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1Author    Patrí Cia Máximo3, Ana Lourenço3, Savluchinske Sónia, Jose Feiob, Carlos RoseirobRequires cookie*
 Title    Flavonoids from Ule.x Species  
 Abstract    Nine flavonoids have been isolated from Ulex jussiaei and U. minor (Leguminosae). From both species the isoflavonoids ulexin A and the new naturally occurring ulexin B have been identified, together with isoderrone, the pterocarpans (-)-maackiain and (-)-4-m ethoxy-maackiain. and the chalcone isobavachromene. The pterocarpan (-)-2-m ethoxym aackiain was only present in the first species and the isoflavones isolupalbigenin and ulexone A have been identified in the second one. 13C NM R data of isobavachromene, isolupalbigenin and ulexone A are also included. The antifungal activity of the isolated compounds was tested by the bioautographic method against Cladosporium cucumerinum. The most active compounds were the pterocarpans, the chalcone and the isoflavones with non-hydroxylated open chain prenyl substituents. 
  Reference    Z. Naturforsch. 55c, 506 (2000); received March 27/April 20 2000 
  Published    2000 
  Keywords    Ulex Species, Isoflavones, Pterocarpans 
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 TEI-XML for    default:Reihe_C/55/ZNC-2000-55c-0506.pdf 
 Identifier    ZNC-2000-55c-0506 
 Volume    55 
2Author    JochenB. Erlin, +., Peter Kiss, D. Ieter, M. Üller-Enoch, D. Ieter Gierse, W. Olfgang Barz, B. Oris JanistynRequires cookie*
 Title    Über den Abbau von Chalkonen und Isoflavonen in pflanzlichen Zellsuspensionskulturen Degradation of Chalcones and Isoflavones in P lant Cell Suspension Cultures  
 Abstract    Cell suspension culture of Phaseolus aureus, Glycine max and Pisum sativum have been used to determine the extent of chalcone and isoflavone catabolism. The A-rings of calcones and isoflavones with both resorcinol and phloroglucinol pattern of sub­ stitution have unequivocally been shown to be degraded as measured by carbon dioxide production The earlier described catabolic pathway of chalcones with the B-ring liberated as a substituted benzoic acid has been verified using another chalcone. With the use of various u C-labelled isoflavones it could be demonstrated that essentially all carbon atoms are introduced into catabolic reactions. Incorporation of 4',7-dihydroxyisoflavone (daidzein) into insoluble polymeric material has been shown to proceed via the 3',4',7-trihydroxyisoflavone. 3'-Hydroxylation and subsequent polymeri­ sation of the orf/io-dihydroxy compound can completely be inhibited by using anaerobic conditions which favour glucoside formation instead. 4'-0-Methylgroups in isoflavones prevent the phenolase catalzyed 3'-hydroxylation and thus the incorporation of isoflavones into polymeric structures. 6,7-Dihydroxy substituted insoflavones when fed to cell cultures are not polymerized by phenolase but are rather converted to glycosides. 
  Reference    (Z. Naturforsch. 29c, 374 [1974]; eingegangen am 1. April 1974) 
  Published    1974 
  Keywords    Chalcones, Isoflavones, Catabolism, Plant Cell Cultures 
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 TEI-XML for    default:Reihe_C/29/ZNC-1974-29c-0374.pdf 
 Identifier    ZNC-1974-29c-0374 
 Volume    29 
3Author    K. Enneth, R. M. Arkham, JohnL. InghamRequires cookie*
 Title    Tectorigenin, a Phytoalexin of Centrosema haitiense and Other Centrosema Species  
 Abstract    A phytoalexin isolated from the fungus-inoculated leaflets of Centrosema haitiense, C. pubescens (3 accessions) and C. virginianum has been identified as 5,7,4'-trihydroxy-6-methoxy-isoflavone (tectorigenin). This compound is variously accompanied by other isoflavones includ­ ing the previously described phytoalexin, cajanin (5,2',4'-trihydroxy-7-methoxyisoflavone). Sub­ stantial quantities of aesculetin were obtained when C. haitiense leaves were submerged for 48 h in water or fungal spore suspensions. The taxonomic position of Centrosema within the legume tribe Phaseoleae is discussed. 
  Reference    Z. Naturforsch. 35c, 919—922 (1980); received June 30 1980 
  Published    1980 
  Keywords    Centrosema, Phytoalexins, Isoflavones, Tectorigenin, Aesculetin, Chemotaxonomy 
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 TEI-XML for    default:Reihe_C/35/ZNC-1980-35c-0919.pdf 
 Identifier    ZNC-1980-35c-0919 
 Volume    35 
4Author    K.-M Weltring, K. Mackenbrock, W. BarzRequires cookie*
 Title    Demethylation, Methylation and 3'-Hydroxylation of Isoflavones bv Fusarium Fungi  
 Abstract    Several introductionary reactions of isoflavone metabolism by Fusarium fungi are reported. Fu­ sarium avenaceum hydroxylates formononetin in the 3'-position yielding 3',7-dihydroxy-4'-me-thoxyisoflavone (calycosin). 3'-Hydroxylation o f biochanin A to 3/,5,7-trihydroxy-4/-methoxyiso-flavone (pratensein) has been observed with Fusarium oxysporum f. sp. lycopersici and Fusarium oxysporum f. sp. I ini. Depending on the growth medium Fusarium proliferatum metabolises for­ mononetin either by 7-O-methylation or by 4'-0-demethylation. 
