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1Author    JohnL. InghamRequires cookie*
 Title    Flavonoid and Isoflavonoid Compounds from Leaves of Sainfoin  
 Abstract    Phytoalexins The 5-deoxyisoflavones, afrormosin and formononetin have been isolated from healthy leaves of Onobrychis viciifolia. In addition to these compounds, several other flavonoid (iso-liquiritigenin; liquiritigenin; garbanzol) and isoflavonoid (medicarpin; vestitol) derivatives including the new iso-flavanone, vestitone (7,2'-dihydroxy-4'-methoxyisoflavanone), are present in leaves inoculated with the fungus Helmintho-sporium carbonum. 
  Reference    Z. Naturforsch. 33c, 146—148 (1978); received January 9 1978 
  Published    1978 
  Keywords    Leguminosae, Onobrychis, Isoflavonoids, Flavonoids 
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 TEI-XML for    default:Reihe_C/33/ZNC-1978-33c-0146_n.pdf 
 Identifier    ZNC-1978-33c-0146_n 
 Volume    33 
2Author    JohnL. InghamRequires cookie*
 Title    Isoflavonoid Phytoalexins of P arochetus co m m u n is and F a ctorovskya aschersoniana  
 Abstract    Medicarpin has been isolated as a phytoalexin from the fungus-inoculated leaflets of Parochetus communis and Fac­ torovskya aschersoniana; a second isoflavonoid derivative, vestitol, is also produced by F. aschersoniana. Some taxono­ mic aspects of phytoalexin formation by the title species are briefly discussed. 
  Reference    Z. Naturforsch. 34c, 290—292 (1979); received December 4 1978 
  Published    1979 
  Keywords    Leguminosae, Parochetus, Factorovskya, Isoflavonoids, Phytoalexins 
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 TEI-XML for    default:Reihe_C/34/ZNC-1979-34c-0290_n.pdf 
 Identifier    ZNC-1979-34c-0290_n 
 Volume    34 
3Author    JohnL. InghamRequires cookie*
 Title    of the Genus Caragana  
 Abstract    The fungus-inoculated leaflets of 39 Caragana species have been found to variously produce five isoflavonoid phytoalexins including the known pterocarpan derivatives, medicarpin, maackiain, variabilin and pisatin. Small quan­ tities of a previously undescribed C-methylated pterocarpan were obtained from leaflets of C. acanthophylla. 
  Reference    Z. Naturforsch. 34c, 293 (1979); received December 4 1978 
  Published    1979 
  Keywords    Leguminosae, Caragana, Isoflavonoids, Pterocarpans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/34/ZNC-1979-34c-0293_n.pdf 
 Identifier    ZNC-1979-34c-0293_n 
 Volume    34 
4Author    JohnL. InghamRequires cookie*
 Title    Phytoalexin Production by Flowers of Garden Pea (P isu m sa tivu m )  
 Abstract    The isoflavonoid phytoalexin pisatin has been isolated from fungus-inoculated petals of 16 Pisum sativum cultivars. Pisatin was usually accompanied by trace quantities of maackiain. No other fungitoxic compounds were detected. 
  Reference    Z. Naturforsch. 34c, 296 (1979); received December 4 1978 
  Published    1979 
  Keywords    Leguminosae, Pisum, Isoflavonoids, Pterocarpans, Phytoalexin 
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 TEI-XML for    default:Reihe_C/34/ZNC-1979-34c-0296_n.pdf 
 Identifier    ZNC-1979-34c-0296_n 
 Volume    34 
5Author    JohnL. InghamRequires cookie*
 Title    Isoflavonoid Phytoalexins of Yam Bean (Pachyrrhizus erosus)  
 Abstract    The furanopterocarpan, neodunol, has been isolated as a major phytoalexin from the fungus-inoculated stems o f Pachyrrhizus erosus. N eodunol is accompanied by small quantities o f dem -ethylmedicarpin and a third compound provisionally identified as the prenylated pterocarpan, ho-moedudiol; traces o f a neodunol isomer were also isolated from P. erosus although its precise struc­ ture could not be determined. The apparently close chemical relationship between Pachyrrhizus and Neorautanenia is discussed in the light o f a recent study which allocates these genera to differ­ ent sections o f the legum e tribe Phaseoleae. 
