The Synergistic Action of Sesamin With Pyrethrum Insecticides

Haller, H. L.; Mcgovran, E. R.; Goodhue, Lyle D.; Sullivan, W. N.

doi:10.1021/jo01196a011

Cited by 67 publications

(24 citation statements)

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“…The methylenedioxyphenyl synergists owe their existence to sesamin, a natural product present in sesame oil. The latter, when tested with other vegetable oils as carriers for pyrethrin insecticides, caused a significantly increased toxicity of the pyrethrins (Eagleson, 1940), later associated with sesamin (Haller et al, 1942). Natural methylenedioxyphenyl-containing compounds, including lignans and other phenylalanine derivatives occur widely in plants (Newman, 1962;Vickery and Vickery, 1981) including Chrysanthemum cinerariaefolium, the commercial source of the pyrethrin insecticides (Doskotch and el-Feraly, 1969).…”

Section: Reaction Quantificationmentioning

confidence: 99%

Enzymes Involved in the Metabolism of Plant Allelochemicals

Ahmad

Brattsten

Mullin

et al. 1986

Molecular Aspects of Insect-Plant Associations

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Section: Reaction Quantificationmentioning

confidence: 99%

Enzymes Involved in the Metabolism of Plant Allelochemicals

Ahmad

Brattsten

Mullin

et al. 1986

Molecular Aspects of Insect-Plant Associations

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“…1A). It has a growth-retarding effect on some plants, as well as a synergistic effect with pyretherum insecticides (5,6). (ϩ)-Sesamin has been shown to have a wide range of biological effects: protection against ethanol-and carbon tetrachloride-induced liver damage (7,8), improvement of fatty acid metabolism (9)(10)(11), antiinflammatory effects (12), increased vitamin E activities (13,14), inhibition of vascular superoxide production (15,16), and induction of nitric oxide (17).…”

mentioning

confidence: 99%

Formation of two methylenedioxy bridges by a Sesamum CYP81Q protein yielding a furofuran lignan, (+)-sesamin

Ono¹,

Nakai²,

Fukui³

et al. 2006

Proc. Natl. Acad. Sci. U.S.A.

143

165

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“…In a somewhat related manner, the 8,8'-linked (+)-sesamin 14 and (+)-sesamolin 7 from Sesamum indicum [ Figures 2 and 5] act as synergists with natural juvenile hormone to prevent metamorphosis in the milkweed bug [Oncopeltus fasciatus] (77). (+)-Sesamin 14 and episesamin 56 function in a comparable way with pyrethrum insecticides, by inhibiting their oxidative degradation in the gut of the ingesting organism (78,79).…”

Section: Comparable Physiological Functions?mentioning

confidence: 99%

Phylogenetic Links in Plant Defense Systems: Lignans, Isoflavonoids, and Their Reductases

Gang

Dinkova‐Kostova

Davin

et al. 1997

Phytochemicals for Pest Control

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Many lignans and isoflavonoids derived from (+)-pinoresinol/ (+)-lariciresinol and isoflavone reductases, respectively, have important roles in plant defense against pests and pathogens.In addition to their somewhat comparable physiological functions, other similarities are noted between these apparently unrelated branches of phenylpropanoid metabolism which suggest a phylogenetic link. These include similar enzymatic mechanisms, gene sequence homology, and putatively conserved protein phosphorylation sites for the pivotal branch point reductases, as well as comparable roles in [inducible] defense systems. Taken together with a detailed chemotaxonomic analysis of metabolite occurrence, it is proposed that during plant evolution, (+)-pinoresinol/(+)-lariciresinol reductase served as progenitor of the isoflavone reductases.Considerable emphasis continues to be placed upon deciphering, and ultimately biotechnologically exploiting, the natural defense mechanisms that plants employ in response to encroachment by herbivores, fungi, bacteria and viruses, e.g., as an attractive alternative to the application of pesticides, insecticides and other biocides. In this chapter, the intriguing parallels that have emerged between various lignans and isoflavonoids in plant chemical defenses are addressed. Both natural product classes appear to be derived from seemingly unrelated branches of phenylpropanoid and phenylpropanoid-acetate metabolism, which have originated in the early development of the modem seed plants [see (7) for a brief review of the phenylpropanoid pathway; and note that all references to angiosperm classification in this article are based on Dahlgren (2, 3)]. A number of similarities between the pathways has emerged, including striking homology of genes involved in presumed regulatory reductive steps, which leads to our reasoning that they are phylogenetically linked. Prior to elaboration of this hypothesis, a brief background on lignan and isoflavonoid nomenclature is necessary.

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The Synergistic Action of Sesamin With Pyrethrum Insecticides

Cited by 67 publications

References 0 publications

Enzymes Involved in the Metabolism of Plant Allelochemicals

Enzymes Involved in the Metabolism of Plant Allelochemicals

Formation of two methylenedioxy bridges by a Sesamum CYP81Q protein yielding a furofuran lignan, (+)-sesamin

Phylogenetic Links in Plant Defense Systems: Lignans, Isoflavonoids, and Their Reductases

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