Can juvenogens, biochemically targeted hormonogen compounds, assist in environmentally safe insect pest management?
Two different types of juvenogens, biochemically targeted hormonogen compounds were tested for their potency to act as insect pest management agents. In the performed biological screening, wax-like esteric juvenogens (3-10) proved to be convenient agents for controlling blowfly and termites, and displayed species selectivity: cis-N-{2-[4-(2-butanoyloxycyclohexyl)methyl]phenoxy}ethyl carbamate (3) was highly active on blowfly (Neobellieria bullata), while trans-N-{2-[4-(2-hexadecanoyloxycyclohexyl)methyl]-phenoxy}ethyl carbamate (6) showed high activity on termite (Prorhinotermes simplex). Glycosidic juvenogens, isomeric N-{2-{4-{[2-(beta-D-galactopyranosyloxy)cyclohexyl]methyl}phenoxy}ethyl carbamates (13 and 14), were proved to act as systemic agents, suitable for protecting plants against phytophagous insects (e.g. aphids). Due to the prolonged action of juvenogens, which is connected with the sequential liberating of the biologically active molecule of the insect juvenile hormone bioanalog from the juvenogen molecule by means of enzymic systems of target insects and/or their host plants, more insect individuals can be treated by juvenogens, which are species-targeted structures due to their different physicochemical properties. The results achieved with both types of juvenogens were promising, concerning their final effect on the tested insect species, and the compounds 3-6, 9 (cis-(9Z)-N-{2-[4-(2-(octadec-9-enoyl)oxycyclohexyl)methyl]phenoxy}ethyl carbamate), 13 and 14 proved to represent convenient insect pest management agents for potential practical applications against different insect pests.
Wimmer
Zdenek
Z
Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo námestí 2, CZ-16610 Prague 6, Czech Republic. wimmer@uochb.cas.cz
Kuldová
Jelena
J
Hrdý
Ivan
I
Bennettová
Blanka
B
D000818:Animals; D003692:Delayed-Action Preparations / Q000737:chemistry / Q000633:toxicity; D007301:Insect Hormones / Q000737:chemistry* / Q000633:toxicity; D007313:Insecta; D007306:Insecticides / Q000737:chemistry* / Q000633:toxicity; D007536:Isomerism; D015394:Molecular Structure; D010571:Pest Control; D013045:Species Specificity
D003692:Delayed-Action Preparations; D007301:Insect Hormones; D007306:Insecticides