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  • Chemistry  (8)
  • DIMBOA  (4)
  • General Chemistry  (2)
  • Schizaphis graminum
  • 1
    Electronic Resource
    Electronic Resource
    Comparison of the effect of hydroxamic acids from wheat on five species of cereal aphids (1995)
    Springer
    Entomologia experimentalis et applicata 74 (1995), S. 115-119 
    Details
    ISSN: 1570-7458
    Keywords: wheat ; aphids ; hydroxamic acids ; DIMBOA ; DIMBOA-glucoside ; EPG ; electrical penetration graph ; feeding deterrents ; antixenosis ; plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Feeding behaviour of five species of cereal aphids in wheat seedlings differing in hydroxamic acid (Hx) levels, was monitored via electrical penetration graphs (EPG). Aphid species could be grouped as sensitive to the feeding deterrent effect of Hx in the seedlings (Rhopalosiphum padi, Schizaphis graminum, Sitobion avenae, andMetopolophium dirhodum) or insensitive to them (Rhopalosiphum maidis). However, when feeding behaviour was studied in artificial diets containing Hx, all species were equally sensitive to Hx. The behavour ofR. maidis was further compared with that ofR. padi through detailed EPG analysis. It was found that the insensitivity ofR. maidis to Hx in seedlings may be due to a feeding strategy avoiding contact with the compounds by decreasing the number of cellular punctures in live tissues other than sieve elements during its way to the phloem.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02383002
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  • 2
    Electronic Resource
    Electronic Resource
    Toxicity and feeding deterrency of hydroxamic acids from Gramineae in synthetic diets against the greenbug, Schizaphis graminum (1983)
    Springer
    Entomologia experimentalis et applicata 34 (1983), S. 134-138 
    Details
    ISSN: 1570-7458
    Keywords: Maize extract ; Hydroxamic acid ; Feeding deterrent ; Greenbug ; Schizaphis graminum ; Schizaphis graminum
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé La 2,4-dihydroxy-6-metoxy-1,4-benzoxazin-3-one (DIMBOA), acide hydroxamique le plus abondant dans des extraits de maïs, accroît la mortalité du puceron Schizaphis graminum nourri artificiellement. Des essais d'alimentation contrôlés par des moyens électriques démontrent que DIMBOA agit comme un répulsif, même à la concentration de 1 mM; dans des régimes à 12 mM, l'alimentation des pucerons est supprimée. Des expériences complémentaires indiquent diquent une augmentation de la mortalité des individus nourris avec DIMBOA par rapport aux témoins. Par conséquent, les effets nuisibles de DIMBOA sur les pucerons sont dus à sa répulsion. Le 2-\-0-gluco-side de DIMBOA (DIMBOA-Glc) a un effet important de répulsion sur les pucerons nourris artificiellement, mais affecte peu leur survie. L'importance des effets des DIMBOA et DIMBOA-Glc sur les pucerons par rapport à la resistance des céréales contre ces insectes est discutée.
    Notes: Abstract 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), the main hydroxamic acid isolated from maize extracts, increased the mortality of Schizaphis graminum when fed in artificial diets. Electrically-monitored feeding assays showed that DIMBOA acted as a feeding deterrent at concentrations as low as 1 mM. On 12 mM DIMBOA diets, feeding by aphids was completely inhibited. Additional feeding experiments showed that when DIMBOA was ingested there was an increase in aphid mortality relative to that of aphids which did not ingest the compound. Thus, the deleterious effects of DIMBOA on aphids are due to feeding deterrency and toxicity. The 2-\-0 glucoside of DIMBOA (DIMBOA-Glc), the form in which DIMBOA naturally occurs in Gramineae, had a slight effect on lowering aphid survival and an appreciable feeding-deterrent effect on diet-fed aphids. The relevance of the effects of DIMBOA and DIMBOA-Gic on aphids to resistance of certain graminaceous crops against aphids is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00338659
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  • 3
    Electronic Resource
    Electronic Resource
    Effect of Two Wheat Cultivars Differing in Hydroxamic Acid Concentration on Detoxification Metabolism in the AphidSitobion avenae (2000)
    Springer
    Journal of chemical ecology 26 (2000), S. 2725-2736 
    Details
    ISSN: 1573-1561
    Keywords: Sitobion avenae ; aphids ; hydroxamic acids ; DIMBOA ; detoxification ; cytochrome P-450 monooxygenases ; NADPH cytochrome c reductase ; glutathione S-transferases ; esterases ; catalase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hydroxamic acids (Hx) are wheat secondary metabolites conferring resistance for cereals against aphids. The activity of five enzymatic systems were evaluated in the aphid Sitobion avenae reared on the high-Hx wheat cultivar Chagual and the low-Hx wheat cultivar Huayún for 10 generations. Enzyme solutions were prepared from aphid homogenates and assayed for mixed function oxidases (including cytochrome P-450 monooxygenases and NADPH cytochrome c reductase), glutathione S-transferases, esterases, and catalase. Specific activities per aphid individual of cytochrome P-450 monooxygenases, NADPH cytochrome c reductase, glutathione S-transferases, and esterases were significantly increased in wheat cultivars relative to oat (only marginal increase of esterases in Chagual). Aphids fed on cv. Huayún showed an overall higher induction of enzymatic systems than those fed on cv. Chagual. Comparison of these results with reported effects of Hx on detoxifying enzymes in other insects, including aphids, support the hypothesis that these enzymatic pathways play an important role in the detoxification of toxic host-plant secondary metabolites.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026481524896
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  • 4
    Electronic Resource
    Electronic Resource
    Effect of DIMBOA, an aphid resistance factor in wheat, on the aphid predatorEriopis connexa Germar (Coleoptera: Coccinellidae) (1992)
    Springer
    Journal of chemical ecology 18 (1992), S. 469-479 
    Details