  Reference    Z. Naturforsch. 37c, 570—574 (1982); received March 29 1982 
  Published    1982 
  Keywords    Isoflavones, Fusarium, Methylation, Demethylation, 3'-Hydroxylation, Metabolism 
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 TEI-XML for    default:Reihe_C/37/ZNC-1982-37c-0570.pdf 
 Identifier    ZNC-1982-37c-0570 
 Volume    37 
5Author    JohnL. Ingham, Satoshi Tahara, StanleyZ. DziedzicRequires cookie*
 Title    A Chemical Investigation of Pueraria mirifica Roots  
 Abstract    Ten isoflavonoids including daidzein, daidzin (daidzein-7-O-glucoside), puerarin (daidzein-8-C-glucoside), genistein and coumestrol have been isolated from a methanolic extract of Pueraria mirifica roots. Apart from these known compounds and mirificin, a novel apioside derivative of puerarin, the roots have also been found to contain three minor coumestans and one 5-deoxyiso-flavone for which only limited spectroscopic data are currently available. 
  Reference    Z. Naturforsch. 41c, 403 (1986); received December 9 1985 
  Published    1986 
  Keywords    Leguminosae, Pueraria, Isoflavonoids, Isoflavones, Coumestans, Aglycones, Glycosides 
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 TEI-XML for    default:Reihe_C/41/ZNC-1986-41c-0403.pdf 
 Identifier    ZNC-1986-41c-0403 
 Volume    41 
6Author    Susanne Daniel, Walter Hinderer, Wolfgang BarzRequires cookie*
 Title    Elicitor-induced Changes of Enzyme Activities Related to Isoflavone and Pterocarpan Accumulation in Chickpea (Cicer arietinum L.) Cell Suspension Cultures  
 Abstract    The extractable activities of thirteen enzymes of primary and secondary metabolism have been measured in chickpea (Cicer arietinum L.) cell suspension cultures after treatment with an elicitor from the fungus Ascochyta rabiei (Pass.) Lab. The cell culture, derived from the A. rabiei resistant cultivar ILC 3279, constitutively accumulated the isoflavones biochanin A and formononetin together with their 7-O-glucosides and the 7-0-glucoside-6"-malonates. After elicitor application the cells rapidly form the pterocarpan phytoalexins medicarpin and maackiain. Among the enzymes of primary metabolism only the glucose 6-phosphate dehydrogenase exhibited a significant increase in activity with a maximum four hours after application of the elicitor. In phenylpropane metabolism the activities of phenylalanine ammonia lyase and chalcone synthase were enhanced by the elicitor and exhibited highest levels after four hours. In contrast the chalcone isomerase activity was not influenced by the elicitor. A substantial enhancement occurred with the isoflavone 7-O-glucosyltransferase activity eight hours after elicitor application. The results suggest that in this cell culture the elicitor-induced biosynthesis of pterocarpan phytoalexins was accompanied with a rapid and transient increase of those enzyme activities which are located at branching points of related pathways, i.e. pentose phosphate cycle, general phenylpropane metabolism, flavonoid formation and isoflavone conjugation. 
  Reference    Z. Naturforsch. 43c, 536—544 (1988); received April 8 1988 
  Published    1988 
  Keywords    Cicer arietinum, Isoflavones, Pterocarpans, Phytoalexins, Elicitor 
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 TEI-XML for    default:Reihe_C/43/ZNC-1988-43c-0536.pdf 
 Identifier    ZNC-1988-43c-0536 
 Volume    43 
7Author    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 
8Author    JohnL. Ingham, SatoshiT. Ahara, Seiji Shibaki, Junya MizutaniRequires cookie*
 Title    Isoflavonoids from the Root Bark of Piscidia erythrina and a Note on the Structure of Piscidone  
 Abstract    A m ethanolic extract of P iscidia erythrina root bark has been found to contain various isofla-vonoids including rotenone (rotenoid), lisetin (coum aronochrom one) and six known isoflavones (ichthynone, piscidone, piscerythrone, 2'-deoxypiscerythrone, 6'-prenylpiscerythrone and 3',5'-diprenylgenistein). The extract additionally yielded three new 5-hydroxyisoflavones (piscery-thrinetin, 2'-hydroxypiscerythrinetin and isow ighteone) and a previously unreported coum arono­ chrom one (8-prenyl-lisetin). A ll four com pounds were identified using a com bination o f spectro­ scopic (U V , M S, 'H NM R) and chemical m ethods. Although several other 5-hydroxyisoflavones were also isolated from the root bark extract, the quantities o f each were sufficient only to permit their partial characterization. Structure 2 for piscidone has been confirmed by 'H N M R spectros­ copy. 
  Reference    Z. Naturforsch. 44c, 905 (1989); received June 13 1989 
  Published    1989 
  Keywords    Legum inosae, Piscidia, Isoflavonoids, Isoflavones, C oum aronochrom one, Piscidone 
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 TEI-XML for    default:Reihe_C/44/ZNC-1989-44c-0905.pdf 
 Identifier    ZNC-1989-44c-0905 
 Volume    44