  Reference    Z. Naturforsch. 34c, 683 (1979); received June 5 1979 
  Published    1979 
  Keywords    Leguminosae, Pachyrrhizus, Isoflavonoids, Pterocarpans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/34/ZNC-1979-34c-0683.pdf 
 Identifier    ZNC-1979-34c-0683 
 Volume    34 
6Author    JohnL. Ingham, England, PaulM. DewickRequires cookie*
 Title    Sparticarpin: A Pterocarpan Phytoalexin from Spartium junceum Reading RG 6 2 AS  
 Abstract    A new phytoalexin isolated from the fungus-inoculated leaflets o f Spartium junceum (Spanish broom) has been identified as (—)-6 aR; 11 a/?-2,3-dimethoxy-9-hydroxypterocarpan (sparticar­ pin). The total synthesis o f sparticarpin is described. 
  Reference    Z. Naturforsch. 35c, 197—200 (1980); received November 5 1979 
  Published    1980 
  Keywords    Leguminosae, Spartium, Isoflavonoids, Pterocarpan, Phytoalexins 
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 TEI-XML for    default:Reihe_C/35/ZNC-1980-35c-0197.pdf 
 Identifier    ZNC-1980-35c-0197 
 Volume    35 
7Author    JohnL. Ingham, KennethR M ArkhamRequires cookie*
 Abstract    After treatment with the fungus Helminthosporium car-bonum or aqueous copper sulphate, excised Lathyrus sati­ vus leaflets produce pisatin and a second isoflavonoid phy­ toalexin (lathycarpin) identified as (+)-6aÄ; 1 la/?-2,3-di-methoxy-6a-hydroxy-8,9-methylenedioxypterocarpan. 
  Reference    Z. Naturforsch. 37c, 724 (1982); received March 22 1982 
  Published    1982 
  Keywords    Leguminosae, Lathyrus, Isoflavonoids, Pterocarpans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/37/ZNC-1982-37c-0724_n.pdf 
 Identifier    ZNC-1982-37c-0724_n 
 Volume    37 
8Author    MelanieJ. O 'neill, SaburiA. Adesanya, M. Argaret, F. RobertsRequires cookie*
 Title    Antifungal Phytoalexins in Phaseolus aureus Roxb  
 Abstract    Eight phytoalexins have been isolated from Phaseolus aureus (m ung bean) seedlings after treatment with aqueous CuCl2. These com pounds include three isoflavones: genistein, 2'-hydroxygenistein and a com pound tentatively identified as 2,3-dehydrokievitone, four iso-flavanones: dalbergioidin, kievitone, cyclokievitone and 5-deoxykievitone, and the pterocarpan phaseollidin. The antifungal activities against Cladosporium cucumerinum were determ ined. 
  Reference    Z. Naturforsch. 38c, 693—697 (1983); received M ay 29 1983 
  Published    1983 
  Keywords    Phaseolus aureus, Isoflavonoids, Phytoalexins, Fungitoxicity 
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 TEI-XML for    default:Reihe_C/38/ZNC-1983-38c-0693.pdf 
 Identifier    ZNC-1983-38c-0693 
 Volume    38 
9Author    JohnL. Ingham, PaulM. DewickRequires cookie*
 Title    The Structure of Desmocarpin, a Pterocarpan Phytoalexin from Desmodium gangeticum  
 Abstract    Ethyl acetate extracts o f diffusates from the fungus-inoculated leaflets o f Desm odium gangeti­ cum have been found to contain six isoflavonoid phytoalexins including the isoflavones genistein and 2'-hydroxygenistein, and the isoflavanones dalbergioidin, dip hysolone and kievitone. These known phytoalexins occur together with a new antifungal isoflavonoid (desm ocarpin) for which the structure (—)-(6a/?; 1 la/?)-l,9-dihydroxy-3-m ethoxypterocarpan is proposed. 