    ISSN: 1573-1561
    Keywords: Wheat ; hydroxamic acids ; DIMBOA ; plant resistance ; cereal aphids ; Homoptera ; Aphididae ; aphid predators ; Eriopis connexa ; Coleoptera ; Coccinellidae ; tritrophic interactions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one), a secondary metabolite found in cereal extracts, confers resistance in wheat to aphids. Its effect on beneficial organisms was tested on larvae of the aphid predatorEriopis connexa Germar. Larvae were fed until pupation on artificial diets to which different concentrations of DIMBOA (2–200μg/g diet) were added, as well as on aphids that had been feeding on wheat seedlings with different DIMBOA levels (140–440 μg/g fresh tissue). In diets, the effect of DIMBOA was greatest on survival of third-instar larvae and on the duration of the second and fourth instars. When aphids were provided as food, those that had fed on a wheat cultivar with an intermediate DIMBOA level led to a significantly longer larval duration in the predator than did those that fed on either low or high DIMBOA cultivars. Shortest predator development times were obtained with aphid prey that had fed on high DIMBOA seedlings. Higher DIMBOA levels in the plant appear to reduce aphid feeding rates (and rates of DIMBOA ingestion), decreasing aphid survival and minimizing the effect of the toxin on the predator.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00994245
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  • 5
    Electronic Resource
    Electronic Resource
    Evaluation of Dimboa Analogs as Antifeedants and Antibiotics Towards the Aphid Sitobion avenae in Artificial Diets (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 1543-1554 
    Details
    ISSN: 1573-1561
    Keywords: Aphids ; Sitobion avenae ; feeding deterrents ; antibiotics ; DIMBOA
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A total of 25 compounds including benzoxazinones, benzoxazolinones, and N-glyoxylamide derivatives were tested as antifeedants and antibiotics towards the aphid Sitobion avenae in diet bioassays. The antifeedant and mortality indexes increased with the presence of electron-donating groups in the 7 position of the benzoxazinone moiety, the replacement of the oxygen atom by sulfur in the heterocyclic ring, the presence of a hemiacetal instead of an acetal at C-2 of the benzoxazine moiety (and hence the possibility of ring opening), and the presence of a hydroxyl group at C-4 of the benzoxazine moiety (hydroxamic acid) instead of a hydrogen atom (lactam). The results support earlier hypotheses on the chemical bases for the mode of action of these compounds.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1020832731546
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  • 6
    Electronic Resource
    Electronic Resource
    DIBOA in wild Poaceae: Sources of resistance to the Russian wheat aphid (Diuraphis noxia) and the greenbug (Schizaphis graminum) (1998)
    Springer
    Euphytica 102 (1998), S. 317-321 
    Details
    ISSN: 1573-5060
    Keywords: aphids ; cereal breeding ; DIBOA ; Diuraphis noxia ; hydroxamic acids ; pest resistance ; Poaceae ; Schizaphis graminum
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Hydroxamic acids are secondary metabolites typical of Poaceae that play a role in cereal resistance against pests and pathogens. The content of the hydroxamic acid aglucones DIBOA (2,4-dihydroxy-1,4-benzoxazin-3-one) and DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) was evaluated in wild Poaceae belonging to the tribes Triticeae (genera Hordeum and Elymus) and Aveneae (genera Deschampsia and Phalaris). The concentration of DIBOA in seedling extracts of the wild barleys Hordeum chilense, H. brevisubulatum subsp. violaceum and H. bulbosum was negatively correlated with parameters related to performance of the cereal aphids Schizaphis graminum and Diuraphis noxia. The relevance of the results obtained for breeding programs aimed at increasing cereal resistance against aphids is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1018323121213
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  • 7
    Electronic Resource
    Electronic Resource
    Fabrikationskontrolle in der Konservenindustrie I. Vitamin C-Analyse von Tomatenkonzentraten (1948)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 60 (1948), S. 100-108 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19480600406
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  • 8
    Electronic Resource
    Electronic Resource
    Isomerism and Protonation of α-Diazocarbonyl Compounds. A Molecular Orbital Study (1977)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 60 (1977), S. 1487-1495 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: CNDO/2, MINDO/3 and ab initio molecular orbital calculations are used in a study of conformational isomerism, protonation site and mechanism of protonation of the title compounds.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19770600505
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  • 9
    Electronic Resource
    Electronic Resource
    Molecular Orbital Studies of the Protonation of Diazomethane (1976)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 59 (1976), S. 1133-1139 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: CNDO/Z, MINDO/3 and ab initio molecular orbital calculations indicate that C-protonated diazomethane is more stable than N(end)-protonated diazomethane. Extrapolation of these results to solution chemistry as well as the kinetic references of protonation of diazomethane are discussed.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19760590417
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  • 10
    Electronic Resource
    Electronic Resource
    Persistenz und Reichweite von Umweltchemikalien. Von M. Scheringer. Wiley-VCh, Weinheim 1999.XIII + 208 Abb.,17Tab., gebunden, DM 158,-.ISBN 3-527-29752-9 (1999)
    Weinheim : Wiley-Blackwell
    Chemie in unserer Zeit 33 (1999), S. 380-380 
    Details
    ISSN: 0009-2851
    Keywords: Chemistry ; Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ciuz.19990330618
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