other isoflavonoids (isoflavones and coum aronochrom ones) found in Piscidia and Lupinus are briefly discussed. 
  Reference    Z. Naturforsch. 46c, 331 (1991); received February 28 1991 
  Published    1991 
  Keywords    Leguminosae, Lupinus, Piscidia erythrina, Isoflavonoids, Coumaranochroman-4-ones, Coum aronochrom ones 
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 TEI-XML for    default:Reihe_C/46/ZNC-1991-46c-0331.pdf 
 Identifier    ZNC-1991-46c-0331 
 Volume    46 
8Author    Planchuelo-R Avelo3b, L. Udger, W. Ittec, M. Ichael, W. Ink3Requires cookie*
 Title    Quinolizidine Alkaloid Profiles of South American Lupins: Lupinus linearis and the Lupinus gibertianus Complex  
 Abstract    The alkaloid composition of leaves of Lupinus linearis D esr. (3 ecotypes) and L. gibertia­ nus Smith (6 ecotypes) from A rgentina and Brazil were studied by capillary gas-liquid chrom atography and GLC-mass spectrom etry (EI-M S). Both species are closely related according to morphological criteria. This view is supported by the alkaloid profiles which are very similar and share a series of new and uncom m on alkaloids. M ain alkaloids are lupanine, 13-hydroxylupanine, esters of 13-hydroxylupanine (e.g. 13-angeloyloxylupanine, 13-tigloyloxylupanine, 13-benzoyloxylupanine, 13-ci5/frans-cinnamoyloxylupanine). M inor alkaloids are: sparteine, 1 1 ,1 2 -dehydrosparteine, am m odendrine, tetrahydrorhom bifoline, angustifoline, a-isolupanine, 5,6-dehydrolupanine, 11,12-dehydrolupanine, N-formylangusti-foline, 13-ds-cinnamoyloxymultiflorine. New m inor alkaloids which have been tentatively identified by GLC-MS are 13-hydroxy-17-oxolupanine and corresponding esters (13-an-geloyloxy-17-oxolupanine, 13-tigloyloxy-17-oxolupanine, 13-benzoyloxy-17-oxolupanine, 13-cis-cinnamoyloxy-17-oxolupanine, and 13-fran.s--cinnamoyloxy-17-oxolupanine). 
  Reference    Z. Naturforsch. 48c, 702—706 (1993); received June 281993 
  Published    1993 
  Keywords    Lupinus, Leguminosae, Quinolizidine Alkaloids, Chem otaxonom y, A lkaloid Profile 
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 TEI-XML for    default:Reihe_C/48/ZNC-1993-48c-0702.pdf 
 Identifier    ZNC-1993-48c-0702 
 Volume    48 
9Author    MichaelW. Ink, ThomasH. Artm AnnRequires cookie*
 Title    Diurnal Fluctuation of Quinolizidine Alkaloid Accumulation in Legume Plants and Photomixotrophic Cell Suspension Cultures  
 Abstract    of quinolizidine alkaloid content in leaflets of Lupinus polyphyllus, L. hartwegii, Baptisia australis, and Sarothamnus scoparius were studied over a 36 h period. The alkaloid contents reached their maximum at noon or early afternoon, and their minimum during the night. The amplitudes of diumal variations in alkaloid levels lay within a range of 60 to 470% of the early morning contents of alkaloids (= 100%) in leaves. In photomixotrophic cell suspension cul­ tures of L. polyphyllus and S. scoparius cultured under day-night regime, a similar increase of the alkaloid levels was observed within 5 to 8 h after onset of illumination. A subsequent excretion of the alkaloids produced, which also followed a diumal rhythm, was found. S. scoparius cells ex­ creted lupanine, L. polyphyllus cells 13-cinnamoyloxylupanine. From the cell culture and plant ex­ periments it can be assumed that the alkaloids which are formed during illumination are trans­ located to some degree afterwards. In cell suspension cultures the alkaloids are subjected to rapid and rhythmic turnover. Exogenous alkaloids, fed to the cultures, are taken up by the cells and dis­ appear usually within the first 72 h. A possible mechanism for a light-mediated regulation of quinolizidine alkaloid biosynthesis which was found to be localized in leaf chloroplast, is dis­ cussed. 
  Reference    Z. Naturforsch. 37c, 369—375 (1982); received January 1 1982 
  Published    1982 
  Keywords    Lupinus, Baptisia, Sarothamnus, Diumal Rhythm, Photomixotrophic Cell Suspension Cultures, Quinolizidine Alkaloids Fluctuations 
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 TEI-XML for    default:Reihe_C/37/ZNC-1982-37c-0369.pdf 
 Identifier    ZNC-1982-37c-0369 
 Volume    37 
10Author    Ralf Perrey, Marie-Theres Hauser, MichaelW. InkRequires cookie*
 Title    Cellular and Subcellular Localization of Peroxidase Isoenzymes in Plants and Cell Suspension Cultures from Lupinus polyphyllus  
 Abstract    , leaf protoplasts and cell suspension cultures of Lupinus polyphyllus and isolated vacuoles were studied for cellular and subcellular localization of peroxidase isoenzymes. Isoelectric focusing revealed 16 peroxidase isoenzymes. The basic peroxidase isoenzymes are predominantly localized in the vacuole and, to a minor degree, unbound in the intercellular space. The acidic isoenzymes are cell wall-bound in plants and not detectable in suspension-cultured cells. Large amounts (up to 11.0 U/ml) of a single basic isoenzyme are detectable in the spent medium of cell suspension cultures. 
  Reference    Z. Naturforsch. 44c, 931—936 (1989); received August 4 1989 
  Published    1989 
  Keywords    Lupinus, Peroxidase, Localization, Isoelectric Focusing (Peroxidase), Cell Culture Leaves, stems, roots 
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 TEI-XML for    default:Reihe_C/44/ZNC-1989-44c-0931.pdf 
 Identifier    ZNC-1989-44c-0931 
 Volume    44