Quassinoids with Insecticidal Activity against Diaphorina citri Kuwayama and Neuroprotective Activities from Picrasma quassioides

J Agric Food Chem. 2020 Jan 8;68(1):117-127. doi: 10.1021/acs.jafc.9b05796. Epub 2019 Dec 24.

Abstract

Six new quassinoids, named kumulactone F (1), kumulactone G (2), kumulactone H (4), kumulactone I (5), kumulactone J (6), and kumulactone K (7), a pair of undescribed epimers α- and β-nigakihemiacetal G (3), 15 known quassinoids (8-22), and a mixture of the known compounds α- and β-neoquassin (23) were separated from the dried stems of the medical plants Picrasma quassioides. The chemical structures of all of the new compounds were established by spectroscopic data analyses (HR-ESI-MS, 1D and 2D NMR spectroscopy, and electronic circular dichroism (ECD)). Biologically, compounds 9 and 21 showed toxicity toward the Asian citrus psyllid Diaphorina citri Kuwayama with potent activity even equal to that of the positive control (Abamectin), compound 11 exhibited an excellent neuroprotective effect against SH-SY5Y cells which were pretreated by H2O2 with potent activity equal to that of the positive control (Trolox), and none of them showed cytotoxic activity toward the HeLa or A549 cell lines (IC50 > 100 μM).

Keywords: Abamectin; Diaphorina citri Kuwayama; Picrasma quassioides; Trolox; quassinoids.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Hemiptera / drug effects*
  • Hemiptera / growth & development
  • Humans
  • Hydrogen Peroxide / toxicity
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Neurons / cytology
  • Neurons / drug effects
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / pharmacology*
  • Picrasma / chemistry*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Quassins / chemistry
  • Quassins / pharmacology*

Substances

  • Insecticides
  • Neuroprotective Agents
  • Plant Extracts
  • Quassins
  • Hydrogen Peroxide