| 1 | Author
| JohnL. Ingham | Requires 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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| default:Reihe_C/33/ZNC-1978-33c-0146_n.pdf | | | Identifier
| ZNC-1978-33c-0146_n | | | Volume
| 33 | |
5 | Author
| JohnL. Ingham | Requires 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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| default:Reihe_C/34/ZNC-1979-34c-0683.pdf | | | Identifier
| ZNC-1979-34c-0683 | | | Volume
| 34 | |
7 | Author
| JohnL. Ingham, KennethR M Arkham | Requires cookie* | | Title
|  | | | 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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| default:Reihe_C/37/ZNC-1982-37c-0724_n.pdf | | | Identifier
| ZNC-1982-37c-0724_n | | | Volume
| 37 | |
8 | Author
| MelanieJ. O 'neill, SaburiA. Adesanya, M. Argaret, F. Roberts | Requires 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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| default:Reihe_C/38/ZNC-1983-38c-0693.pdf | | | Identifier
| ZNC-1983-38c-0693 | | | Volume
| 38 | |
9 | Author
| JohnL. Ingham, PaulM. Dewick | Requires 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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| default:Reihe_C/39/ZNC-1984-39c-0531.pdf | | | Identifier
| ZNC-1984-39c-0531 | | | Volume
| 39 | |
10 | Author
| JohnL. Ingham, Satoshi Tahara, StanleyZ. Dziedzic | Requires 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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| default:Reihe_C/43/ZNC-1988-43c-0005.pdf | | | Identifier
| ZNC-1988-43c-0005 | | | Volume
| 43 | |
11 | Author
| Satoshi Tahara, Seiji Shibaki, JohnL. Ingham, Junya Mizutani | Requires 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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| default:Reihe_C/45/ZNC-1990-45c-0147.pdf | | | Identifier
| ZNC-1990-45c-0147 | | | Volume
| 45 | |
12 | Author
| O. Tto, S. W. Olfbeis, Eva Fiirlinger3, HemC. Handra Jhab, Fritz Zillikenb | Requires 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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| default:Reihe_B/39/ZNB-1984-39b-0238.pdf | | | Identifier
| ZNB-1984-39b-0238 | | | Volume
| 39 | |
13 | Author
| N. Oel, T. K. Een, L. Ingham | Requires 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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| default:Reihe_C/35/ZNC-1980-35c-0923.pdf | | | Identifier
| ZNC-1980-35c-0923 | | | Volume
| 35 | |
14 | Author
| JohnL. Ingham | Requires 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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| default:Reihe_C/38/ZNC-1983-38c-0899.pdf | | | Identifier
| ZNC-1983-38c-0899 | | | Volume
| 38 | |
15 | Author
| 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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| default:Reihe_C/39/ZNC-1984-39c-0888.pdf | | | Identifier
| ZNC-1984-39c-0888 | | | Volume
| 39 | |
16 | Author
| JohnL. Ingham, Satoshi Tahara | Requires 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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| default:Reihe_C/40/ZNC-1985-40c-0482.pdf | | | Identifier
| ZNC-1985-40c-0482 | | | Volume
| 40 | |
17 | Author
| JohnL. Ingham, Satoshi Tahara, StanleyZ. Dziedzic | Requires 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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| default:Reihe_C/41/ZNC-1986-41c-0403.pdf | | | Identifier
| ZNC-1986-41c-0403 | | | Volume
| 41 | |
18 | Author
| Yusuke Shibuya, Satoshi Tahara, Yutaka Kimura, Junya Mizutani | Requires 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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| default:Reihe_C/46/ZNC-1991-46c-0513.pdf | | | Identifier
| ZNC-1991-46c-0513 | | | Volume
| 46 | |
19 | Author
| J. Berlinab, C. Rügenhagena, M. Rippert, S. Erdogan | Requires 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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| default:Reihe_C/46/ZNC-1991-46c-0735.pdf | | | Identifier
| ZNC-1991-46c-0735 | | | Volume
| 46 | |
20 | Author
| JohnL. Ingham, SatoshiT. Ah, O. Rn | Requires 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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| default:Reihe_C/38/ZNC-1983-38c-0194.pdf | | | Identifier
| ZNC-1983-38c-0194 | | | Volume
| 38 | |
|