  Reference    Z. Naturforsch. 39c, 531 (1984); received February 27 1984 
  Published    1984 
  Keywords    Leguminosae, Papilionoideae, Desmodium, Isoflavonoids, Phytoalexins 
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 TEI-XML for    default:Reihe_C/39/ZNC-1984-39c-0531.pdf 
 Identifier    ZNC-1984-39c-0531 
 Volume    39 
10Author    JohnL. Ingham, Satoshi Tahara, StanleyZ. DziedzicRequires cookie*
 Title    Coumestans from the Roots of Puer aria mirifica  
 Abstract    Three isoflavonoids obtained from a methanolic extract of Pueraria mirifica roots have been identified as 3,9-dihydroxy-8-methoxy-7-(3,3-dimethylallyl)-coumestan (mirificoumestan), 3,9-di-hydroxy-8-methoxy-7-(3-hydroxy-3-methylbutyl)-coumestan (mirificoumestan hydrate), and 3,9-dihydroxy-8-methoxy-7-(2,3-dihydroxy-3-methylbutyl)-coumestan (mirificoumestan glycol). These new coumestans co-occur with coumestrol (3,9-dihydroxycoumestan), a compound already found in P. mirifica roots. 
  Reference    Z. Naturforsch. 43c, 5—10 (1988); received September 7 1987 
  Published    1988 
  Keywords    Leguminosae, Pueraria, Isoflavonoids, Coumestans, Coumestrol 
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 TEI-XML for    default:Reihe_C/43/ZNC-1988-43c-0005.pdf 
 Identifier    ZNC-1988-43c-0005 
 Volume    43 
11Author    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 
12Author    O. Tto, S. W. Olfbeis, Eva Fiirlinger3, HemC. Handra Jhab, Fritz ZillikenbRequires cookie*
 Title    The Absorption and Fluorescence of Isoflavones and the Effect of Shift Reagents  
 Abstract    The absorption and fluorescence maxima o f 20 isoflavones have been determ ined in methanol solution and the effect o f addition o f w ater, 50% sulfuric acid, aluminium trichloride, borax, sodium acetate, ammonia and sodium hydroxide has been studied. The following findings may be useful in the structure elucidation o f naturally occurring isoflavones: (a) 5-Hydroxyisoflavones have band I absorption maxima around 335 nm. 6-hydroxyisoflavones betw een 310 and 330 nm, 
  Reference    Z. Naturforsch. 39b, 238 (1984); received Septem ber 23 1983 
  Published    1984 
  Keywords    Isoflavonoids, F luorescence, A bsorption, Shift Reagents 
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 TEI-XML for    default:Reihe_B/39/ZNB-1984-39b-0238.pdf 
 Identifier    ZNB-1984-39b-0238 
 Volume    39 
13Author    N. Oel, T. K. Een, L. InghamRequires cookie*
 Title    Phytoalexins from Dolichos biflorus  
 Abstract    , 2'-hydroxygenistein, dalbergioidin, kievitone and phaseollidin have been found to accumulate in leaves and stems of Dolichos biflorus (horsegram) following inoculation with the non-pathogens Pseudomonas pisi and Phytophthora megasperma f. sp. glycinea, respectively. They are accompanied by isoferreirin (5,7,4'-trihydroxy-2'-methoxyisoflavanone), a compound not previously reported as a natural product. Coumestrol and psoralidin occur constitutively in Dolichos leaves and stems. 
