Synthesis of Juvenile Hormone Bioanalogs Derived from 2-(4-Hydroxybenzyl)-6-methylcyclohexanone

Rejzek, Martin; Zarevúcka, Marie; Wimmer, Zdeněk; Vaněk, Tomáš; Tykva, Richard; Kuldová, Jelena; Šaman, David; Bennettová, Blanka

doi:10.1135/cccc19960605

CCCC > Archive > 1996, Volume 61 > Issue 4 > p. 605

Synthesis of Juvenile Hormone Bioanalogs Derived from 2-(4-Hydroxybenzyl)-6-methylcyclohexanone

Martin Rejzek^a, Marie Zarevúcka^a, Zdeněk Wimmer^a, Tomáš Vaněk^a, Richard Tykva^a, Jelena Kuldová^a, David Šaman^a and Blanka Bennettová^b

^a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
^b Institute of Entomology, 370 05 České Budějovice, Czech Republic

Abstract

A new simple approach to isomeric 2-(4-alkoxybenzyl)-6-methylcyclohexanones and the corresponding alcohols and a subsequent synthesis of compounds imitating the action of the insect juvenile hormones is described. Biological activity of the isomeric juvenile hormone bioanalogs differed considerably when tested on the flesh fly (Sarcophaga bullata) and the yellow mealworm (Tenebrio molitor).

Keywords: Juvenile hormone bioanalogs; 2-(4-Hydroxybenzyl)-6-methylcyclohexanone; Sarcophaga bullata; Tenebrio molitor.

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Synthesis of Juvenile Hormone Bioanalogs Derived from 2-(4-Hydroxybenzyl)-6-methylcyclohexanone

Abstract