Sucrose diester of aryldihydronaphthalene-type lignans from Echium angustifolium Mill. and their antitumor activity

Phytochemistry. 2018 May:149:155-160. doi: 10.1016/j.phytochem.2018.02.014. Epub 2018 Mar 5.

Abstract

Four previously undescribed sucrose diester of aryldihydronaphthalene-type lignans, named echiumins A-D, were isolated from the butanol fraction of Echium angustifolium Mill, in addition to a known compound, trigonotin A, which is reported for the first time from the title plant. The structures of isolated compounds were elucidated using spectroscopic methods such as HRESIMS and 1D and 2D NMR spectroscopy. The isolated compounds displayed strong to weak antitumor activity against HepG2 and MCF7 cancer cell lines, with echiumins A and D showed the most potent activity.

Keywords: 2,7′-cyclolignene sucrose esters; Antitumor activity; Aryldihydronaphalene lignan; Boraginaceae; Echium angustifolium Mill; Echiumins A-D.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Echium / chemistry*
  • Hep G2 Cells
  • Humans
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • MCF-7 Cells
  • Molecular Structure
  • Sucrose / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Lignans
  • Sucrose