  Reference    Z. Naturforsch. 35c, 923—926 (1980); received June 30 1980 
  Published    1980 
  Keywords    Leguminosae, Dolichos, Isoflavonoids, Phytoalexins, Structure Elucidation Genistein 
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 TEI-XML for    default:Reihe_C/35/ZNC-1980-35c-0923.pdf 
 Identifier    ZNC-1980-35c-0923 
 Volume    35 
14Author    JohnL. InghamRequires cookie*
 Title    Isolation and Identification of Isoflavanone Phytoalexins from Leaflets of Diphysa robinioides  
 Abstract    Phytochem ical Unit, D e p artm en t o f Botany, U niversity o f R e ad in g , R e ad in g R G 6 2A S, E ngland and Satoshi Tahara D epartm ent o f A gricultural C hem istry, F acu lty o f A griculture, H o k k aid o U niversity, A m ajor phytoalexin produced by th e fu ngus-inoculated leaflets o f D iphysa robinioides has been identified as the new isoflavonoid 5 ,7 ,2 ',4 '-te tra h y d ro x y -6 -(3 ,3 -d im eth y la lly l)iso flav a n o n e (diphysolone). It is accom panied by sm aller q u a n titie s o f d ip h y so lo n e -4 ' (or 2 ')-0 -m e th y l ether (diphysolidone), and the known isoflavonoids 5,7,2',4 '-tetrah y d ro x y -8 -(3 ,3 -d im eth y lally l)iso -flavanone (kievitone) and 5 ,7 ,2 '-trihydroxy-4'-m ethoxyisoflavanone (ferreirin). 
  Reference    Z. Naturforsch. 38c, 899—904 (1983); received July 8 1983 
  Published    1983 
  Keywords    Legum inosae, P apilionoideae, Diphysa, Isoflavonoids, Isoflavanones 
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 TEI-XML for    default:Reihe_C/38/ZNC-1983-38c-0899.pdf 
 Identifier    ZNC-1983-38c-0899 
 Volume    38 
15Author    SaburiA. Adesanya, M. Elanie, '. N. Eill, M. A. Rg, Re, F. R.Requires cookie*
 Title    Induced and Constitutive Isoflavonoids in Phaseolus mungo L. Leguminosae  
 Abstract    Sixteen isoflavonoids have been isolated from the black gram, Phaseolus mungo L. (syn. Vigna mungo) following treatment with aqueous CuCl2. These include 12 known isoflavonoids: genistein, 2'-hydroxygenistein, 2'-hydroxydaidzein, kievitone, dalbergioidin, cyclokievitone, 5-deoxykievitone, 2'-hydroxydihydrodaidzein, isoferreirin, aureol, glycinol and demethylvestitol. In addition, kievitone hydrate, which was previously known only as a fungal metabolite of kievitone, was isolated together with 3 novel natural isoflavanones which were characterized as 4'-0-methylkievitone, cyclokievitone hydrate and 5-deoxykievitone hydrate. 
  Reference    Z. Naturforsch. 39c, 888—893 (1984); received June 12 1984 
  Published    1984 
  Keywords    Phaseolus mungo, Vigna mungo, Isoflavonoids, Phytoalexins 
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 TEI-XML for    default:Reihe_C/39/ZNC-1984-39c-0888.pdf 
 Identifier    ZNC-1984-39c-0888 
 Volume    39 
16Author    JohnL. Ingham, Satoshi TaharaRequires cookie*
 Title    Isoneorautenol and Other Pterocarpan Phytoalexins from Calopogonium mucunoides  
 Abstract    Following inoculation with the fungus H elm inthosporium carbonum , excised leaflets o f the tropical papilionate legum e C alopogonium m ucunoides have been found to produce isoneorautenol, a new dim ethylpyrano-substituted isoflavonoid (pterocarpan) phytoalexin. This com pound accumulates together with dem ethylm edicarpin, neodu nol, tuberosin, sophorap-terocarpan A , and a sixth highly antifungal isoflavonoid (calopocarpin) characterised as 3,9-dihydroxy-2-(3,3-dim ethylallyl)pterocarpan. Chrom atographic and spectroscopic exam ination of 'hom oedudiol' (a pterocarpan from N eorautanenia edulis roots previously considered to possess the structure now assigned to calopocarpin) has shown that in reality this substance is identical with sophorapterocarpan A . The system atic relationship o f C alopogonium to other genera within the legum e tribe P haseoleae is briefly discussed. 
