Insect pest management agents: Hormonogen esters (juvenogens)

0090756 - ÚEB 2008 RIV US eng J - Journal Article
Wimmer, Zdeněk - Jurček, Ondřej - Jedlička, Pavel - Hanus, Robert - Kuldová, Jelena - Hrdý, Ivan - Bennettová, Blanka - Šaman, David
Insect pest management agents: Hormonogen esters (juvenogens).
[Prostředky pro regulaci hmyzích škůdců: Hormonogenní estery (juvenogeny).]
Journal of Agricultural and Food Chemistry. Roč. 55, č. 18 (2007), s. 7387-7393. ISSN 0021-8561. E-ISSN 1520-5118
R&D Projects: GA ČR GA203/05/2146
Institutional research plan: CEZ:AV0Z50380511; CEZ:AV0Z40550506; CEZ:AV0Z50070508
Source of funding: V - Other public resources
Keywords : Pyrrhocoris apterus * Prorhinotermes simple * Reticulitermes santonensis
Subject RIV: CB - Analytical Chemistry, Separation
Impact factor: 2.532, year: 2007
http://dx.doi.org/10.1021/jf0710682

The chemical part of this investigation focused on designing structures and synthesizing a series of six new esters (juvenogens), derived from biologically active insect juvenile hormone bioanalogues (juvenoids, JHAs) and unsaturated short-chain linear and branched fatty acids for possible application as biochemically targeted insect hormonogen agents. The structures of the new compounds were assigned on the basis of a detailed NMR analysis of their H-1 and C-13 NMR spectra. The biological part of this investigation focused on introductory biological screening tests with these compounds against the red firebug (Pyrrhocoris apterus), termites (Reticulitermes santonensis and Prorhinotermes simplex), and the blowfly (Neobellieria bullata). The biological activity of the juvenogens was studied in relation to the fatty acid functionality in the structures. Notable biological activity in topical tests and medium activity in peroral tests was found for the juvenogens 3 and 7 with P. apterus. The compounds 6 and 8 showed the lowest activity in both topical and oral assays with P. apterus. Considerable effect of all tested juvenogens was observed in P. simplex; however, the juvenogens 5 and 6 (derivatives of the only branched short-chain fatty acid) showed no activity against R. santonensis. The effect of the compounds 3-8 on larval hatching of N. bullata was only moderate (larval hatching 80-90%); however, the proliferation effect caused by 5, 6, and 8 is more pronounced than the effect caused by 3, 4, and 7.

Chemická část tohoto výzkumu je zaměřena na synthesu série šesti nových esterů (juvenogenů), odvozených od biologicky aktivních bioanalogů hmyzích juvenilních hormonů (juvenoidů) a nenasycených mastných kyselin s krátkým rovným či větveným řetězcem, určeným k možnému použití jako biochemicky aktivovatelné prostředky pro regulaci hmyzích škůdců. Biologická část výzkumu je zaměřena na úvodní testování těchto látek na několika nepříbuzných druzích hmyzích škůdců.
Permanent Link: http://hdl.handle.net/11104/0151540