Assessment of Insecticidal Activity of Benzylisoquinoline Alkaloids from Chilean Rhamnaceae Plants against Fruit-Fly Drosophila melanogaster and the Lepidopteran Crop Pest Cydia pomonella

Molecules. 2020 Nov 3;25(21):5094. doi: 10.3390/molecules25215094.

Abstract

The Chilean plants Discaria chacaye, Talguenea quinquenervia (Rhamnaceae), Peumus boldus (Monimiaceae), and Cryptocarya alba (Lauraceae) were evaluated against Codling moth: Cydia pomonella L. (Lepidoptera: Tortricidae) and fruit fly Drosophila melanogaster (Diptera: Drosophilidae), which is one of the most widespread and destructive primary pests of Prunus (plums, cherries, peaches, nectarines, apricots, almonds), pear, walnuts, and chestnuts, among other. Four benzylisoquinoline alkaloids (coclaurine, laurolitsine, boldine, and pukateine) were isolated from the above mentioned plant species and evaluated regarding their insecticidal activity against the codling moth and fruit fly. The results showed that these alkaloids possess acute and chronic insecticidal effects. The most relevant effect was observed at 10 µg/mL against D. melanogaster and at 50 µg/mL against C. pomonella, being the alteration of the feeding, deformations, failure in the displacement of the larvae in the feeding medium of D. melanogaster, and mortality visible effects. In addition, the docking results show that these type of alkaloids present a good interaction with octopamine and ecdysone receptor showing a possible action mechanism.

Keywords: aporphines; botanical insecticides; ecdysone-receptor; octopamine-receptor; plant-insect interaction; tetra-hydro-isoquinolines.

MeSH terms

  • Animals
  • Benzylisoquinolines* / chemistry
  • Benzylisoquinolines* / pharmacology
  • Drosophila melanogaster
  • Insecticides* / chemistry
  • Insecticides* / pharmacology
  • Lepidoptera / growth & development*
  • Rhamnaceae / chemistry*

Substances

  • Benzylisoquinolines
  • Insecticides