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'Pterocarpans' in keywords Facet   section ZfN Section C  [X]
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1Author    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 
2Author    DavidJ. Robeson, JeffreyB. HarborneRequires cookie*
 Title    Pisatin as a Major Phytoalexin in L a ih y ru s  
 Abstract    The pterocarpan pisatin has been identified as a major phytoalexin in fifteen species of Lathyrus. Thus, the genus is closer in its phytoalexin response to Pisum than to Vicia, which is known to produce furanoacetylenes on fungal in­ vasion. 
  Reference    (Z. Naturforsch. 32c, 289 [1977]; received December 13 1976) 
  Published    1977 
  Keywords    Leguminosae, Lathyrus, Phytoalexins, Pterocarpans, Pisatin 
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 TEI-XML for    default:Reihe_C/32/ZNC-1977-32c-0289_n.pdf 
 Identifier    ZNC-1977-32c-0289_n 
 Volume    32 
3Author    JohnL. Ingham, PaulM. DewickRequires cookie*
 Abstract    In response to fungal inoculation the leaves of Trifolium arvense accumulate the known isoflavonoid phytoalexins, medicarpin, maackiain, sativan, vestitol, and isovestitol. A previously undescribed isoflavan derivative (arvensan; 7,2'-dimethoxy-4'-hydroxyisoflavan) is also produced by this species. The identification and synthesis of arvensan is described. 
  Reference    (Z. Naturforsch. 32c, 446 [1977]; received February 25 1977) 
  Published    1977 
  Keywords    Leguminosae, Trifolium, Isoflavans, Pterocarpans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/32/ZNC-1977-32c-0446_n.pdf 
 Identifier    ZNC-1977-32c-0446_n 
 Volume    32 
4Author    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 
5Author    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 
6Author    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 
7Author    JohnL. InghamRequires cookie*
 Title    Induced Isoflavonoids of Erythrina sandwicensis  
 Abstract    Two new phytoalexins isolated from the fungus-inoculated leaflets of Erythrina sandwicensis have been identified as (—)-6aS; 11 aS-3,6 a,9-trihydroxy-10-isopentenylpterocarpan (sandwicar-pin) and (—)-6a/?; 11 a^-3-hydroxy-9-methoxy-10-isopentenylpterocaipan (sandwicensin). These compounds co-occur with several known pterocarpan (demethylmedicarpin, 3,6a,9-trihydroxy-pterocarpan, phaseollidin and cristacarpin) and isoflavan (demethylvestitol and isovestitol) deriva­ tives. The preparation and spectral (UV, MS) characteristics of 3-methoxy-9-hydroxy-10-isopen-tenylpterocarpan are also described. 
  Reference    Z. Naturforsch. 35c, 384—386 (1980); received January 22 1980 
  Published    1980 
  Keywords    Leguminosae, Erythrina, Pterocarpans, Isoflavans, Phytoalexins 
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 TEI-XML for    default:Reihe_C/35/ZNC-1980-35c-0384.pdf 
 Identifier    ZNC-1980-35c-0384 
 Volume    35 
8Author    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 
9Author    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 
10Author    JohnL. InghamRequires cookie*
 Title    Isoflavonoid Phytoalexins from Leaflets of Dalbergia sericea  
 Abstract    The fungus-inoculated leaflets o f Dalbergia sericea pro­ duce several isoflavonoid phytoalexins including the known pterocarpans, medicarpin and maackiain, ana the isofla-van, vestitol. A fourth, previously undescribed, phytoalexin has been identified as 7-methoxy-2',4'-dihydroxyisoflavan (neovestitol) by comparison with synthetic material. 
  Reference    Z. Naturforsch. 34c, 630 (1979); received April 23 1979 
  Published    1979 
  Keywords    Leguminosae, Dalbergia, Isoflavans, Pterocarpans, Phyto­ alexins 
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 TEI-XML for    default:Reihe_C/34/ZNC-1979-34c-0630_n.pdf 
 Identifier    ZNC-1979-34c-0630_n 
 Volume    34 
11Author    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 
12Author    U. Zähringer1, E. Schaller2, H. Grisebach1Requires cookie*
 Title    Induction of Phytoalexin Synthesis in Soybean. Structure and Reactions of Naturally Occurring and Enzymatically Prepared Prenylated Pterocarpans from Elicitor-Treated Cotyledons and Cell Cultures of Soybean  
 Abstract    Using HPLC on a partisil column (5 nm) it was possible to separate two reaction products from an enzyme incubation o f dimethylallylpyrophosphate and 3,6a,9-trihydtoxypterocarpan with a particulate fraction from elicitor-treated soybean cotyledons (Harosoy 63) or soybean cell cultures. These two products were identified by MS and !H-NMR analysis as 2-and 4-dimethylallyltrihy-droxypterocarpan. Both compounds also occur as natural products in elicitor-treated soybean cotyledons and to a smaller extent in soybean cell cultures. Introduction of the dimethylallyl substituent into trihydroxypterocarpan increases the fungitoxicity against Cladosporium cucume-rinum. Upon treatment with alkali, solutions o f 3,6a,9-trihydroxypterocarpans turn to an intense red colour with Amax around 530 nm. One of the products from 2-DMA-THP could be isolated by reversed phase HPLC. According to its mass spectrum a quinoid structure is proposed for this red pigment. 
  Reference    Z. Naturforsch. 36c, 234—241 (1981); received December 81980 
  Published    1981 
  Keywords    Phytoalexins, Pterocarpans, Dimethylallyl Transferase, Soybean, Glycine max L, Red Pigment 
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 TEI-XML for    default:Reihe_C/36/ZNC-1981-36c-0234.pdf 
 Identifier    ZNC-1981-36c-0234 
 Volume    36