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Steroid conjugates: Synthesis and preliminary biological testing of pro-juvenoids

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    0349942 - ÚEB 2011 RIV GB eng J - Journal Article
    Svobodová, Hana - Ryšavá, Hana - Pavlík, Milan - Šaman, David - Drašar, Pavel - Wimmer, Zdeněk
    Steroid conjugates: Synthesis and preliminary biological testing of pro-juvenoids.
    Bioorganic & Medicinal Chemistry. Roč. 18, č. 23 (2010), s. 8194-8203. ISSN 0968-0896. E-ISSN 1464-3391
    R&D Projects: GA MŠMT 2B06024
    Institutional research plan: CEZ:AV0Z50380511; CEZ:AV0Z40550506
    Keywords : Pyrrhocoris apterus * Structure–activity relationship * Juvenoid
    Subject RIV: CC - Organic Chemistry
    Impact factor: 2.978, year: 2010

    A series of 10 new pro-juvenoids (juvenogens, insect hormonogenic compounds, pro-drug-like agents) was synthesized using isomeric synthetic juvenoids (insect juvenile hormone analogs) and steroid molecules as patterns modifying parts of the complex hormonogenic molecules. In addition, several new synthons were prepared, which were required by the designed synthetic protocol to achieve the target molecules. These pro-juvenoids were subjected to the topical screening tests and to the drinking assays on the red firebug (Pyrrhocoris apterus), a convenient model laboratory phytophagous insect. Simple and efficient synthetic procedures for the preparation of the target pro-juvenoids and their synthons are presented. Furthermore, the biological activity of the pro-juvenoids in comparison with the activity of their parent juvenoids and that of several commercially available agents is demonstrated.
    Permanent Link: http://hdl.handle.net/11104/0190063

     
     
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