New antifeedant C20 terpenoids from Leucosceptrum canum

Org Lett. 2012 Nov 16;14(22):5768-71. doi: 10.1021/ol302787c. Epub 2012 Nov 8.

Abstract

Three novel C(20) terpenoids, norleucosceptroids A-C (1-3), were isolated from the leaves and flowers of Leucosceptrum canum (Labiatae) and were identified by comprehensive spectroscopic analysis and, in the case of 1, single-crystal X-ray diffraction. Structurally, compounds 1-3 should be categorized as pentanor-sesterterpenoids rather than diterpenoids. Moderate antifeedant activity of 1-3 against the generalist plant-feeding insect Helicoverpa armigera was detected, suggesting that they might also be involved in the plant defense against insect herbivores.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Feeding Behavior / drug effects
  • Female
  • HL-60 Cells
  • Humans
  • Lamiaceae / chemistry*
  • Lepidoptera / drug effects
  • Plant Leaves / chemistry
  • Sesterterpenes / chemistry
  • Sesterterpenes / isolation & purification*

Substances

  • Sesterterpenes
  • norleucosceptroid A
  • norleucosceptroid B
  • norleucosceptroid C