Prenyleudesmanes and A Hexanorlanostane from the Roots of Lonicera macranthoides

Molecules. 2019 Nov 23;24(23):4276. doi: 10.3390/molecules24234276.

Abstract

Three previously undescribed compounds, two prenyleudesmanes (1 and 2), and one hexanorlanostane (3), were isolated from the roots of Lonicera macranthoides. Their structures were established based on 1D and 2D nuclear magnetic resonance (NMR) spectra and high-resolution electrospray ionization mass spectral (HR-ESI-MS) data. The absolute configurations of 1 and 3 were determined by X-ray diffraction. To the best of our knowledge, this is the first time that the absolute configuration of a prenyleudesmane with a trans-decalin system and a hexanorlanostane have been unambiguously confirmed by single-crystal X-ray diffraction with Cu Kα radiation. Thecompounds were tested for their antiproliferative activity on the cancer cell lines (HepG2 and HeLa). The compounds 1-3 exhibited moderate inhibitory effects against two human cancer cell lines.

Keywords: Antiproliferative; Caprifoliaceae; Hexanortriterpenes; Lonicera macranthoides; Prenyleudesmanes.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • HeLa Cells
  • Hep G2 Cells
  • Humans
  • Lonicera / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Plant Extracts