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  • 1
    ISSN: 1434-193X
    Keywords: Alectrol ; Ecology ; Lactones ; Phytochemistry ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Several compounds [(±)-3a, (±)-3b, (±)-10, (±)-11, and (±)-12] with structures related to that proposed for alectrol (3), the germination stimulant for seeds of parasitic weeds, have been synthesized. Structure (±)-3a has been solved by X-ray-crystallographic analysis. Comparison of the 1H-NMR data of the synthetic compounds with those reported for alectrol showed the proposed structure 3 to be incorrect. The synthetic products (±)-3a and (±)-3b showed significant germination stimulating activity on clover broomrape (Orobanche minor) seeds.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 2201-2210 
    ISSN: 1434-193X
    Keywords: Ecology ; Lactones ; Mass Spectrometry ; Orobanchol ; Natural Products ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The structure of orobanchol, a new seed germination stimulant for clover broomrape (Orobanche minor), was proposed as 5a (tentative absolute configuration) on the basis of GC-MS comparison of the natural product with several synthetic compounds [(±)-4a-(±)-4h, (±)-5a and (±)-5b]. All of the synthetic compounds showed significant seed germination activities for Orobanche minor and witchweed (Striga asiatica).
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 2183-2194 
    ISSN: 1434-193X
    Keywords: Ecology ; Lactones ; Phytochemistry ; Radical reactions ; Sorgolactone ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses of (±)-2a, the racemate of the structure proposed for sorgolactone, and its three racemic stereoisomers have been accomplished with confirmation of the stereostructures of the intermediate (±)-10 and the final product (±)-2a by X-ray analysis. Its optically active form, (3aR,8S,8bS,2′R)-(+)-2a, has also been prepared from (S)-(-)-citronellal by employing radical cyclization of 18 to 19 as the key step. Spectroscopic properties of the synthetic products are compared with those reported for natural sorgolactone. Bioassays using clover broomrape (Orobanche minor) seeds have revealed that all the stereoisomers strongly stimulate their germination.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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