Insecticidal activity of sesquiterpenes skeleton synthesized by the conventional Robinson annulations reaction on Drosophila melanogaster

Enantioselective Access to Robinson Annulation Products and Michael Adducts as Precursors

“…In 1937, Robinson's group devised the synthesis of cyperone sesquiterpenes, [57] which possess interesting properties as insecticide (Scheme 18). [58] Scheme 18. Robinson's synthesis of cyperones using dihydrocarvone.…”

Insecticidal effects of eudesmanes from Pluchea sagittalis (Asteraceae) on Spodoptera frugiperda and Ceratitis capitata

“…Insecticidal and antifeeding effects have been reported for other sesquiterpenes against different insect species (Wang et al 1991; Gonzalez et al 1993;Dadang et al 1996). The results of previous works by Céspedes et al (2001) and Alarcon et al (2013) reported feeding deterrent and insecticidal activities of certain eudesmane-type sesquiterpenoids against S. frugiperda (Lepidoptera: Noctuidae) larvae and Drosophila melanogaster, respectively. In a previous paper, we reported the isolation and identification of twelve eudesmane-type sesquiterpenoids from a Bolivian collection of P. sagittalis, together with their antifeedant activity at 100 µg / g of diet against S. frugiperda, under chosen conditions (Vera et al 2008).…”

“…Eudesmanes that had a hydroperoxide (5) or formoxi groups in their structures (1 and 7) were the most active, while the eudesmanes possessing an acetyl group in position 4 lost such activity noticeably. Additionally, an ,-unsaturated system played an important role in antifeedant activity, as seen when comparing compound 2 with compound 3, that showed a low activity (Table 1) Alarcon et al (2013). The sites and mode of action of these compounds are being investigated and probably correspond to a combination of antifeedant action, as well as insecticidal and insect growth regulation activities.…”

Phytochemical Composition and Biological Activities of Dyssodia tagetiflora Lag.

“…The bioassay for insecticidal activity against larvae of D . melanogaster was performed as follows: approximately 100 adults from colonies of D . melanogaster were introduced into culture bottles containing artificial diet in a Petri dish and were allowed to oviposit at 25 °C and relative humidity > 60% for 3 h. The diet was taken out of the bottle, and ten new eggs were collected and transplanted onto 1 mL of artificial diet containing 10, 30, 50, 70 or 100 μg/mL of essential oils of D .…”

“…for Insecticidal Activity against D. melanogaster Larvae. The bioassay for insecticidal activity against larvae of D. melanogaster was performed as follows [52] : approximately 100 adults from colonies of D. melanogaster were introduced into culture bottles containing artificial diet in a Petri dish and were allowed to oviposit at 25°C and relative humidity > 60% for 3 h. The diet was taken out of the bottle, and ten new eggs were collected and transplanted onto 1 mL of artificial diet containing 10,30,50,70 or 100 lg/mL of essential oils of D. tagetiflora, or a control diet containing 50 lL of EtOH. The eggs were placed in glass tubes containing the experimental diet and reared at 25°C and relative humidity > 90% for 8 d. One day after transplantation, the larvae were hatched and fed artificial diet with the appropriate test compound concentration.…”