Synthesis, Characterization and Application of Sucrose Carboxylic Acid Polyesters — A Prototype of Non‐Caloric or Surface Active Compounds

Elsner, Angelika; Mieth, G.; Engst, Wolfram; Aust, L.; Leverenz, H.‐J.

doi:10.1002/lipi.19910930805

Cited by 2 publications

(2 citation statements)

References 12 publications

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“…This observation allowed the comparisons as presented in Table 2. For further information on synthesis and characterization of SE, the reader may consult Akoh and Swanson (1990), Chowdhary et al (1984), andElsner et al (1991).…”

Section: Resultsmentioning

confidence: 99%

Effects of Various Synthetic Sucrose Esters on Weed Seed Germination and Crop Growth: Structure−Activity and Dose−Response Relationships

Peterson¹,

Harrison²,

Chortyk³

1997

J. Agric. Food Chem.

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Twelve synthetic sucrose ester (SE) products with C7−C10 chain lengths and various degrees of esterification (DE) were tested for their influence on seed germination of prosomillet and velvetleaf and on growth of broccoli and bell pepper plants. At 100 ppm most SE caused virtually total inhibition of germination; at lower concentrations dose−response and structure−activity relationships were apparent. Sucrose esters with seven and eight carbon acyl groups were most effective, and activities decreased for nonanoyl and decanoyl esters, respectively. With respect to DE, products high in di-, tri-, and tetraacyl esters were most active. Increased DE caused decreasing activities; however, the lowest DE (higher in monoacyl esters) was also less active. The biologically most active SE product was characterized by mass spectrometric techniques. The product consisted of 7.5% monoheptanoyl and 20.7% di-, 33.5% tri-, 23.6% tetra-, 7.7% penta-, and 1.3% hexaheptanoyl esters. Structure−activity relationships with respect to published insecticidal activities paralleled their germination inhibitory effects. Growth of young broccoli and bell pepper plants, the leaves of which were treated with the 12 SE samples, was not affected by concentrations far above those used for effective insecticidal action. Since the SE products are nontoxic to humans and higher animals, fully biodegradable, and not harmful to the crops tested, they appear to be good candidate insecticides. Potentials for suppression of weed seed germination need field evaluation. Keywords: Sucrose esters; dose−response; structure−activity; seed germination; crop growth; broccoli; bell pepper; Panicum milliaceum; Abutilon theophrasti

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Section: Resultsmentioning

confidence: 99%

Effects of Various Synthetic Sucrose Esters on Weed Seed Germination and Crop Growth: Structure−Activity and Dose−Response Relationships

Peterson¹,

Harrison²,

Chortyk³

1997

J. Agric. Food Chem.

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“…As more than one fatty acid could be added to sucrose, the preparations of sucrose esters ranged from monoesters to sucrose polyesters. In recent years, work on sucrose polyesters has concentrated on their use as low-calorie fat (Olestra) and oil substitutes (Akoh and Swanson, 1990) leading to a world market of about $75 million for these additives or substitutes (Elsner et al, 1991).…”

Section: Introductionmentioning

confidence: 99%

Syntheses and Characterizations of Insecticidal Sucrose Esters

Chortyk¹,

Pomonis²,

Johnson

1996

J. Agric. Food Chem.

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New types of sucrose esters have been synthesized and shown to be potent insecticides against sweet potato whiteflies. On the basis of the structures of natural sucrose esters isolated from various Nicotiana species and which were shown to be potent whitefly insecticides, it was decided to synthesize similar sucrose esters. Specific conditions were worked out for the reaction of acid chloride with sucrose to yield a series of mono-, di-, tri-, and tetraacyl sucroses. As the active sucrose esters of Nicotiana species contain mainly heptanoic and octanoic acids esterified to sucrose, C6−C12 aliphatic acid sucrose esters were prepared. Capillary gas chromatography of their TMS derivatives showed that distinct groups of isomers were produced. Separation by silicic acid chromatography produced fractions containing individual groups of monoacyl sucroses, diacyl sucroses, triacyl sucroses, etc. Evaluations of individual groups of the C6−C12 acid sucroses showed that diheptanoyl sucroses, dioctanoyl sucroses, and dinonanoyl sucroses were most active against whiteflies and aphids. Details of syntheses, separations, GC and NMR data, and whitefly assays are presented. Keywords: Sugar esters; insecticides; whiteflies; aphids; chromatography; syntheses; bioassays; correlation

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Synthesis, Characterization and Application of Sucrose Carboxylic Acid Polyesters — A Prototype of Non‐Caloric or Surface Active Compounds

Cited by 2 publications

References 12 publications

Effects of Various Synthetic Sucrose Esters on Weed Seed Germination and Crop Growth: Structure−Activity and Dose−Response Relationships

Effects of Various Synthetic Sucrose Esters on Weed Seed Germination and Crop Growth: Structure−Activity and Dose−Response Relationships

Syntheses and Characterizations of Insecticidal Sucrose Esters

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