Three new isobenzofurans from the roots of Nicotiana Tabacum and their bioactivities

Nat Prod Res. 2017 Dec;31(23):2730-2736. doi: 10.1080/14786419.2017.1292512. Epub 2017 Mar 22.

Abstract

Three new isobenzofurans (1-3), together with four known phenylpropanoids (4-7) were isolated from the roots of Nicotiana tabacum. Their structures were determined by means of HRESIMS and extensive 1D and 2D NMR spectroscopic studies. Compounds 1-6 were tested for their anti-tobacco mosaic virus (anti-TMV) activities and cytotoxicity activities. The results showed that compounds 5 and 6 exhibited high anti-TMV activities with inhibition rates of 35.1 and 33.4%, respectively. The cytotoxicities of compounds 1-7 against five human tumor cell lines (NB4, A549, SHSY5Y, PC3 were also tested. Compounds 1-7 showed weak inhibitory activities against some tested human tumor cell lines with IC50 values in the range of 3.8-9.6 μM.

Keywords: Isobenzofurans; Nicotiana tabacum; anti-tobacco mosaic virus activity; cytotoxicity.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Benzofurans / chemistry*
  • Benzofurans / pharmacology
  • Cell Line, Tumor
  • Drug Evaluation, Preclinical / methods
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Nicotiana / chemistry*
  • Plant Roots / chemistry
  • Tobacco Mosaic Virus / drug effects*

Substances

  • Antineoplastic Agents, Phytogenic
  • Antiviral Agents
  • Benzofurans