  Reference    Z. Naturforsch. 40c, 482—489 (1985); received March 16 1985 
  Published    1985 
  Keywords    Legum inosae, Calopogonium, Isoflavonoids, ( —) —Pterocarpans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/40/ZNC-1985-40c-0482.pdf 
 Identifier    ZNC-1985-40c-0482 
 Volume    40 
17Author    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 
18Author    Yusuke Shibuya, Satoshi Tahara, Yutaka Kimura, Junya MizutaniRequires cookie*
 Title    New Isoflavone Glucosides from White Lupin (Lupinus albus L.)  
 Abstract    Further investigation of polar constituents in white lupin roots revealed the presence of genistein 7-O-ß-glucoside (la), genistein 4'-0-ß-glucoside (lb), 2'-hydroxygenistein 7-0-ß-glucoside (2a) and 2'-hydroxygenistein 4'-0-ß-glucoside (2b) as simple isoflavone gluco­ sides; luteone 7-O-ß-glucoside (3 a), licoisoflavone A 7-O-ß-glucoside (4 a) and licoisoflavone A 4'-0-ß-glucoside (4b) as prenylated (= 3,3-dimethylallyl-substituted) isoflavone glucosides; and genistein 7-0-ß-(6"-0-malonyl)glucoside (lam) and 2'-hydroxygenistein 7-0-ß-(6''-0-malonyl)glueoside (2 am) as malonylated isoflavone glucosides. Six compounds (2 a, 2 b, 3 a, 4a, 4b, and 2am) are new naturally occurring isoflavone glucosides. 
  Reference    Z. Naturforsch. 46c, 513—518 (1991); received February 12/May 2 1991 
  Published    1991 
  Keywords    Isoflavonoids, Malonylglucosides, White Lupin, Lupinus albus, Leguminosae 
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 TEI-XML for    default:Reihe_C/46/ZNC-1991-46c-0513.pdf 
 Identifier    ZNC-1991-46c-0513 
 Volume    46 
19Author    J. Berlinab, C. Rügenhagena, M. Rippert, S. ErdoganRequires cookie*
 Title    Effects of Culture Conditions on Isoflavonoid Levels of Transformed and Non-Transformed Cultures of Lupinus -a Comparison of Suspension and Hairy Root Cultures  
 Abstract    Some highly productive suspension and hairy root cultures were found among several trans­ formed cultures o f Lupinus polyphyllus and L. hartwegii. A transformed suspension culture Lupo 30150 and a root culture Luha 15834 containing the highest specific isoflavone glucoside content were characterized and compared with normal phytohormone-dependent lines with respect to product stability as well as to their responsiveness to external triggers, e.g. response to changes in the medium. While phytohorm one-dependent suspension cultures lost their ini­ tial ability to form increased levels o f isoflavonoids on phytohormone-free medium, the trans­ formed phytohorm one-independent suspension Lupo 30150 remained a highly productive line, despite the fact that its specific levels decreased to 60% o f the initial values during several years in liquid medium. Highest stability o f product patterns and levels were noted for the transformed root culture. Phytohorm ones had little effect on growth and isoflavonoid levels in suspension cultures, while they reduced both strongly in root cultures. In the presence o f 2,4-D the root culture changed into an aggregated low producing suspension culture from which the root state was recovered on phytohorm one-free medium. As long as the root state was main­ tained, isoflavonoid levels could not be distinctly improved by media variation while specific isoflavonoid levels o f suspensions were increased by stress factors such as phosphate depletion. When suspensions were transferred to fresh medium phenylalanine ammonia-lyase was greatly induced within 24 h, while the activity remained nearly unchanged in root cultures. 
  Reference    Z. Naturforsch. 46c, 735—7 (1991); received April 23 1991 
  Published    1991 
  Keywords    Lupinuspolyphyllus, Lupinus hartwegii, Transformation, Hairy R oot Cultures, Isoflavonoids 
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 TEI-XML for    default:Reihe_C/46/ZNC-1991-46c-0735.pdf 
 Identifier    ZNC-1991-46c-0735 
 Volume    46 
20Author    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